Pirolohinolin hinon
Pirolohinolin hinon | |||
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Identifikacija | |||
CAS registarski broj | 72909-34-3 ![]() | ||
PubChem[1][2] | 1024 | ||
ChemSpider[3] | 997 ![]() | ||
KEGG[4] | |||
MeSH | |||
ChEBI | 18315 | ||
Jmol-3D slike | Slika 1 | ||
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Svojstva | |||
Molekulska formula | C14H6N2O8 | ||
Molarna masa | 330.21 g mol−1 | ||
Gustina | 1,963 g/cm3 | ||
Opasnost | |||
Tačka paljenja | 569,8 °C | ||
Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala | |||
Infobox references |
Pirolohinolin hinon (PQQ) je redoks kofaktor kod bakterija .[5][6][7][8] PQQ je prostetička grupa u metanolnoj dehidrogenazi metilotrofa, kao što je bakterijska vrsta Acetobacter.[9]
Enzimi koji sadrže PQQ se nazivaju hinoproteini. Glukozna dehidrogenaza, jedan od hinoproteina, se koristi kao glukozni senzor. Utvrđeno je da PQQ stimuliše rast bakterija.[10] Osim toga, on ima antioksidansno i neuroprotektivno dejstvo.[11]
PQQ biosinteza kod bakterija počinje sa proteinskom biosintezom kojom se formira kratki peptid, PqqA, na ribozomu. Svi atomi u PQQ su izvedeni iz glutaminske kiseline i tirozina u PqqA, koji se povezuju posrestvom radikalnog SAM enzima PqqE.[12]
- ↑ Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today 15 (23-24): 1052-7. DOI:10.1016/j.drudis.2010.10.003. PMID 20970519.
- ↑ Evan E. Bolton, Yanli Wang, Paul A. Thiessen, Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry 4: 217-241. DOI:10.1016/S1574-1400(08)00012-1.
- ↑ Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA. (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform 2 (1): 3. DOI:10.1186/1758-2946-2-3. PMID 20331846.
- ↑ Joanne Wixon, Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast 17 (1): 48–55. DOI:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H.
- ↑ Hauge JG (1964). „Glucose dehydrogenase of bacterium anitratum: an enzyme with a novel prosthetic group”. J Biol Chem 239: 3630–9. PMID 14257587.
- ↑ Anthony C, Zatman LJ (1967). „The microbial oxidation of methanol. The prosthetic group of the alcohol dehydrogenase of Pseudomonas sp. M27: a new oxidoreductase prosthetic group”. Biochem J 104 (3): 960–9. PMC 1271238. PMID 6049934.
- ↑ Salisbury SA, Forrest HS, Cruse WB, Kennard O (1979). „A novel coenzyme from bacterial primary alcohol dehydrogenases”. Nature 280 (5725): 843–4. DOI:10.1038/280843a0. PMID 471057.
- ↑ Westerling J, Frank J, Duine JA (1979). „The prosthetic group of methanol dehydrogenase from Hyphomicrobium X: electron spin resonance evidence for a quinone structure”. Biochem Biophys Res Commun 87 (3): 719–24. DOI:10.1016/0006-291X(79)92018-7. PMID 222269.
- ↑ Ameyama M, Matsushita K, Ohno Y, Shinagawa E, Adachi O (1981). „Existence of a novel prosthetic group, PQQ, in membrane-bound, electron transport chain-linked, primary dehydrogenases of oxidative bacteria”. FEBS Lett 130 (2): 179–83. DOI:10.1016/0014-5793(81)81114-3. PMID 6793395.
- ↑ Ameyama M, Matsushita K, Shinagawa E, Hayashi M, Adachi O (1988). „Pyrroloquinoline quinone: excretion by methylotrophs and growth stimulation for microorganisms”. BioFactors 1 (1): 51–3. PMID 2855583.
- ↑ Rucker R, Chowanadisai W, Nakano M. (2009). „Potential physiological importance of pyrroloquinoline quinone”. Altern Med Rev. 14 (3): 179–83.
- ↑ Puehringer S, Metlitzky M, Schwarzenbacher R (2008). „The pyrroloquinoline quinone biosynthesis pathway revisited: a structural approach.”. BMC Biochem. 9: 8. PMID 18371220.