Pyrroloquinoline quinone
| Pyrroloquinoline quinone | |
|---|---|
| 200px | |
| Identifiers | |
| CAS number | |
| PubChem | |
| MeSH | |
| Properties | |
| Molecular formula | C14H6N2O8 |
| Molar mass | 330.206 g/mol |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references | |
Pyrroloquinoline quinone (PQQ) was discovered by Houge as the third redox cofactor after nicotinamide and flavin in bacteria. [1]. Anthony and Zatman also found the unknown redox cofactor in alcohol dehydrogenase and named Metoxatin [2]. In 1979, Salisbury and colleagues [3] as well as Duine and colleagues [4] extracted this coenzyme from methanol dehydrogenase of methylotroph and identified its molecular structure. Adachi and colleagues identified that PQQ was also found in Acetobacter [5]. These enzymes containing PQQ are called quinoproteins. Glucose dehydrogenase, one of quinoproteins, is used for glucose sensor. Subsequently, PQQ was found to have the growth stimulation effect in bacteria [6]. In addition, antioxidant effect and neuroprotective effect were also found. In 1989, Rucker and colleagues reported that mice deprived of PQQ showed various abnormalities and it was suggested that PQQ might have an important nutritional role also in mammals [7]. In 2003, it was reported that aminoadipic semialdehyde dehydrogenase (AASDH) might also use PQQ as a cofactor, suggesting a possibility that PQQ is a vitamin in mammals [8]. However, there is no direct evidence that AASDH requires PQQ as a cofactor in its enzymatic activity. Rucker and colleagues concluded that insufficient information is available so far to state that PQQ is a vitamin for mammals, although PQQ may be an important biological factor [9].
References
- ↑ 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. PMID 6049934
- ↑ Salisbury SA, Forrest HS, Cruse WB, Kennard O (1979). "A novel coenzyme from bacterial primary alcohol dehydrogenases.". Nature 280 (5725): 843-4. 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. 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. 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
- ↑ Killgore J, Smidt C, Duich L, Romero-Chapman N, Tinker D, Reiser K, Melko M, Hyde D, Rucker RB (1989). "Nutritional importance of pyrroloquinoline quinone.". Science 245 (4920): 850-2. PMID 2549636
- ↑ Kasahara T, Kato T (2003). "Nutritional biochemistry: A new redox-cofactor vitamin for mammals". Nature 422 (6934): 832. PMID 12712191
- ↑ Rucker R, Storms D, Sheets A, Tchaparian E, Fascetti A (2005). "Biochemistry: is pyrroloquinoline quinone a vitamin?". Nature 433 (7025): E10-1; discussion E11-2. PMID 15689994
External links
Vitamins (A11) | |
|---|---|
| Fat soluble | A: Retinol - Beta-carotene - Tretinoin - Alpha-carotene
D: 7-Dehydrocholesterol → Previtamin D3 → Cholecalciferol (D3) → Calcidiol → Calcitriol (active form) → Calcitroic acid; Ergosterol → Ergocalciferol (D2); (analogues: Dihydrotachysterol, Calcipotriol, Tacalcitol) E: Tocopherol - Tocotrienol K: Naphthoquinone - Phylloquinone/K1 - Menatetrenone/K2 |
| Water soluble: B vitamins | B1 (Thiamine, Sulbutiamine, Benfotiamine) - B2 (Riboflavin) - B3 (Niacin, Nicotinamide) - B5 (Pantothenic acid, Dexpanthenol, Pantethine) - B6 (Pyridoxine, Pyridoxal phosphate) - B7 (Biotin) - B9 (Folic acid) - B12 (Cyanocobalamin, Hydroxocobalamin, Methylcobalamin, Cobamamide) |
| Water soluble: other | C (Ascorbic acid) - Choline |
| see also enzyme cofactors | |
Table of Contents In Alphabetical Order | By Individual Diseases | Signs and Symptoms | Physical Examination | Lab Tests | Drugs
Editor Tools Become an Editor | Editors Help Menu | Create a Page | Edit a Page | Upload a Picture or File | Printable version | Permanent link | Maintain Pages | What Pages Link HereThere is no pharmaceutical or device industry support for this site and we need your viewer supported Donations | Editorial Board | Governance | Licensing | Disclaimers | Avoid Plagiarism | Policies
