Merck
All Photos(5)

C8754

Sigma-Aldrich

Thiamine pyrophosphate

≥95%

Synonym(s):
Cocarboxylase, Aneurinepyrophosphoric acid, Thiamine pyrophosphate chloride
Empirical Formula (Hill Notation):
C12H19ClN4O7P2S
CAS Number:
Molecular Weight:
460.77
Beilstein:
3875902
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.54

Quality Level

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

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Application

Thiamine pyrophosphate from Sigma has been used as a substrate to assay the enzymes in golgi lamellae isolated from rat tissue.
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′.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

Enter Lot Number to search for Certificate of Origin (COO).

More Documents

Quotes and Ordering

Nucleosidediphosphatase activity in the Golgi apparatus and its usefulness for cytological studies.
A B NOVIKOFF et al.
Proceedings of the National Academy of Sciences of the United States of America, 47, 802-810 (1961-06-15)
Thiamine pyrophosphate, a coenzyme of transketolase
Racker E, et al.
Journal of the American Chemical Society, 75(4), 1010-1011 (1953)
Enhancement of thiamine release during synthetic mutualism between Chlorella sorokiniana and Azospirillum brasilense growing under stress conditions
Palacios OA, et al.
Journal of Applied Phycology, 28(3), 1521-1531 (2016)
Effects of anti-CD44 monoclonal antibody IM7 carried with chitosan polylactic acid-coated nano-particles on the treatment of ovarian cancer
Yang Y, et al.
Oncology Letters, 13(1), 99-104 (2017)
Michael Moulin et al.
Proceedings of the National Academy of Sciences of the United States of America, 110(36), 14622-14627 (2013-08-21)
Thiamin (vitamin B1) is an essential micronutrient needed as a cofactor for many central metabolic enzymes. Animals must have thiamin in their diet, whereas bacteria, fungi, and plants can biosynthesize it de novo from the condensation of a thiazole and

Articles

Thiamine in Cell Culture

How thiamine and other cell culture components affect the performance of serum-free, protein-free cell culture systems used for biomanufacturing heterologous proteins including monoclonal antibodies. The page introduces the in vitro chemistry and biochemistry of thiamine.

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