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C8754 Sigma-Aldrich

Thiamine pyrophosphate

≥95%

Synonym: Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride

  • CAS Number 154-87-0

  • Empirical Formula (Hill Notation) C12H19ClN4O7P2S

  • Molecular Weight 460.77

  •  Beilstein/REAXYS Number 3875902

  •  EC Number 205-836-1

  •  MDL number MFCD00038740

  •  PubChem Substance ID 24893100

  •  NACRES NA.54

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Properties

Related Categories Biochemicals and Reagents, Cofactors, Enzymes, Inhibitors, and Substrates, Other Cofactors
assay   ≥95%
form   powder
solubility   H2O: soluble 50 mg/mL, clear to very slightly hazy, colorless
storage temp.   −20°C
SMILES string   CC1=C(CCOP(OP(O)(O)=O)(O)=O)SC=[N+]1CC2=C(N)N=C(C)N=C2.[Cl-]
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   YXVCLPJQTZXJLH-UHFFFAOYSA-N

Description

Application

Thiamine pyrophosphate has been used:
• for the preparation of chitosan nano-particles
• as a standard for vitamin B1 and its derivative in high-performance
• liquid chromatography (HPLC) analysis
• immunofluorescence

Packaging

1, 5, 25, 100 g in poly bottle

Biochem/physiol Actions

Thiamine pyrophosphate (TPP) is a coenzyme of transketolase, that catalyzes the cleavage of ribulose-5-phosphate. This reaction leads to the formation of D-glyceraldehyde-3-phosphate. It requires the addition of an acceptor aldehyde such as ribose-5-phosphate, glyceraldehye or glycolaldehyde. TPP is capable of decarboxylating hydroxypyruvate in the presence of an ′acceptor aldehyde′.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

Pyruvate Transformations

Depending on the environmental conditions, e.g. whether oxygen is present or not, pyruvate, a product of glucose metabolism, can undergo different biotransformations as shown in Figure 2. Under reduc...
BioFiles 2007, 2.6, 10.
Keywords: Anaerobic, Biofiles, Catalysis, Environmental, Metabolism

Related Content

Thiamine in Cell Culture

Importance and uses of thiamine in serum-free eukaryotic, including hybridoma and Chinese Hamster Ovary (CHO) cell, cultures
Keywords: Amino Acid Synthesis, Cell culture, Citric Acid Cycle, Culture media, Decarboxylations, Degradations, Metabolism, Nucleophilic additions, Oxidations, Pentose phosphate pathway, Reductions, Vitamins

Peer-Reviewed Papers
15

References

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