KR20010106359A - Chelate compound for animals feed - Google Patents
Chelate compound for animals feed Download PDFInfo
- Publication number
- KR20010106359A KR20010106359A KR1020010066982A KR20010066982A KR20010106359A KR 20010106359 A KR20010106359 A KR 20010106359A KR 1020010066982 A KR1020010066982 A KR 1020010066982A KR 20010066982 A KR20010066982 A KR 20010066982A KR 20010106359 A KR20010106359 A KR 20010106359A
- Authority
- KR
- South Korea
- Prior art keywords
- metal
- molecular weight
- low molecular
- chitosan
- livestock
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Ceased
Links
- 239000013522 chelant Substances 0.000 title claims abstract description 12
- 241001465754 Metazoa Species 0.000 title claims description 7
- 150000001875 compounds Chemical class 0.000 title abstract description 6
- 229910052751 metal Inorganic materials 0.000 claims abstract description 35
- 239000002184 metal Substances 0.000 claims abstract description 35
- 229920001661 Chitosan Polymers 0.000 claims abstract description 25
- 244000144972 livestock Species 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims description 12
- 239000000843 powder Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 7
- 230000007935 neutral effect Effects 0.000 claims description 7
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical class [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 claims description 4
- 238000000034 method Methods 0.000 claims description 4
- 230000006196 deacetylation Effects 0.000 claims description 3
- 238000003381 deacetylation reaction Methods 0.000 claims description 3
- 230000002194 synthesizing effect Effects 0.000 claims 1
- 150000002739 metals Chemical class 0.000 abstract description 9
- HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 abstract description 6
- 150000007524 organic acids Chemical class 0.000 abstract description 5
- 210000000056 organ Anatomy 0.000 abstract description 4
- 235000012000 cholesterol Nutrition 0.000 abstract description 3
- 230000036737 immune function Effects 0.000 abstract description 3
- 238000001727 in vivo Methods 0.000 abstract description 3
- 231100000419 toxicity Toxicity 0.000 abstract description 3
- 230000001988 toxicity Effects 0.000 abstract description 3
- 239000003674 animal food additive Substances 0.000 abstract description 2
- 239000002738 chelating agent Substances 0.000 abstract description 2
- 230000006806 disease prevention Effects 0.000 abstract description 2
- 235000013336 milk Nutrition 0.000 abstract description 2
- 239000008267 milk Substances 0.000 abstract description 2
- 210000004080 milk Anatomy 0.000 abstract description 2
- 210000001082 somatic cell Anatomy 0.000 abstract description 2
- 150000003384 small molecules Chemical class 0.000 abstract 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 10
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
- WGLPBDUCMAPZCE-UHFFFAOYSA-N Trioxochromium Chemical compound O=[Cr](=O)=O WGLPBDUCMAPZCE-UHFFFAOYSA-N 0.000 description 5
- 239000008367 deionised water Substances 0.000 description 5
- 229910021641 deionized water Inorganic materials 0.000 description 5
- 239000011572 manganese Substances 0.000 description 5
- 229910052757 nitrogen Inorganic materials 0.000 description 5
- 235000011121 sodium hydroxide Nutrition 0.000 description 5
- 238000001291 vacuum drying Methods 0.000 description 5
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 4
- 235000001014 amino acid Nutrition 0.000 description 4
- 150000001413 amino acids Chemical class 0.000 description 4
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 3
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 235000011054 acetic acid Nutrition 0.000 description 3
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 239000007769 metal material Substances 0.000 description 3
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- QPLDLSVMHZLSFG-UHFFFAOYSA-N Copper oxide Chemical compound [Cu]=O QPLDLSVMHZLSFG-UHFFFAOYSA-N 0.000 description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 description 2
- IMQLKJBTEOYOSI-UHFFFAOYSA-N Diphosphoinositol tetrakisphosphate Chemical compound OP(O)(=O)OC1C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C(OP(O)(O)=O)C1OP(O)(O)=O IMQLKJBTEOYOSI-UHFFFAOYSA-N 0.000 description 2
- ZOKXTWBITQBERF-UHFFFAOYSA-N Molybdenum Chemical compound [Mo] ZOKXTWBITQBERF-UHFFFAOYSA-N 0.000 description 2
- 229910002651 NO3 Inorganic materials 0.000 description 2
- NHNBFGGVMKEFGY-UHFFFAOYSA-N Nitrate Chemical compound [O-][N+]([O-])=O NHNBFGGVMKEFGY-UHFFFAOYSA-N 0.000 description 2
- 229910019142 PO4 Inorganic materials 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- ZOIORXHNWRGPMV-UHFFFAOYSA-N acetic acid;zinc Chemical compound [Zn].CC(O)=O.CC(O)=O ZOIORXHNWRGPMV-UHFFFAOYSA-N 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 229940088710 antibiotic agent Drugs 0.000 description 2
- 235000010323 ascorbic acid Nutrition 0.000 description 2
- 239000011668 ascorbic acid Substances 0.000 description 2
- 229960005070 ascorbic acid Drugs 0.000 description 2
- 230000009920 chelation Effects 0.000 description 2
- 239000010941 cobalt Substances 0.000 description 2
- 229910017052 cobalt Inorganic materials 0.000 description 2
- GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 2
- 239000010949 copper Substances 0.000 description 2
- BERDEBHAJNAUOM-UHFFFAOYSA-N copper(I) oxide Inorganic materials [Cu]O[Cu] BERDEBHAJNAUOM-UHFFFAOYSA-N 0.000 description 2
- KRFJLUBVMFXRPN-UHFFFAOYSA-N cuprous oxide Chemical compound [O-2].[Cu+].[Cu+] KRFJLUBVMFXRPN-UHFFFAOYSA-N 0.000 description 2
- 229940112669 cuprous oxide Drugs 0.000 description 2
- 201000010099 disease Diseases 0.000 description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 2
- 239000006052 feed supplement Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 150000004679 hydroxides Chemical class 0.000 description 2
- 150000002484 inorganic compounds Chemical class 0.000 description 2
- 229910010272 inorganic material Inorganic materials 0.000 description 2
- 239000004310 lactic acid Substances 0.000 description 2
- 235000014655 lactic acid Nutrition 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 150000002736 metal compounds Chemical class 0.000 description 2
- 229910044991 metal oxide Inorganic materials 0.000 description 2
- 150000004706 metal oxides Chemical class 0.000 description 2
- 150000007522 mineralic acids Chemical class 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 229910052750 molybdenum Inorganic materials 0.000 description 2
- 239000011733 molybdenum Substances 0.000 description 2
- -1 or the like Substances 0.000 description 2
- 125000002524 organometallic group Chemical group 0.000 description 2
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 2
- 239000010452 phosphate Substances 0.000 description 2
- 229920001282 polysaccharide Polymers 0.000 description 2
- 239000005017 polysaccharide Substances 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 239000013589 supplement Substances 0.000 description 2
- 239000011701 zinc Substances 0.000 description 2
- 229910052725 zinc Inorganic materials 0.000 description 2
- 239000004246 zinc acetate Substances 0.000 description 2
- 239000011787 zinc oxide Substances 0.000 description 2
- 241000894006 Bacteria Species 0.000 description 1
- VYZAMTAEIAYCRO-UHFFFAOYSA-N Chromium Chemical compound [Cr] VYZAMTAEIAYCRO-UHFFFAOYSA-N 0.000 description 1
- 229910021503 Cobalt(II) hydroxide Inorganic materials 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 description 1
- 108010082495 Dietary Plant Proteins Proteins 0.000 description 1
- 239000004277 Ferrous carbonate Substances 0.000 description 1
- PWHULOQIROXLJO-UHFFFAOYSA-N Manganese Chemical compound [Mn] PWHULOQIROXLJO-UHFFFAOYSA-N 0.000 description 1
- 108010009736 Protein Hydrolysates Proteins 0.000 description 1
- FMRLDPWIRHBCCC-UHFFFAOYSA-L Zinc carbonate Chemical compound [Zn+2].[O-]C([O-])=O FMRLDPWIRHBCCC-UHFFFAOYSA-L 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000003277 amino group Chemical group 0.000 description 1
- 230000000845 anti-microbial effect Effects 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- 239000001569 carbon dioxide Substances 0.000 description 1
- 229910002092 carbon dioxide Inorganic materials 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- RQFQJYYMBWVMQG-IXDPLRRUSA-N chitotriose Chemical compound O[C@@H]1[C@@H](N)[C@H](O)O[C@H](CO)[C@H]1O[C@H]1[C@H](N)[C@@H](O)[C@H](O[C@H]2[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O2)N)[C@@H](CO)O1 RQFQJYYMBWVMQG-IXDPLRRUSA-N 0.000 description 1
- 229910052804 chromium Inorganic materials 0.000 description 1
- 239000011651 chromium Substances 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 235000013495 cobalt Nutrition 0.000 description 1
- 229940011182 cobalt acetate Drugs 0.000 description 1
- QAHREYKOYSIQPH-UHFFFAOYSA-L cobalt(II) acetate Chemical compound [Co+2].CC([O-])=O.CC([O-])=O QAHREYKOYSIQPH-UHFFFAOYSA-L 0.000 description 1
- ASKVAEGIVYSGNY-UHFFFAOYSA-L cobalt(ii) hydroxide Chemical compound [OH-].[OH-].[Co+2] ASKVAEGIVYSGNY-UHFFFAOYSA-L 0.000 description 1
- 238000010668 complexation reaction Methods 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 229940116318 copper carbonate Drugs 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- GEZOTWYUIKXWOA-UHFFFAOYSA-L copper;carbonate Chemical compound [Cu+2].[O-]C([O-])=O GEZOTWYUIKXWOA-UHFFFAOYSA-L 0.000 description 1
- 229960004643 cupric oxide Drugs 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 238000003912 environmental pollution Methods 0.000 description 1
- 229960005191 ferric oxide Drugs 0.000 description 1
- RAQDACVRFCEPDA-UHFFFAOYSA-L ferrous carbonate Chemical compound [Fe+2].[O-]C([O-])=O RAQDACVRFCEPDA-UHFFFAOYSA-L 0.000 description 1
- 235000019268 ferrous carbonate Nutrition 0.000 description 1
- 229960004652 ferrous carbonate Drugs 0.000 description 1
- 235000013305 food Nutrition 0.000 description 1
- 239000000174 gluconic acid Substances 0.000 description 1
- 235000012208 gluconic acid Nutrition 0.000 description 1
- 150000004676 glycans Chemical class 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 229910000015 iron(II) carbonate Inorganic materials 0.000 description 1
- 229940071125 manganese acetate Drugs 0.000 description 1
- 239000011656 manganese carbonate Substances 0.000 description 1
- 235000006748 manganese carbonate Nutrition 0.000 description 1
- 229940093474 manganese carbonate Drugs 0.000 description 1
- UOGMEBQRZBEZQT-UHFFFAOYSA-L manganese(2+);diacetate Chemical compound [Mn+2].CC([O-])=O.CC([O-])=O UOGMEBQRZBEZQT-UHFFFAOYSA-L 0.000 description 1
- WPBNNNQJVZRUHP-UHFFFAOYSA-L manganese(2+);methyl n-[[2-(methoxycarbonylcarbamothioylamino)phenyl]carbamothioyl]carbamate;n-[2-(sulfidocarbothioylamino)ethyl]carbamodithioate Chemical compound [Mn+2].[S-]C(=S)NCCNC([S-])=S.COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC WPBNNNQJVZRUHP-UHFFFAOYSA-L 0.000 description 1
- 229910000016 manganese(II) carbonate Inorganic materials 0.000 description 1
- XMWCXZJXESXBBY-UHFFFAOYSA-L manganese(ii) carbonate Chemical compound [Mn+2].[O-]C([O-])=O XMWCXZJXESXBBY-UHFFFAOYSA-L 0.000 description 1
- MEFBJEMVZONFCJ-UHFFFAOYSA-N molybdate Chemical compound [O-][Mo]([O-])(=O)=O MEFBJEMVZONFCJ-UHFFFAOYSA-N 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000035764 nutrition Effects 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 210000004798 organs belonging to the digestive system Anatomy 0.000 description 1
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical compound O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 102000004196 processed proteins & peptides Human genes 0.000 description 1
- 108090000765 processed proteins & peptides Proteins 0.000 description 1
- 239000003531 protein hydrolysate Substances 0.000 description 1
- 229910021653 sulphate ion Inorganic materials 0.000 description 1
- 231100000167 toxic agent Toxicity 0.000 description 1
- 239000003440 toxic substance Substances 0.000 description 1
- 229960000314 zinc acetate Drugs 0.000 description 1
- 239000011667 zinc carbonate Substances 0.000 description 1
- 235000004416 zinc carbonate Nutrition 0.000 description 1
- 229910000010 zinc carbonate Inorganic materials 0.000 description 1
- 229960001296 zinc oxide Drugs 0.000 description 1
- 229940032991 zinc picolinate Drugs 0.000 description 1
- NHVUUBRKFZWXRN-UHFFFAOYSA-L zinc;pyridine-2-carboxylate Chemical compound C=1C=CC=NC=1C(=O)O[Zn]OC(=O)C1=CC=CC=N1 NHVUUBRKFZWXRN-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0024—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Glucans; (beta-1,3)-D-Glucans, e.g. paramylon, coriolan, sclerotan, pachyman, callose, scleroglucan, schizophyllan, laminaran, lentinan or curdlan; (beta-1,6)-D-Glucans, e.g. pustulan; (beta-1,4)-D-Glucans; (beta-1,3)(beta-1,4)-D-Glucans, e.g. lichenan; Derivatives thereof
- C08B37/0027—2-Acetamido-2-deoxy-beta-glucans; Derivatives thereof
- C08B37/003—Chitin, i.e. 2-acetamido-2-deoxy-(beta-1,4)-D-glucan or N-acetyl-beta-1,4-D-glucosamine; Chitosan, i.e. deacetylated product of chitin or (beta-1,4)-D-glucosamine; Derivatives thereof
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/163—Sugars; Polysaccharides
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Engineering & Computer Science (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Food Science & Technology (AREA)
- Fodder In General (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
본 발명은 저분자키토산을 유기산에 용해시킨 용액에 금속 또는 큼속 화합물을 첨가하여 적절히 킬레이트환경을 조절함으로써 이루어지는 가축사료용 킬레이트 화합물에 관한 것이다.The present invention relates to a chelating compound for livestock feed obtained by adjusting a chelating environment appropriately by adding a metal or a large compound to a solution in which low molecular weight chitosan is dissolved in an organic acid.
본 발명에 따른 저분자 키토산 킬레이트을 사료 첨가물로 가축에 투여하는 경우, 종래의 무기태 금속물질이 생체 내의 장기에서 이온화되어 독성을 나타내거나, 생체이용 효율이 떨어지거나, 흡수되지 않은 물질들이 그대로밖으로 배출되어 환경을 오염시키는 등의 문제점을 보완할 수 있다. 또한 사육한 가축의 콜레스테롤 함량을 낮출 수 있을 뿐 만아니라 면역 기능의 향상에 따른 질병의 예방이나 그에 따른 유우(乳牛)에 있어서의 우유 중의 체세포수의 저하를 예상할 수 있다.When the small molecule chitosan chelate according to the present invention is administered to a livestock as a feed additive, conventional inorganic metals are ionized in organs in vivo to show toxicity, deteriorate in bioavailability, or are not absorbed. It can solve problems such as polluting the environment. In addition, the cholesterol content of the livestock can be lowered, as well as the prevention of diseases caused by the improvement of immune function, and the lowering of the somatic cell count in the milk in the cow can be expected.
Description
본 발명은 저분자 키토산과 제조하기 원하는 금속(아연, 철, 구리, 망간, 코발트, 크롬, 몰리브덴 등..)의 분말, 산화물, 탄산염, 수산화물, 무기염을 직접 반응시켜, 킬레이션 결합을 이루게 하여 생성되는 새로운 유기금속 킬레이트 화합물을 제조하는 방법에 관한 것이다.The present invention directly reacts with low molecular weight chitosan and powders, oxides, carbonates, hydroxides and inorganic salts of metals (zinc, iron, copper, manganese, cobalt, chromium, molybdenum, etc.) to be produced to form chelation bonds. The present invention relates to a process for preparing the resulting new organometallic chelate compound.
종래에는 가축에게 무기금속 물질의, 예를 들면, 염산염, 황산염, 질산염, 인산염, 탄산염, 산화물 등은 몰리브덴을 제외하고 이들 모두는 몇몇 천연 사료성분 중에서 부족하여 사료를 영양 공급면에서 충분하게 하기 위해서는 보충물을 사용할필요가 있는 것으로 나타났다. 이렇게 사료용으로 사용하는 미량 금속의 몇몇 화학적 형태는 미량 금속, 금속-아미노산 착물, 금속-아미노산 킬레이트 착물(한국특허공개 2000-0053858), 금속-프로테이네이트 착물 및 금속-다당류 착물의 무기염을 포함하는 동물 사료의 보충물로서 유용하다[참조: Official Publication of AmericanFeed Control Officials, 1995, page 209-210]. 또한, 미합중국 특허 제4,315,927호 및 한국특허 10-0239682에는 동물의 사료 보충물로서 금속 카복실레이트 착물인 아연 피콜리네이트의 용도를 기술하고 있다. 모든 착물은 가용성 금속염과 아미노산, 킬레이트, 프로테이네이트, 다당류 또는 카복실산과의 착화로 제조된다. 또한, 아연 아세테이트, 망간 아세테이트 및 코발트 아세테이트를 포함하는 아세트산의 염도 동물의 사료 보충물로서의용도가 입증되어 왔다(21 CFR 582.80). 아연 아세테이트는 다음에 논의되는 통상적인 방식으로 제조될 수 있다.Conventionally, livestock of inorganic metals, such as hydrochloride, sulfate, nitrate, phosphate, carbonate, oxide, etc., except molybdenum, are all lacking in some natural feed ingredients, so that the feed is sufficient for nutrition. It has been shown that a supplement needs to be used. Some chemical forms of trace metals used for feed include inorganic salts of trace metals, metal-amino acid complexes, metal-amino acid chelate complexes (Korean Patent Publication No. 2000-0053858), metal-protainate complexes, and metal-polysaccharide complexes. It is useful as a supplement to animal feed (see Official Publication of American Feed Control Officials, 1995, page 209-210). In addition, US Pat. No. 4,315,927 and Korean Patent No. 10-0239682 describe the use of zinc picolinate, a metal carboxylate complex, as a feed supplement for animals. All complexes are prepared by the complexation of soluble metal salts with amino acids, chelates, propateates, polysaccharides or carboxylic acids. In addition, the salinity of acetic acid, including zinc acetate, manganese acetate and cobalt acetate, has been demonstrated for use as feed supplements in animals (21 CFR 582.80). Zinc acetate can be prepared in the conventional manner discussed below.
이러한 물질은 생체내의 장기에서 이온화되어 독성을 나타내거나, 생체이용 효율이 낮으며, 또, 흡수되지 않은물질들이 그대로 배설되어 환경 오염을 초래하는 등을 문제점이 있었다.These substances are ionized in the organs in vivo to show toxicity, or low bioavailability, and the non-absorbed materials are excreted as it is, causing environmental pollution.
또한 가축의 질병을 예방하거나 치료하기 위하여 각종 항생물질이 무분별하게 동물 약품으로서 사용되어 오고 있어 이로 인한 항생물질의 잔류와 내성균의 출현등으로 여러 가지 문제점이 대두되고 있다.In addition, various antibiotics have been used as animal drugs indiscriminately in order to prevent or treat diseases of livestock, and various problems have arisen due to the residue of antibiotics and the appearance of resistant bacteria.
최근에는 식품의 기능성 신소재로 알려진 키토산올리고당을 사료에 첨가하여 사육한 가축의 콜레스테롤 함량이 낮아졌다는 보고 등(한국특허 10-171246)이 있으나 면역 기능의 향상에 따른 질병의 예방 목적이으로 저분자 키토산이 사용된 예는 아직 보고되지 않았다.Recently, there was a report that the cholesterol content of livestock raised by adding chitosan oligosaccharide, known as a functional new material of food, was lowered in feed (Korea Patent 10-171246), but low molecular weight chitosan was used for the purpose of preventing diseases caused by improved immune function. The example used has not been reported yet.
저분자 키토산은 분자량이 10,000 내지 100,000 범위의 키토산으로 정의하고 본 발명자는 저분자 키토산의 제조 방법에 대하여 특허를 출원(10-1998-003031, 10-1998-032474)하였다. 상기의 방법으로 제조한 저분자 키토산 중에 분자량이 10,000 내지 100,000 범위의 저분자 키토산의 항균성이 가장 우수하였으며 100,000 이상의 고분자 키토산이나 10,000이하의 올리고당 및 단당은 항균성이 현저히 떨어지는 것을 알 수 있었다.Low molecular chitosan is defined as chitosan having a molecular weight ranging from 10,000 to 100,000 and the inventors have applied for a method for producing low molecular chitosan (10-1998-003031, 10-1998-032474). Among the low-molecular chitosan prepared by the above method, the low-molecular chitosan having a molecular weight ranging from 10,000 to 100,000 was the best antimicrobial.
본 발명자들은 위와 같은 문제점을 일으키지 않는 사료 첨가용 유기금속 킬레이트 화합물을 개발하고자 적절한 금속의 형태(금속 또는 화합물)를 적절한 조건에서 저분자 키토산과 킬레이트화함으로써 위 목적을 달성할 수 있음을 발견하였다.The present inventors have found that the above object can be achieved by chelating an appropriate metal form (metal or compound) with low molecular chitosan under appropriate conditions in order to develop an organometallic chelate compound for feed addition that does not cause the above problems.
본 발명은 저분자키토산을 유기산에 용해시킨 용액에 금속 또는 큼속 화합물을 첨가하여 적절히 킬레이트환경을 조절함으로써 이루어지는 가축사료용 킬레이트 화합물에 관한 것이다.The present invention relates to a chelating compound for livestock feed obtained by adjusting a chelating environment appropriately by adding a metal or a large compound to a solution in which low molecular weight chitosan is dissolved in an organic acid.
본 발명의 킬레이트화 반응에 사용되는 금속은 금속 분말로 사용되거나 금속 화합물의 형태로 사용된다.The metal used in the chelation reaction of the present invention is used as a metal powder or in the form of a metal compound.
금속 화합물의 형태는 황산염, 염산염, 질산염, 인산염 등과 같은 무기산염 형태의 물질 등과 금속 그 자체의 분말, 또는 금속의 산화물, 탄산염 또는 수산화물을 사용할 수 있으나 이들 중 무기산의 염들을 형성하는 금속들은 저분자 키토산과 반응에서 킬레이트 금속물질을형성할 수는 있으나 킬레이트 금속물질의 분자 구조 속에 결합가능한 한 분자 또는 두 분자의 산 분자 외에는 모두 유리되어 무기산의 염을 형성하므로 원치 않는 혼합물의 형태로 잔존하게 된다. 따라서, 이러한 무기산염의 존재는 가축의소화기관 내에서 이온화되어 장기의 표면에서 다른 물질, 예를 들면 피틴 등과 결합하여 흡수불가물 또는 독성 물질로 변화되는 것을 촉진 등의 문제가 있음으로 금속 그 자체의 분말, 또는 금속의 산화물, 탄산염 또는 수산화물을 사용하는 것이 바람직하다.The form of the metal compound may be an inorganic salt form material such as sulphate, hydrochloride, nitrate, phosphate, or the like, or a powder of the metal itself, or an oxide, carbonate or hydroxide of the metal. Among these, metals forming salts of inorganic acid are low molecular weight chitosan. The reaction may form a chelate metal material, but all but one molecule or two molecules of acid molecules capable of binding in the molecular structure of the chelate metal material are freed to form salts of inorganic acids, and thus remain in the form of unwanted mixtures. Therefore, the presence of such inorganic acid salts may be ionized in the digestive organs of livestock, and the metal itself may be bound to other substances, for example, phytin, on the surface of the organs, thereby facilitating the change into an insoluble or toxic substance. Preference is given to using powders of oxides or oxides, carbonates or hydroxides of metals.
무기금속염은 물에 용해시켜 상온에서 사용하고 금속 자체의 분말을 사용하는 경우는 금속 그 자체가 직접 킬레이트 반응을 일으킬 수 있는 경우인데, 접촉면적을 크게하기 위해 일반적으로 100 내지 300 메쉬 정도의 분말을 사용하는 것이 바람직하며, 이 반응 도중에는 수소가 발생된다.Inorganic metal salts are dissolved in water and used at room temperature, and when the metal powder itself is used, the metal itself can cause a chelating reaction. In order to increase the contact area, powders of about 100 to 300 mesh are generally used. It is preferable to use, and hydrogen is generated during this reaction.
금속 분말로서는, 예를 들면, 아연 분말, 철 분말 또는 망간 분말이 사용될 수 있다.As the metal powder, for example, zinc powder, iron powder or manganese powder can be used.
금속의 산화물을 원료로 사용하는 경우에는 산소가, 금속의 탄산염을 사용하는 경우에는 탄산가스가 발생하게 된다. 반응 중 발생되는 가스는 반응 용액의 온도를 끓는점 이상으로 유지시킴으로써 용액에 녹지 않고 대기 중으로 확산되도록하여, 순수한 금속 킬레이트를 얻을 수 있도록 한다.Oxygen is generated when metal oxide is used as a raw material, and carbon dioxide gas is generated when metal carbonate is used. The gas generated during the reaction keeps the temperature of the reaction solution above the boiling point so that it does not dissolve in the solution but diffuses into the atmosphere, thereby obtaining pure metal chelates.
금속 산화물의 예로서, 산화제1철, 산화제2철, 산화 제1구리, 산화 제2구리, 산화 아연, 산화 크롬(CrO3), 몰리브덴산(MoO3)을 들 수 있고, 금속 탄산염의 예로서는, 탄산 제1철, 탄산 구리(CuCO3Cu(OH)2H2O), 탄산 아연, 탄산 망간, 탄산 코발트[xCoCO3·yCo(OH)2·zH2O, x=2, y=3, z=1]를 들 수 있다.Examples of the metal oxides include ferrous oxide, ferric oxide, cuprous oxide, cupric oxide, zinc oxide, chromium oxide (CrO 3 ), and molybdate (MoO 3 ). Examples of metal carbonates include Ferrous carbonate, copper carbonate (CuCO 3 Cu (OH) 2 H 2 O), zinc carbonate, manganese carbonate, cobalt [xCoCO 3 · yCo (OH) 2 · zH 2 O, x = 2, y = 3, z = 1 ] Can be mentioned.
수산화물을 원료로 사용하는 경우에는 물이 생성되는데, 금속이 동/식물성 단백질 가수분해 물질 즉 저분자량 펩타이드와각종 아미노산 혼합물질, 또한 단독의 순수 아미노산과 반응한 후에 다른 부산물이 발생되지 않는 방법이다. 바람직하게게 사용되는 수산화물은 수산화 코발트[Co(OH)3]이다.When hydroxide is used as a raw material, water is generated, which is a method in which metals are reacted with animal / vegetable protein hydrolysates, ie, low molecular weight peptides and various amino acid mixtures, and pure amino acids alone. Preferably the hydroxide used is cobalt hydroxide [Co (OH) 3 ].
저분자 키토산의 아민기가 금속과 모두 결합하여 고리형 구조(ring structure)를 이루는 킬레이트 결합을 형성하여, 무기 화합물의 일반적인 이온 결합보다 강력한 결합을 형성하게 되므로, 생체 내의 세포 속에서 이용되기전까지 이온화나 분해가 발생되지 않는 높은 안정성의 금속 킬레이트 물질이 만들어진다.The amine groups of the low molecular weight chitosan combine with all the metals to form chelating bonds that form a ring structure, forming stronger bonds than the general ionic bonds of inorganic compounds. A highly stable metal chelate material is made that does not occur.
본 발명에 사용된 저분자 키토산은 탈아세틸화도 85% 이상이고 분자량이 10,000내지 100,000인 것를 유기산에 용해시켜 사용한다. 특히 탈아세틸화도가 90%이상, 분자량이 30,000 내지 70,000인 것을 사용하면 더욱 좋다.The low molecular chitosan used in the present invention is used by dissolving in an organic acid a deacetylation degree of 85% or more and a molecular weight of 10,000 to 100,000. In particular, a deacetylation degree of 90% or more and a molecular weight of 30,000 to 70,000 are more preferable.
한편, 본 발명에서 사용한 유기산은 초산, 젓산, 글루콘산, 아스코브산, 아미노산, 시트릭산 등이고 이중 초산, 젓산, 아스코브산이 가장 적당하다. 유기산의 농도는 저분자 키토산의 중량에 대하여 30중량% 내지는 300중량%까지 사용할 수 있고 이중 저분자 키토산의 중량에 대하여 50중량% 내지 같은 량을 사용하는 것이 바람직하다.On the other hand, the organic acids used in the present invention are acetic acid, lactic acid, gluconic acid, ascorbic acid, amino acids, citric acid and the like, of which acetic acid, lactic acid and ascorbic acid are most suitable. The concentration of the organic acid may be used in an amount of 30% by weight to 300% by weight based on the weight of the low molecular chitosan, and preferably 50% by weight to the same amount based on the weight of the low molecular chitosan.
본 발명을 이하의 실시예를 들어 더욱 상세히 설명한다.The present invention will be described in more detail with reference to the following examples.
실시예 1Example 1
저분자 키토산(Mn 50,000, DA 93%) 161 g을 2리터 들이 둥근바닥 플라스크에 넣고, 탈이온수 1.5 리터와 염산 0.1리터를 가하여 질소를 통과시키면서 30rpm으로 교반하며 온도를 70℃까지 올린다. 아연 금속분말 30 g을 서서히 가하여 수소 기체가 더 발생하지 않을 때까지반응시키고, pH가 중성이 될때까지 10% 가성소다 용액을 가하여 1시간 더 반응시킨다. 반응물을 여과한 후 감압건조 장치에서 건조시킨다.161 g of low molecular weight chitosan (Mn 50,000, DA 93%) is placed in a 2 liter round bottom flask, 1.5 liters of deionized water and 0.1 liter of hydrochloric acid are added and stirred at 30 rpm while passing through nitrogen and the temperature is raised to 70 ° C. 30 g of zinc metal powder is slowly added to react until no more hydrogen gas is generated, and 10% caustic soda solution is added for 1 hour until the pH becomes neutral. The reaction is filtered and dried in a vacuum drying apparatus.
실시예 2Example 2
저분자 키토산(Mn 50,000, DA 93%) 161 g을 2리터 들이 둥근바닥 플라스크에 넣고, 탈이온수 1.5 리터와 염산 0.1리터를 가하여 질소를 통과시키면서 30rpm으로 교반하며 온도를 70℃까지 올린다. 산화아연 38 g을 서서히 가하여 수소 기체가 더 발생하지 않을 때까지반응시키고, pH가 중성이 될때까지 10% 가성소다 용액을 가하여 1시간 더 반응시킨다. 반응물을 여과한 후 감압건조 장치에서 건조시킨다.161 g of low molecular weight chitosan (Mn 50,000, DA 93%) is placed in a 2 liter round bottom flask, 1.5 liters of deionized water and 0.1 liter of hydrochloric acid are added and stirred at 30 rpm while passing through nitrogen and the temperature is raised to 70 ° C. 38 g of zinc oxide is slowly added to react until no more hydrogen gas is generated, and 10% caustic soda solution is added for 1 hour until the pH becomes neutral. The reaction is filtered and dried in a vacuum drying apparatus.
실시예 3Example 3
저분자 키토산(Mn 50,000, DA 93%) 161 g을 2리터 들이 둥근바닥 플라스크에 넣고, 탈이온수 1.5 리터와 염산 0.1리터를 가하여 질소를 통과시키면서 30rpm으로 교반하며 온도를 70℃까지 올린다. 염화구리(CuCl2) 68 g을 서서히 가하여 용해시키고, pH가 중성이 될때까지 10% 가성소다 용액을 가하여 1시간 더 반응시킨다. 반응물을 여과한 후 감압건조 장치에서 건조시킨다.161 g of low molecular weight chitosan (Mn 50,000, DA 93%) is placed in a 2 liter round bottom flask, 1.5 liters of deionized water and 0.1 liter of hydrochloric acid are added and stirred at 30 rpm while passing through nitrogen and the temperature is raised to 70 ° C. 68 g of copper chloride (CuCl 2 ) is slowly added to dissolve, and 10% caustic soda solution is added for 1 hour until the pH becomes neutral. The reaction is filtered and dried in a vacuum drying apparatus.
실시예 4Example 4
저분자 키토산(Mn 50,000, DA 93%) 161 g을 2리터 들이 둥근바닥 플라스크에 넣고, 탈이온수 1.5 리터와 염산 0.1리터를 가하여 질소를 통과시키면서 30rpm으로 교반하며 온도를 70℃까지 올린다. 산화제1구리 39 g을 서서히 가하여 반응시키고 pH가 중성이 될때까지 10% 가성소다 용액을 가하여 1시간 더 반응시킨다. 반응물을 여과한 후 감압건조 장치에서 건조시킨다.161 g of low molecular weight chitosan (Mn 50,000, DA 93%) is placed in a 2 liter round bottom flask, 1.5 liters of deionized water and 0.1 liter of hydrochloric acid are added and stirred at 30 rpm while passing through nitrogen and the temperature is raised to 70 ° C. 39 g of cuprous oxide was added slowly to react, and 10% caustic soda solution was added for 1 hour until the pH became neutral. The reaction is filtered and dried in a vacuum drying apparatus.
실시예 5Example 5
저분자 키토산(Mn 50,000, DA 93%) 161 g을 2리터 들이 둥근바닥 플라스크에 넣고, 탈이온수 1.5 리터와 염산 0.1리터를 가하여 질소를 통과시키면서 30rpm으로 교반하며 온도를 70℃까지 올린다. 무수크롬산(CrO) 33 g을 서서히 가하여 반응시키고 pH가 중성이 될때까지 10% 가성소다 용액을 가하여 1시간 더 반응시킨다. 반응물을 여과한 후 감압건조 장치에서 건조시킨다.161 g of low molecular weight chitosan (Mn 50,000, DA 93%) is placed in a 2 liter round bottom flask, 1.5 liters of deionized water and 0.1 liter of hydrochloric acid are added and stirred at 30 rpm while passing through nitrogen and the temperature is raised to 70 ° C. 33 g of chromic anhydride (CrO) is added slowly to react, and 10% caustic soda solution is added for 1 hour until the pH becomes neutral. The reaction is filtered and dried in a vacuum drying apparatus.
본 발명은 저분자 키토산이 금속과 모두 결합하여 고리형구조(ring structure)를 이루는 킬레이트 결합을 형성하여, 무기 화합물의 일반적인 이온 결합보다 강력한 결합을 형성하게 되므로, 생체 내의 세포 속에서 이용되기 전까지 이온화나 분해가 발생되지 않는 높은 안정성의 금속 킬레이트 물질이만들어진다. 따라서, 본 발명에 따른 저분자 키토산 킬레이트을 사료 첨가물로 가축에 투여하는 경우, 종래의 무기태 금속물질이 생체 내의 장기에서 이온화되어 독성을 나타내거나, 생체이용 효율이 떨어지거나, 흡수되지 않은 물질들이 그대로밖으로 배출되어 환경을 오염시키는 등의 문제점을 보완할 수 있다. 또한 사육한 가축의 콜레스테롤 함량을 낮출 수 있을 뿐 만아니라 면역 기능의 향상에 따른 질병의 예방이나 그에 따른 유우(乳牛)에 있어서의 우유 중의 체세포수의 저하를 예상할 수 있다.The present invention forms a chelate bond that forms a ring structure by combining all of the low-molecular chitosan with the metal, thereby forming a stronger bond than the general ionic bond of the inorganic compound. Highly stable metal chelate materials are produced that do not cause decomposition. Therefore, when the low molecular weight chitosan chelate according to the present invention is administered to a livestock as a feed additive, conventional inorganic metal materials are ionized in organs in vivo to show toxicity, deteriorate bioavailability, or absorb non-absorbed substances. It can solve the problems such as polluting the environment. In addition, the cholesterol content of the livestock can be lowered, as well as the prevention of diseases caused by the improvement of immune function, and the lowering of the somatic cell count in the milk in the cow can be expected.
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Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
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| WO2005080490A1 (en) * | 2004-02-23 | 2005-09-01 | Caiteng Zhang | A solution of metal-polymer chelate(s) and applications thereof |
| AU2005215846B2 (en) * | 2004-02-23 | 2011-01-27 | Caiteng Zhang | A solution of metal-polymer chelate(s) and applications thereof |
| KR20190041751A (en) * | 2017-10-13 | 2019-04-23 | 주식회사 소프트아쿠아 | Composition of supplementary feed comprising chitosan-mineral complex and preparing method thereof |
| KR20190047931A (en) * | 2017-10-30 | 2019-05-09 | 주식회사 소프트아쿠아 | A composition comprising activated minerals for enhancing immunity of poultry |
| CN118160838A (en) * | 2024-04-24 | 2024-06-11 | 潍坊海纳生物科技有限公司 | Feed additive and feed containing same |
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