Thiamine pyrophosphate
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| Thiamine pyrophosphate | |
|---|---|
| IUPAC name | 2-[3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium-5-yl]ethyl phosphono hydrogen phosphate |
| Other names | Thiamine diphosphate |
| Identifiers | |
| CAS number | |
| PubChem | |
| MeSH | |
| SMILES | [n+]1(c(c(CCO[P@@](OP(O)(O)=O)(O)=O)sc1)C)Cc1c(nc(C)nc1)N.[ClH-] |
| Properties | |
| Molecular formula | C12H19N4O7P2S+ |
| Molar mass | 425.316 |
| Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) Infobox disclaimer and references |
|
Thiamine pyrophosphate (TPP) or thiamine diphosphate (ThDP) is a thiamine derivative which is cleaved by thiamine pyrophosphatase. Thiamine phyrophosphate is the active form of thiamine (vitamin B1).[1]
ThDP is a prosthetic group in many enzymes, such as:
- Pyruvate dehydrogenase complex
- Alpha-ketoglutarate dehydrogenase complex
- Branched-chain amino acid dehydrogenase complex
- 2-hydroxyphytanoyl-CoA lyase
- Transketolase
| Major families of biochemicals | ||
| Peptides | Amino acids | Nucleic acids | Carbohydrates | Nucleotide sugars | Lipids | Terpenes | Carotenoids | Tetrapyrroles | Enzyme cofactors | Steroids | Flavonoids | Alkaloids | Polyketides | Glycosides | ||
| Analogues of nucleic acids: | Types of enzyme cofactors | Analogues of nucleic acids: |
| Coenzymes | NAD+ | NADP+ | Coenzyme A | Tetrahydrofolic acid | Menaquinone | Ascorbic acid | Coenzyme F420 | Adenosine triphosphate | S-Adenosyl methionine | 3'-Phosphoadenosine-5'-phosphosulfate | Coenzyme Q | Tetrahydrobiopterin | Cytidine triphosphate | Glutathione | Coenzyme M | Coenzyme B | Methanofuran | Tetrahydromethanopterin | |
|---|---|---|
| Prosthetic groups | ||
| Organic groups: | Flavin mononucleotide | Flavin adenine dinucleotide | Pyrroloquinoline quinone | Pyridoxal phosphate | Biotin | Methylcobalamin | Cobamamide | Thiamine pyrophosphate | Heme | Molybdopterin | Lipoic acid | |
| Metals: | Calcium | Copper | Iron | Magnesium | Manganese | Nickel | Zinc | |