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C8754

Sigma-Aldrich

Thiamine pyrophosphate

≥95%

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Synonym(s):
Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride
Empirical Formula (Hill Notation):
C12H19ClN4O7P2S
CAS Number:
Molecular Weight:
460.77
Beilstein/REAXYS Number:
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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This Item
7150171515U4125
Thiamine pyrophosphate ≥95%

C8754

Thiamine pyrophosphate

-
Sodium pyrophosphate dibasic BioUltra, ≥99.0% (T)

71501

Sodium pyrophosphate dibasic

Premium Grade
Sodium pyrophosphate tetrabasic decahydrate BioUltra, ≥99.5% (T)

71515

Sodium pyrophosphate tetrabasic decahydrate

Premium Grade
solubility

H2O: soluble 50 mg/mL, clear to very slightly hazy, colorless

solubility

H2O: 0.1 M at 20 °C, clear, colorless

solubility

H2O: 0.1 M at 20 °C, clear, colorless

solubility

H2O: soluble 100 mg/mL, clear, colorless to very faintly yellow

form

powder

form

powder

form

crystals

form

-

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

−20°C

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)


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Customers Also Viewed

Immunofluorescence Analysis of Human Endocervical Tissue Explants Infected with Neisseria gonorrhoeae
Wang LC, et al.
Bio-protocol, 8(3) (2018)
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)
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)
Sanshu Li et al.
Nucleic acids research, 41(5), 3022-3031 (2013-02-05)
Thiamin pyrophosphate (TPP) riboswitches are found in organisms from all three domains of life. Examples in bacteria commonly repress gene expression by terminating transcription or by blocking ribosome binding, whereas most eukaryotic TPP riboswitches are predicted to regulate gene expression

Articles

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

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