Pyrroloquinoline quinone - Wikipedia Personal tools Not logged in Talk Contributions Create account Log in Pyrroloquinoline quinone From Wikipedia,Main page the free encyclopedia Contents PyrroloquinolineFeatured content quinoneNamespaces (PQQ), also called methoxatin, Views is a redoxCurrent cofactor events . It is found in soil and foods such as Pyrroloquinoline quinone [1] kiwifruitRandom, as well article as human Articlebreast milk. Enzymes containing Read PQQ areDonate called to quinoproteins.Talk Glucose dehydrogenase, one of Edit the quinoproteins,Wikipedia is used as a glucose sensor. PQQ stimulates View history growth Wikipediain bacteria. store [2] ContentsInteraction Variants Help More About Wikipedia [hide] Community Search 1 Historyportal 2 BiosynthesisRecent changes Identifiers 3 ControversyContact page regarding role as vitamin Search Wikipedia 4 See also CAS Number 72909-34-3 5 ToolsReferences 3D model (JSmol) Interactive image What links here ChEBI CHEBI:18315 [edit] HistoryRelated changes ChemSpider 997 Upload file KEGG C00113 It was discoveredSpecial pages by J.G. Hauge as the third redox cofactor after nicotinamidePermanent link and flavin in bacteria (although he MeSH PQQ+Cofactor [3] hypothesisedPage information that it was naphthoquinone). Anthony and PubChem CID 1024 ZatmanWikidata also found item the unknown redox cofactor in alcohol [4] UNII 47819QGH5L dehydrogenaseCite this page. In 1979, Salisbury and colleagues as well as Duine and colleagues[5] extracted this prosthetic group CompTox DTXSID3041162 Dashboard (EPA) fromPrint/export methanol dehydrogenase of methylotrophs and identified [show] its molecularCreate a structure. book Adachi and colleagues discovered that InChI PQQ was also found in Acetobacter.[6] Download as SMILES [show] PDF Properties BiosynthesisPrintable version [edit] Chemical formula C14H6N2O8 Languages A novel aspect of PQQ is its biosynthesis in bacteria from a Molar mass 330.208 g·mol−1 Deutsch [7] ribosomally translated precursor peptide, PqqA . A glutamic Density 1.963 g/cm3 acid andEspañol a tyrosine in PqqA are cross-linked by the radical SAM enzymeFrançais PqqE in the first step of PqqA modification. Hazards Efforts 日本語to understand PQQ biosynthesis have contributed to Flash point 569.8 °C (1,057.6 °F; broad interestРусский in radical SAM enzymes and their ability to 842.9 K) modify Српскиproteins, / srpski and an analogous radical SAM enzyme- dependent pathway has since been found that produces the Except where otherwise noted, data are given Srpskohrvatski / for materials in their standard state (at 25 °C putativeсрпскохрватски electron carrier mycofactocin, using a valine and a [77 °F], 100 kPa). tyrosine中 from文 the precursor peptide MftA[8]. https://en.wikipedia.org/wiki/Pyrroloquinoline_quinone[12/28/2019 8:25:38 AM] Pyrroloquinoline quinone - Wikipedia Edit links verify (what is ?) Controversy regarding role as Infobox references vitamin [edit] The scientific journal Nature published the 2003 paper by Kasahara and Kato that essentially stated that PQQ was a new vitamin and in 2005, an article by Anthony and Fenton that stated that the 2003 Kasahara and Kato paper drew incorrect and unsubstantiated conclusions.[9] An article in The Proceedings of the National Academy of Sciences in 2018 identified pyrroloquinoline quinone as a “longevity vitamin” not essential for immediate survival, but necessary for long-term health.[10] See also [edit] EC 1.2.1.31 – L-aminoadipate-semialdehyde dehydrogenase[11][12] References [edit] 1. ^ Drain, Kelsey (12 February 2017). "Natural Antioxidant Could Prevent Liver Disease" . msn.com. Retrieved 14 February 2017. 2. ^ 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 . 3. ^ Hauge JG (1964). "Glucose dehydrogenase of bacterium anitratum: an enzyme with a novel prosthetic group". J Biol Chem. 239: 3630–9. PMID 14257587 . 4. ^ 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 . 5. ^ 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 . 6. ^ 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 . 7. ^ Goosen N, Huinen RG, van de Putte P (1992). "A 24-amino-acid polypeptide is essential for the biosynthesis of the coenzyme pyrrolo-quinoline-quinone" . J Bacteriol. 174 (4): 1426–7. doi:10.1128/jb.174.4.1426-1427.1992 . PMC 206443 . PMID 1310505 . 8. ^ Haft DH (2011). "Bioinformatic evidence for a widely distributed, ribosomally produced electron carrier precursor, its maturation proteins, and its nicotinoprotein redox partners" . BMC Genomics. 12: 21. doi:10.1186/1471-2164- 12-21 . PMC 3023750 . PMID 21223593 . 9. ^ Felton LM, Anthony C (2005). "Biochemistry: role of PQQ as a mammalian enzyme cofactor?". Nature. 433 (7025): E10, discussion E11–2. doi:10.1038/nature03322 . PMID 15689995 . 10. ^ Ames, Bruce (15 October 2018). "Prolonging healthy aging: Longevity vitamins and proteins" . 11. ^ "L-aminoadipate-semialdehyde dehydrogenase (Homo sapiens)" . BRENDA. Technische Universität Braunschweig. July 2015. Retrieved 18 July 2015. 12. ^ "Pyrroloquinoline quinone (HMDB13636)" . Human Metabolome Database. University of Alberta. Retrieved 19 July 2015. "Enzymes containing PQQ are called quinoproteins. PQQ and quinoproteins play a role in the redox metabolism and structural integrity of cells and tissues PMID 2558842 . It was reported that aminoadipate semialdehyde dehydrogenase (AASDH) might also use PQQ as a cofactor, suggesting a possibility that PQQ is a vitamin in mammals. PMID 12712191 ." V · T · E · Enzyme cofactors [hide] + + TPP / ThDP (B1) · FMN, FAD (B2) · NAD , NADH, NADP , NADPH (B3) · Coenzyme A (B ) · PLP / P5P (B ) · Biotin (B ) · THFA / H FA, DHFA / H FA, vitamins 5 6 7 4 2 MTHF (B9) · AdoCbl, MeCbl (B12) · Ascorbic acid (C) · Phylloquinone (K1), Menaquinone (K2) · Coenzyme F420 · Active forms https://en.wikipedia.org/wiki/Pyrroloquinoline_quinone[12/28/2019 8:25:38 AM] Pyrroloquinoline quinone - Wikipedia ATP · CTP · SAMe · PAPS · GSH · Coenzyme B · Cofactor F430 · Coenzyme M · non-vitamins Coenzyme Q · Heme / Haem (A, B, C, O) · Lipoic Acid · Methanofuran · Molybdopterin/Molybdenum cofactor · PQQ · THB / BH4 · THMPT / H4MPT · metal ions Ca2+ · Cu2+ · Fe2+, Fe3+ · Mg2+ · Mn2+ · Mo · Ni2+ · Zn2+ · Base forms vitamins: see vitamins · Categories: Pyrroloquinoline quinone enzymes Cofactors Tricarboxylic acids This page was last edited on 11 December 2019, at 16:04 (UTC). Text is available under the Creative Commons Attribution-ShareAlike License; additional terms may apply. By using this site, you agree to the Terms of Use and Privacy Policy. Wikipedia® is a registered trademark of the Wikimedia Foundation, Inc., a non-profit organization. Privacy policy About Wikipedia Disclaimers Contact Wikipedia Developers Statistics Cookie statement Mobile view https://en.wikipedia.org/wiki/Pyrroloquinoline_quinone[12/28/2019 8:25:38 AM].