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CAS 154-87-0

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Thiamine pyrophosphate

Description:
Thiamine pyrophosphate (TPP), also known as thiamine diphosphate, is the active form of vitamin B1 and plays a crucial role as a coenzyme in carbohydrate metabolism. It is characterized by its pyrophosphate group, which is essential for its function in enzymatic reactions, particularly in the decarboxylation of alpha-keto acids and the hexose monophosphate shunt. TPP is a water-soluble compound, which means it readily dissolves in water, facilitating its biological activity in various metabolic pathways. The substance is typically found in the form of a white crystalline powder and is sensitive to heat and light, which can lead to degradation. Its molecular structure includes a thiazole ring and a pyrimidine ring, contributing to its biochemical properties. TPP is vital for the proper functioning of several enzymes, including pyruvate dehydrogenase and alpha-ketoglutarate dehydrogenase, making it essential for energy production and the synthesis of neurotransmitters. Deficiency in thiamine can lead to serious health issues, such as beriberi and Wernicke-Korsakoff syndrome.
Formula:C12H19N4O7P2S·Cl
InChI:InChI=1S/C12H18N4O7P2S.ClH/c1-8-11(3-4-22-25(20,21)23-24(17,18)19)26-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7H,3-4,6H2,1-2H3,(H4-,13,14,15,17,18,19,20,21);1H
InChI key:InChIKey=YXVCLPJQTZXJLH-UHFFFAOYSA-N
SMILES:C([N+]=1C(C)=C(CCOP(OP(=O)(O)O)(=O)O)SC1)C=2C(N)=NC(C)=NC2.[Cl-]
Synonyms:
  • 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-(4,6,6-trihydroxy-3,5-dioxa-4,6-diphosphahex-1-yl)thiazolium chloride P,P-dioxide
  • B-Neurox
  • Berolase
  • Biosyth
  • Bioxilasi
  • Bivitasi
  • Co-B1
  • Co-B<sub>1</sub>
  • Cocarbina
  • Cocarboxil
  • See more synonyms
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