Key Documents

View All Documentation

C8754

Thiamine pyrophosphate

Name: Thiamine pyrophosphate
Brand: SIGMA

≥95%, powder

Synonym(s):

Aneurinepyrophosphoric acid, Cocarboxylase, Thiamine pyrophosphate chloride

Select a Size

Change View

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

Technical Service

Need help? Our team of experienced scientists is here for you.

Let Us Assist

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

Looking for similar products? Visit Product Comparison Guide

Related Categories

Phosphates

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′.

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

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)

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)

Analysis of Chlamydomonas thiamin metabolism in vivo reveals riboswitch plasticity.

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

View All Related Papers

Articles

Thiamine in Cell Culture

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

Global Trade Item Number

SKU	GTIN
C8754-1G	04061835483297
C8754-25G	04061833522721
C8754-100G	04061832700342
C8754-5G	04061835556298

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

Contact Technical Service