C8754

Thiamine pyrophosphate

≥95%, powder

• Synonym(s): Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride
• Empirical Formula (Hill Notation): C₁₂H₁₉ClN₄O₇P₂S
• CAS Number: 154-87-0
• Molecular Weight: 460.77
• Beilstein/REAXYS Number: 3875902
• EC Number: 205-836-1
• MDL number: MFCD00038740
• UNSPSC Code: 12352204
• PubChem Substance ID: 24893100
• NACRES: NA.54

Properties

• Product Name: Thiamine pyrophosphate, ≥95%
• 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 from Sigma has been used as a substrate to assay the enzymes in golgi lamellae isolated from rat tissue.[1]

Thiamine pyrophosphate has been used:

• for the preparation of chitosan nano-particles[2]
• as a standard for vitamin B1 and its derivative in high-performance
• liquid chromatography (HPLC) analysis[3]
• immunofluorescence[4]

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′.[5]

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H317
• pcodes: P261 - P272 - P280 - P302 + P352 - P333 + P313 - P362 + P364
• Hazard Classifications: Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 1
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)