CAS 59733-97-0

Thiamine thiazolone pyrophosphate

Description:

Thiamine thiazolone pyrophosphate, also known as thiamine pyrophosphate (TPP) or thiamine diphosphate, is a coenzyme derived from vitamin B1 (thiamine). It plays a crucial role in carbohydrate metabolism and is essential for the decarboxylation of alpha-keto acids, facilitating energy production in cellular respiration. The compound is characterized by its pyrophosphate group, which is vital for its enzymatic activity, allowing it to participate in various biochemical reactions, particularly in the conversion of pyruvate to acetyl-CoA and in the pentose phosphate pathway. TPP is typically a colorless to pale yellow crystalline substance that is soluble in water. Its stability can be affected by factors such as pH and temperature, making it sensitive to hydrolysis. As a cofactor, thiamine thiazolone pyrophosphate is integral to the function of several key enzymes, including transketolase and pyruvate dehydrogenase, highlighting its importance in metabolic processes and overall cellular function. Deficiency in thiamine can lead to serious health issues, including neurological disorders and metabolic dysfunctions.

Formula: C₁₂H₁₈N₄O₈P₂S

InChI: InChI=1/C12H18N4O8P2S/c1-7-10(3-4-23-26(21,22)24-25(18,19)20)27-12(17)16(7)6-9-5-14-8(2)15-11(9)13/h5H,3-4,6H2,1-2H3,(H,21,22)(H2,13,14,15)(H2,18,19,20)

SMILES: Cc1c(CCOP(=O)(O)OP(=O)(O)O)sc(=O)n1Cc1cnc(C)[nH]c1=N

Synonyms:

• 2-[3-[(4-Amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-2-oxo-1,3-thiazol-5-yl]ethyl phosphono hydrogen phosphate
• 2-{3-[(4-Amino-2-Methylpyrimidin-5-Yl)Methyl]-4-Methyl-2-Oxo-2,3-Dihydro-1,3-Thiazol-5-Yl}Ethyl Trihydrogen Diphosphate
• ThiaMin Thiazolone Diphosphate
• Diphosphoric Acid P-[2-[3-[(4-aMino-2-Methyl-5-pyriMidinyl)Methyl]-
• thiamine thiazolone pyrophosphate
• 2,3-dihydro-4-Methyl-2-oxo-5-thiazolyl]ethyl] Ester
• Oxo ThiaMine O-Diphosphate
• Diphosphoric Acid Mono[2-[3-[(4-aMino-2-Methyl-5-pyriMidinyl)Methyl]-2,3-dihydro-4-Methyl-2-oxo-5-thiazolyl]ethyl] Ester
• ThiaMin Thiazolone Pyrophosphate

Oxo Thiamine O-Diphosphate

Controlled Product

CAS: 59733-97-0

Applications Oxo Thiamine O-Diphosphate is a thiamine analogs as inhibitors of enzyme transketolase.
References Gutowski, J., et al.: J. Biol. Chem., 251, 2863 (1976), Boros, L., et al.: Cancer Res., 58, 3188 (1998), Cascante, M., et al.: Nutr. Cancer, 36, 150 (2000);

Formula: C₁₂H₁₈N₄O₈P₂S

Color and Shape: Neat

Molecular weight: 440.306

Ref: TR-O864215

Oxo Thiamine O-Diphosphate Ammonium Salt

Controlled Product

CAS: 59733-97-0

Formula: C₁₂H₁₈N₄O₈P₂S·x(NH₃)

Color and Shape: Neat

Molecular weight: 440.31 + x(17.03)

Ref: TR-O864220