NO774092L - Spesifikke kromogene enzymsubstrater - Google Patents

Spesifikke kromogene enzymsubstrater

Info

Publication number: NO774092L
Authority: NO; Norway
Prior art keywords: glu; group; naphthyl; hydroxyalkyl; asp
Prior art date: 1976-12-01

Application number

NO774092A

Other languages

English (en)

Norwegian (no)

Inventor

Karl Goeran Claeson

Leif Erik Aurell

Leif Roger Simonsson

Original Assignee

Kabi Ab

Priority date (The priority date 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 date listed.)

1976-12-01

Filing date

1977-11-30

Publication date

1978-06-02

1977-11-30 Application filed by Kabi Ab filed Critical Kabi Ab

1978-06-02 Publication of NO774092L publication Critical patent/NO774092L/no

Links

239000000758 substrate Substances 0.000 title claims description 30
108090000790 Enzymes Proteins 0.000 title claims description 7
102000004190 Enzymes Human genes 0.000 title claims description 7
238000000034 method Methods 0.000 claims description 17
-1 3-naphthyl Chemical group 0.000 claims description 13
238000006243 chemical reaction Methods 0.000 claims description 12
YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 10
NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 10
108090000765 processed proteins & peptides Proteins 0.000 claims description 9
125000000217 alkyl group Chemical group 0.000 claims description 8
125000004103 aminoalkyl group Chemical group 0.000 claims description 8
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 7
125000002768 hydroxyalkyl group Chemical group 0.000 claims description 7
150000002148 esters Chemical class 0.000 claims description 6
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 5
125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims description 5
230000009435 amidation Effects 0.000 claims description 5
238000007112 amidation reaction Methods 0.000 claims description 5
150000001408 amides Chemical class 0.000 claims description 5
125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims description 5
230000032050 esterification Effects 0.000 claims description 5
238000005886 esterification reaction Methods 0.000 claims description 5
125000002252 acyl group Chemical group 0.000 claims description 4
125000000753 cycloalkyl group Chemical group 0.000 claims description 4
125000000623 heterocyclic group Chemical group 0.000 claims description 4
125000004193 piperazinyl group Chemical group 0.000 claims description 4
108010022999 Serine Proteases Proteins 0.000 claims description 3
102000012479 Serine Proteases Human genes 0.000 claims description 3
125000000636 p-nitrophenyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1*)[N+]([O-])=O 0.000 claims description 3
150000001412 amines Chemical class 0.000 claims 1
150000001875 compounds Chemical class 0.000 claims 1
238000003771 laboratory diagnosis Methods 0.000 claims 1
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 45
238000004809 thin layer chromatography Methods 0.000 description 14
229910001868 water Inorganic materials 0.000 description 13
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 11
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 11
239000000243 solution Substances 0.000 description 11
QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 10
150000001413 amino acids Chemical group 0.000 description 9
108010074860 Factor Xa Proteins 0.000 description 8
230000015572 biosynthetic process Effects 0.000 description 7
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
238000003786 synthesis reaction Methods 0.000 description 6
235000001014 amino acid Nutrition 0.000 description 5
229940024606 amino acid Drugs 0.000 description 5
238000004587 chromatography analysis Methods 0.000 description 5
239000012847 fine chemical Substances 0.000 description 5
WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 description 4
108010094028 Prothrombin Proteins 0.000 description 4
102100027378 Prothrombin Human genes 0.000 description 4
239000003593 chromogenic compound Substances 0.000 description 4
JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 4
229940039716 prothrombin Drugs 0.000 description 4
230000035945 sensitivity Effects 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
QOSSAOTZNIDXMA-UHFFFAOYSA-N Dicylcohexylcarbodiimide Chemical compound C1CCCCC1N=C=NC1CCCCC1 QOSSAOTZNIDXMA-UHFFFAOYSA-N 0.000 description 3
229910004373 HOAc Inorganic materials 0.000 description 3
CKLJMWTZIZZHCS-REOHCLBHSA-N L-aspartic acid Chemical compound OC(=O)[C@@H](N)CC(O)=O CKLJMWTZIZZHCS-REOHCLBHSA-N 0.000 description 3
NQTADLQHYWFPDB-UHFFFAOYSA-N N-Hydroxysuccinimide Chemical compound ON1C(=O)CCC1=O NQTADLQHYWFPDB-UHFFFAOYSA-N 0.000 description 3
229920005654 Sephadex Polymers 0.000 description 3
239000012507 Sephadex™ Substances 0.000 description 3
ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
238000010521 absorption reaction Methods 0.000 description 3
239000003480 eluent Substances 0.000 description 3
229940088598 enzyme Drugs 0.000 description 3
NPZTUJOABDZTLV-UHFFFAOYSA-N hydroxybenzotriazole Substances O=C1C=CC=C2NNN=C12 NPZTUJOABDZTLV-UHFFFAOYSA-N 0.000 description 3
102000004196 processed proteins & peptides Human genes 0.000 description 3
ADFXKUOMJKEIND-UHFFFAOYSA-N 1,3-dicyclohexylurea Chemical compound C1CCCCC1NC(=O)NC1CCCCC1 ADFXKUOMJKEIND-UHFFFAOYSA-N 0.000 description 2
HYOUYNIRTMZPLG-UHFFFAOYSA-N 1-hydroxyethyl(dimethyl)azanium;chloride Chemical compound [Cl-].CC(O)[NH+](C)C HYOUYNIRTMZPLG-UHFFFAOYSA-N 0.000 description 2
YEDUAINPPJYDJZ-UHFFFAOYSA-N 2-hydroxybenzothiazole Chemical compound C1=CC=C2SC(O)=NC2=C1 YEDUAINPPJYDJZ-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
108010014173 Factor X Proteins 0.000 description 2
108090000190 Thrombin Proteins 0.000 description 2
125000003277 amino group Chemical group 0.000 description 2
108010031969 benzoyl-Ile-Glu-Gly-Arg-p-nitroanilide Proteins 0.000 description 2
210000004369 blood Anatomy 0.000 description 2
239000008280 blood Substances 0.000 description 2
239000007853 buffer solution Substances 0.000 description 2
238000003776 cleavage reaction Methods 0.000 description 2
125000004494 ethyl ester group Chemical group 0.000 description 2
239000007850 fluorescent dye Substances 0.000 description 2
230000007017 scission Effects 0.000 description 2
239000011877 solvent mixture Substances 0.000 description 2
229960004072 thrombin Drugs 0.000 description 2
ZYECEUZMVSGTMR-LBDWYMBGSA-N (4s)-4-[[(2s,3s)-2-benzamido-3-methylpentanoyl]amino]-5-[[2-[[(2s)-5-(diaminomethylideneamino)-1-(4-nitroanilino)-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-5-oxopentanoic acid Chemical compound N([C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(O)=O)C(=O)NCC(=O)N[C@@H](CCCN=C(N)N)C(=O)NC=1C=CC(=CC=1)[N+]([O-])=O)C(=O)C1=CC=CC=C1 ZYECEUZMVSGTMR-LBDWYMBGSA-N 0.000 description 1
KQJTXYQXRHCWKW-PJSBSAQXSA-N (4s)-4-[[(2s,3s)-2-benzamido-3-methylpentanoyl]amino]-5-[[2-[[(2s)-5-(diaminomethylideneamino)-1-(4-nitroanilino)-1-oxopentan-2-yl]amino]-2-oxoethyl]amino]-5-oxopentanoic acid;hydrochloride Chemical compound Cl.N([C@@H]([C@@H](C)CC)C(=O)N[C@@H](CCC(O)=O)C(=O)NCC(=O)N[C@@H](CCCN=C(N)N)C(=O)NC=1C=CC(=CC=1)[N+]([O-])=O)C(=O)C1=CC=CC=C1 KQJTXYQXRHCWKW-PJSBSAQXSA-N 0.000 description 1
NWUYHJFMYQTDRP-UHFFFAOYSA-N 1,2-bis(ethenyl)benzene;1-ethenyl-2-ethylbenzene;styrene Chemical compound C=CC1=CC=CC=C1.CCC1=CC=CC=C1C=C.C=CC1=CC=CC=C1C=C NWUYHJFMYQTDRP-UHFFFAOYSA-N 0.000 description 1
125000000022 2-aminoethyl group Chemical group [H]C([*])([H])C([H])([H])N([H])[H] 0.000 description 1
FOYWCEUVVIHJKD-UHFFFAOYSA-N 2-methyl-5-(1h-pyrazol-5-yl)pyridine Chemical compound C1=NC(C)=CC=C1C1=CC=NN1 FOYWCEUVVIHJKD-UHFFFAOYSA-N 0.000 description 1
239000004475 Arginine Substances 0.000 description 1
VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
DHMQDGOQFOQNFH-UHFFFAOYSA-N Glycine Natural products NCC(O)=O DHMQDGOQFOQNFH-UHFFFAOYSA-N 0.000 description 1
239000004471 Glycine Substances 0.000 description 1
HTTJABKRGRZYRN-UHFFFAOYSA-N Heparin Chemical compound OC1C(NC(=O)C)C(O)OC(COS(O)(=O)=O)C1OC1C(OS(O)(=O)=O)C(O)C(OC2C(C(OS(O)(=O)=O)C(OC3C(C(O)C(O)C(O3)C(O)=O)OS(O)(=O)=O)C(CO)O2)NS(O)(=O)=O)C(C(O)=O)O1 HTTJABKRGRZYRN-UHFFFAOYSA-N 0.000 description 1
ROHFNLRQFUQHCH-UHFFFAOYSA-N Leucine Natural products CC(C)CC(N)C(O)=O ROHFNLRQFUQHCH-UHFFFAOYSA-N 0.000 description 1
108091005804 Peptidases Proteins 0.000 description 1
102000035195 Peptidases Human genes 0.000 description 1
229920002684 Sepharose Polymers 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
PPWHTZKZQNXVAE-UHFFFAOYSA-N Tetracaine hydrochloride Chemical compound Cl.CCCCNC1=CC=C(C(=O)OCCN(C)C)C=C1 PPWHTZKZQNXVAE-UHFFFAOYSA-N 0.000 description 1
208000007536 Thrombosis Diseases 0.000 description 1
230000004913 activation Effects 0.000 description 1
125000000539 amino acid group Chemical group 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 description 1
125000003118 aryl group Chemical group 0.000 description 1
235000003704 aspartic acid Nutrition 0.000 description 1
OQFSQFPPLPISGP-UHFFFAOYSA-N beta-carboxyaspartic acid Natural products OC(=O)C(N)C(C(O)=O)C(O)=O OQFSQFPPLPISGP-UHFFFAOYSA-N 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
230000015271 coagulation Effects 0.000 description 1
238000005345 coagulation Methods 0.000 description 1
HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
238000010586 diagram Methods 0.000 description 1
ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 1
230000000694 effects Effects 0.000 description 1
230000007071 enzymatic hydrolysis Effects 0.000 description 1
238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
238000006911 enzymatic reaction Methods 0.000 description 1
238000001704 evaporation Methods 0.000 description 1
230000008020 evaporation Effects 0.000 description 1
238000004108 freeze drying Methods 0.000 description 1
238000005227 gel permeation chromatography Methods 0.000 description 1
239000011521 glass Substances 0.000 description 1
235000013922 glutamic acid Nutrition 0.000 description 1
239000004220 glutamic acid Substances 0.000 description 1
125000003630 glycyl group Chemical group [H]N([H])C([H])([H])C(*)=O 0.000 description 1
229960002897 heparin Drugs 0.000 description 1
229920000669 heparin Polymers 0.000 description 1
230000007062 hydrolysis Effects 0.000 description 1
238000006460 hydrolysis reaction Methods 0.000 description 1
239000012535 impurity Substances 0.000 description 1
239000003456 ion exchange resin Substances 0.000 description 1
229920003303 ion-exchange polymer Polymers 0.000 description 1
229960000310 isoleucine Drugs 0.000 description 1
AGPKZVBTJJNPAG-UHFFFAOYSA-N isoleucine Natural products CCC(C)C(N)C(O)=O AGPKZVBTJJNPAG-UHFFFAOYSA-N 0.000 description 1
125000000741 isoleucyl group Chemical group [H]N([H])C(C(C([H])([H])[H])C([H])([H])C([H])([H])[H])C(=O)O* 0.000 description 1
125000001909 leucine group Chemical group [H]N(*)C(C(*)=O)C([H])([H])C(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
XELZGAJCZANUQH-UHFFFAOYSA-N methyl 1-acetylthieno[3,2-c]pyrazole-5-carboxylate Chemical compound CC(=O)N1N=CC2=C1C=C(C(=O)OC)S2 XELZGAJCZANUQH-UHFFFAOYSA-N 0.000 description 1
150000004702 methyl esters Chemical class 0.000 description 1
GRVDJDISBSALJP-UHFFFAOYSA-N methyloxidanyl Chemical group [O]C GRVDJDISBSALJP-UHFFFAOYSA-N 0.000 description 1
239000006225 natural substrate Substances 0.000 description 1
230000007935 neutral effect Effects 0.000 description 1
210000002381 plasma Anatomy 0.000 description 1
XUWVIABDWDTJRZ-UHFFFAOYSA-N propan-2-ylazanide Chemical compound CC(C)[NH-] XUWVIABDWDTJRZ-UHFFFAOYSA-N 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
150000003839 salts Chemical class 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000002904 solvent Substances 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
150000004992 toluidines Chemical class 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/10—Tetrapeptides
- C07K5/1002—Tetrapeptides with the first amino acid being neutral
- C07K5/1005—Tetrapeptides with the first amino acid being neutral and aliphatic
- C07K5/101—Tetrapeptides with the first amino acid being neutral and aliphatic the side chain containing 2 to 4 carbon atoms, e.g. Val, Ile, Leu
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q1/00—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions
- C12Q1/56—Measuring or testing processes involving enzymes, nucleic acids or microorganisms; Compositions therefor; Processes of preparing such compositions involving blood clotting factors, e.g. involving thrombin, thromboplastin, fibrinogen
- C—CHEMISTRY; METALLURGY
- C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
- C12Q—MEASURING OR TESTING PROCESSES INVOLVING ENZYMES, NUCLEIC ACIDS OR MICROORGANISMS; COMPOSITIONS OR TEST PAPERS THEREFOR; PROCESSES OF PREPARING SUCH COMPOSITIONS; CONDITION-RESPONSIVE CONTROL IN MICROBIOLOGICAL OR ENZYMOLOGICAL PROCESSES
- C12Q2337/00—N-linked chromogens for determinations of peptidases and proteinases
- C12Q2337/10—Anilides
- C12Q2337/12—Para-Nitroanilides p-NA
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
- Y10S530/802—Chromogenic or luminescent peptides
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S930/00—Peptide or protein sequence
- Y10S930/01—Peptide or protein sequence
- Y10S930/28—Bound to a nonpeptide drug, nonpeptide label, nonpeptide carrier, or a nonpeptide resin

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Proteomics, Peptides & Aminoacids (AREA)
Biophysics (AREA)
Genetics & Genomics (AREA)
General Health & Medical Sciences (AREA)
Biochemistry (AREA)
Engineering & Computer Science (AREA)
Zoology (AREA)
Wood Science & Technology (AREA)
Molecular Biology (AREA)
Analytical Chemistry (AREA)
Medicinal Chemistry (AREA)
Immunology (AREA)
Biotechnology (AREA)
Neurosurgery (AREA)
Bioinformatics & Cheminformatics (AREA)
Hematology (AREA)
General Engineering & Computer Science (AREA)
Microbiology (AREA)
Physics & Mathematics (AREA)
Peptides Or Proteins (AREA)
Measuring Or Testing Involving Enzymes Or Micro-Organisms (AREA)
Enzymes And Modification Thereof (AREA)
Cosmetics (AREA)
Immobilizing And Processing Of Enzymes And Microorganisms (AREA)
Preparation Of Compounds By Using Micro-Organisms (AREA)

NO774092A 1976-12-01 1977-11-30 Spesifikke kromogene enzymsubstrater NO774092L (no)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
SE7613463A SE437153B (sv)	1976-12-01	1976-12-01	Specifika kromogena enzymsubstrat for serinproteaser

Publications (1)

Publication Number	Publication Date
NO774092L true NO774092L (no)	1978-06-02

Family

ID=20329625

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
NO774092A NO774092L (no)	1976-12-01	1977-11-30	Spesifikke kromogene enzymsubstrater

Country Status (23)

Country	Link
US (2)	US4207232A (fr)
JP (1)	JPS5369693A (fr)
AT (1)	AT358203B (fr)
AU (1)	AU514768B2 (fr)
BE (1)	BE861295A (fr)
CA (1)	CA1098428A (fr)
CH (1)	CH637627A5 (fr)
DD (1)	DD136896A5 (fr)
DE (2)	DE2753653C2 (fr)
DK (1)	DK155333C (fr)
ES (1)	ES464117A1 (fr)
FI (1)	FI773242A (fr)
FR (1)	FR2372798A1 (fr)
GB (1)	GB1565154A (fr)
HU (1)	HU176983B (fr)
IL (1)	IL53187A (fr)
IT (1)	IT1092154B (fr)
NL (1)	NL178600C (fr)
NO (1)	NO774092L (fr)
PL (2)	PL109588B1 (fr)
SE (1)	SE437153B (fr)
SU (1)	SU736889A3 (fr)
ZA (1)	ZA776460B (fr)

Families Citing this family (17)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
SE7801373L (sv) *	1978-02-07	1979-08-08	Kabi Ab	Lett spjelkbara substrat for kvantifiering av proteaser
US4275153A (en) *	1978-08-03	1981-06-23	American Hospital Supply Corporation	Analytical fluorogenic substrates for proteolytic enzymes
US4409140A (en) *	1979-04-23	1983-10-11	Smith Robert E	Substrates and method for determining enzymes
CA1161432A (fr) *	1980-02-12	1984-01-31	Lars G. Svendsen	Derives de tripeptides et application pour le dosage des enzymes
WO1982000641A1 (fr) *	1980-08-25	1982-03-04	Ab Kabivitrum	Substrats de peptides pour la determination de l'activite de proteases
US4406832A (en) *	1981-09-03	1983-09-27	Mallinckrodt, Inc.	Peptide-type substrates useful in the quantitative determination of endotoxin
US4510241A (en) *	1981-09-03	1985-04-09	Mallinckrodt, Inc.	Peptide-type substrates useful in the quantitative determination of endotoxin
US4448715A (en) *	1981-11-02	1984-05-15	University Of Miami	Tagged pyroglu-L-Phe-L-Arg derivatives, substrates and assays for kallikrein
DE3211254A1 (de) *	1982-03-26	1983-09-29	Boehringer Mannheim Gmbh, 6800 Mannheim	Verfahren zum nachweis des vorliegens einer allergie und zum spezifischen nachweis des fuer die allergie verantwortlichen allergens
JPH04501460A (ja)	1988-09-30	1992-03-12	ザユニバーシティオブバーモントアンドステイトアグリカルチュラルカレッジ	触媒活性セリンプロテアーゼに関する免疫検定法
WO1995004281A1 (fr) *	1993-07-27	1995-02-09	THE UNITED STATES GOVERNMENT, represented by THE ADMINISTRATOR OF THE NATIONAL AERONAUTICS AND SPACE ADMINISTRATION	Procede de mesure quantitative des niveaux urokinase et du potentiel metastasique dans des cellules cancereuses
US6297024B1 (en)	1998-10-15	2001-10-02	Cell Activation, Inc.	Methods for assessing complement activation
US6235494B1 (en)	1999-02-08	2001-05-22	The Scripps Research Institute	Substrates for assessing mannan-binding protein-associated serine protease activity and methods using the substrates
EP1615954A2 (fr) *	2003-04-22	2006-01-18	Avanir Pharmaceuticals	Mediateurs du transport inverse du cholesterol pour le traitement de l'hypercholesterolemie
US20050159362A1 (en) *	2003-04-22	2005-07-21	Sircar Jagadish C.	Mediators of reverse cholesterol transport for the treatment of hypercholesterolemia
WO2007059511A2 (fr) *	2005-11-15	2007-05-24	The Children's Hospital Of Philadelphia	Compositions et procedes de modulation de l'hemostase
US9244073B2 (en)	2011-02-25	2016-01-26	Wellstat Diagnostics, Llc	Assays for detecting enzymatic activity

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE2527932C2 (de) *	1974-07-02	1983-04-21	Pentapharm AG, 4052 Basel	Säureadditionssalze von Tripeptidderivaten und deren Verwendung als Substrate zur Bestimmung von Plasmakallikrein
SE407058B (sv) *	1974-12-05	1979-03-12	Kabi Ab	Nya kromogena enzymsubstrat for serinproteaser
CH622286A5 (fr) *	1975-06-23	1981-03-31	Pentapharm Ag
US4061625A (en) *	1975-07-11	1977-12-06	Ab Kabi	Novel chromogenic thrombin substrates
US4137225A (en) *	1975-07-11	1979-01-30	Ab Kabi	Novel chromogenic enzyme substrates

1976
- 1976-12-01 SE SE7613463A patent/SE437153B/xx unknown
1977
- 1977-10-21 IL IL53187A patent/IL53187A/xx unknown
- 1977-10-27 NL NLAANVRAGE7711791,A patent/NL178600C/xx not_active IP Right Cessation
- 1977-10-31 ZA ZA00776460A patent/ZA776460B/xx unknown
- 1977-10-31 FI FI773242A patent/FI773242A/fi not_active Application Discontinuation
- 1977-11-14 IT IT51808/77A patent/IT1092154B/it active
- 1977-11-14 ES ES464117A patent/ES464117A1/es not_active Expired
- 1977-11-16 US US05/852,006 patent/US4207232A/en not_active Expired - Lifetime
- 1977-11-18 AU AU30771/77A patent/AU514768B2/en not_active Expired
- 1977-11-21 GB GB48288/77A patent/GB1565154A/en not_active Expired
- 1977-11-29 PL PL1977202501A patent/PL109588B1/pl unknown
- 1977-11-29 FR FR7735870A patent/FR2372798A1/fr active Granted
- 1977-11-29 DD DD77202299A patent/DD136896A5/xx unknown
- 1977-11-29 BE BE183005A patent/BE861295A/fr not_active IP Right Cessation
- 1977-11-29 CH CH1461877A patent/CH637627A5/de not_active IP Right Cessation
- 1977-11-29 PL PL1977216410A patent/PL110803B1/pl unknown
- 1977-11-30 SU SU772548501A patent/SU736889A3/ru active
- 1977-11-30 CA CA292,077A patent/CA1098428A/fr not_active Expired
- 1977-11-30 NO NO774092A patent/NO774092L/no unknown
- 1977-12-01 DE DE2753653A patent/DE2753653C2/de not_active Expired
- 1977-12-01 DE DE2760116A patent/DE2760116C2/de not_active Expired
- 1977-12-01 HU HU77KA1497A patent/HU176983B/hu unknown
- 1977-12-01 DK DK535377A patent/DK155333C/da not_active IP Right Cessation
- 1977-12-01 AT AT859677A patent/AT358203B/de not_active IP Right Cessation
- 1977-12-01 JP JP14334077A patent/JPS5369693A/ja active Granted
1979
- 1979-10-22 US US06/086,970 patent/US4276375A/en not_active Expired - Lifetime

Also Published As

Publication number	Publication date
DE2760116C2 (de)	1985-09-12
SE7613463L (sv)	1978-06-02
IL53187A (en)	1981-02-27
PL202501A1 (pl)	1978-12-04
FR2372798B1 (fr)	1983-11-10
DD136896A5 (de)	1979-08-01
DK155333C (da)	1989-09-04
FR2372798A1 (fr)	1978-06-30
PL109588B1 (en)	1980-06-30
NL7711791A (nl)	1978-06-05
AU514768B2 (en)	1981-02-26
CH637627A5 (de)	1983-08-15
IT1092154B (it)	1985-07-06
AU3077177A (en)	1979-05-24
DE2753653C2 (de)	1983-07-21
DK535377A (da)	1978-06-02
US4276375A (en)	1981-06-30
ES464117A1 (es)	1978-09-01
SU736889A3 (ru)	1980-05-25
ATA859677A (de)	1980-01-15
BE861295A (fr)	1978-03-16
DK155333B (da)	1989-03-28
US4207232A (en)	1980-06-10
AT358203B (de)	1980-08-25
IL53187A0 (en)	1977-12-30
HU176983B (hu)	1981-06-28
DE2753653A1 (de)	1978-06-08
SE437153B (sv)	1985-02-11
ZA776460B (en)	1978-08-30
PL110803B1 (en)	1980-08-30
JPS5369693A (en)	1978-06-21
CA1098428A (fr)	1981-03-31
JPS578720B2 (fr)	1982-02-17
FI773242A (fi)	1978-06-02
GB1565154A (en)	1980-04-16
NL178600C (nl)	1986-04-16

Publication	Publication Date	Title
NO774092L (no)	1978-06-02	Spesifikke kromogene enzymsubstrater
EP0097630B1 (fr)	1986-10-15	Dérivés de N-alpha-arylsulfonyl-p-guanidino-phénylalanine utiles comme inhibiteur de la thrombine
NO135245B (fr)	1976-11-29
US4070245A (en)	1978-01-24	Substrate for the quantitative determination of proteolytic enzymes
NO135362B (fr)	1976-12-20
US4508644A (en)	1985-04-02	Chromogenic compounds, a process for their preparation and their use
US4457866A (en)	1984-07-03	Chromogenic compounds and their use as enzyme substrates
US5035999A (en)	1991-07-30	Aminoluciferin derivatives, processes for the production thereof and their application in the determination of enzyme activities
JPS63173600A (ja)	1988-07-18	プロテア−ゼの定量方法およびそれに使用する試薬
US4190574A (en)	1980-02-26	Substrate for the quantitative determination of plasminogen activators
US4167449A (en)	1979-09-11	Composition and method for determining transferase and protease activity
US4221706A (en)	1980-09-09	Chromogenic substrates
Pierzchala et al.	1979	A new fluorogenic substrate for plasmin
US4388233A (en)	1983-06-14	Synthetic substrates for enzyme analysis
US4217269A (en)	1980-08-12	Dipeptide chromogenic substrates
US4568636A (en)	1986-02-04	Tripeptide derivatives
JPS585674B2 (ja)	1983-02-01	アルファヒドロオキシジペプチド受媒質類
CHEN et al.	1988	Mixed carboxylic‐carbonic acid anhydrides of acylamino acids and peptides as a convenient source of 2, 4‐dialkyl‐5 (4H)‐oxazolones
GB2140423A (en)	1984-11-28	A method capable of determining cathopsin B in the presence of other proteolytic enzymes and compounds useful therefor
US6121239A (en)	2000-09-19	Peptide substrates for the identification of factor Xa
DK171845B1 (da)	1997-06-30	Tripeptidderivater og fremgangsmåde til fremstilling af samme samt fremgangsmåde til bestemmelse af serinproteaser eller komponenter, der kan samvirke med serinproteaser
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CN111269206A (zh)	2020-06-12	一种精氨酸衍生物Bz-Arg-AMC的合成方法及应用
JP2660864B2 (ja)	1997-10-08	アミノアセトフェノン誘導体及びそれを用いた酵素活性測定法
US5362851A (en)	1994-11-08	Peptide substrates, method of preparation and use in the determination of protein C