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Merck

C8754

Sigma-Aldrich

Thiamine pyrophosphate

≥95%, powder

Sinónimos:

Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride

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About This Item

Fórmula empírica (notación de Hill):
C12H19ClN4O7P2S
Número de CAS:
Peso molecular:
460.77
Beilstein/REAXYS Number:
3875902
EC Number:
MDL number:
UNSPSC Code:
12352204
PubChem Substance ID:
NACRES:
NA.54

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

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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

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

signalword

Warning

hcodes

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)


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Thiamine pyrophosphate, a coenzyme of transketolase
Racker E, et al.
Journal of the American Chemical Society, 75(4), 1010-1011 (1953)
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)
Immunofluorescence Analysis of Human Endocervical Tissue Explants Infected with Neisseria gonorrhoeae
Wang LC, et al.
Bio-protocol, 8(3) (2018)
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
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)

Artículos

Explore thiamine's impact on serum-free cell culture systems for biomanufacturing monoclonal antibodies.

Explore thiamine's impact on serum-free cell culture systems for biomanufacturing monoclonal antibodies.

Explore thiamine's impact on serum-free cell culture systems for biomanufacturing monoclonal antibodies.

Explore thiamine's impact on serum-free cell culture systems for biomanufacturing monoclonal antibodies.

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