Adenosine thiamine triphosphate
| Adenosine thiamine triphosphate | |
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3-((4-amino-2-methylpyrimidin-5-yl)methyl)-5-(2-(((((((((2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methoxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)(hydroxy)phosphoryl)oxy)ethyl)-4-methylthiazol-3-ium |
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Other names
P1,P3-(Adenosine-5'-thiamine) triphosphate |
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| Identifiers | |
| CAS number | 30632-11-2 (chloride) |
| PubChem | 15938962 |
| ChemSpider | 13082023 |
| MeSH | adenosine+thiamine+triphosphate |
| Jmol-3D images | Image 1 Image 2 |
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| Properties | |
| Molecular formula | C22H31N9O13P3S |
| Molar mass | 754.52 g mol−1 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
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| Infobox references | |
Adenosine thiamine triphosphate (AThTP), or thiaminylated adenosine triphosphate, is a natural thiamine adenine nucleotide.[1] It was discovered in Escherichia coli where it may account for up to 15 - 20 % of total thiamine under carbon starvation. AThTP exists also, though at much lower levels, in eukaryotic organisms such as yeast, roots of higher plants and animal tissues.
In E. coli AThTP is synthesized from thiamine diphosphate (ThDP) according the following reaction catalyzed by thiamine diphosphate adenylyl transferase:[2]
- ThDP + ATP (ADP) ↔ AThDP + PPi (Pi)
[edit] References
- ^ Bettendorff L, Wirtzfeld B, Makarchikov AF, et al. (2007). "Discovery of a natural thiamine adenine nucleotide". Nat. Chem. Biol. 3 (4): 211–2. doi:10.1038/nchembio867. PMID 17334376.
- ^ Makarchikov AF, Brans A and Bettendorff L (2007). "Thiamine diphosphate adenylyl transferase from E. coli: functional characterization of the enzyme synthesizing adenosine thiamine triphosphate". BMC Biochem. 8: 17. doi:10.1186/1471-2091-8-17. PMC 1976097. PMID 17705845. http://www.biomedcentral.com/1471-2091/8/17.
[edit] External links
- A first for vitamins. Nature 446 (2007) 112[1]
- Jordan F (2007). "Adenosine triphosphate and thiamine cross paths". Nat. Chem. Biol. 3 (4): 202–3. doi:10.1038/nchembio0407-202. PMID 17372602. http://www.nature.com/nchembio/journal/v3/n4/full/nchembio0407-202.html.