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C8754

Thiamine pyrophosphate

≥95%, powder

Synonym(s):

Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride

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About This Item

Empirical Formula (Hill Notation):
C12H19ClN4O7P2S
CAS Number:
154-87-0
Molecular Weight:
460.77
NACRES:
NA.54
PubChem Substance ID:
24893100
UNSPSC Code:
12352204
EC Number:
205-836-1
MDL number:
MFCD00038740
Beilstein/REAXYS Number:
3875902
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Product Name

Thiamine pyrophosphate, ≥95%

Quality Level

200

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

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

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

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′.

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
SLCM0680
SLCK7251
SLCJ6716
SLCH9794
SLCG9381

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Articles

Thiamine in Cell Culture

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

Immunofluorescence Analysis of Human Endocervical Tissue Explants Infected with Neisseria gonorrhoeae
Wang LC, et al.
Bio-protocol, 8(3) (2018)
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)
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)
View All Related Papers

Global Trade Item Number

SKUGTIN
C8754-1G04061835483297
C8754-100G04061832700342
C8754-25G04061833522721
C8754-5G04061835556298