Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

T8637

Sigma-Aldrich

Thiamine monophosphate chloride dihydrate

Synonym(s):

Aneurine monophosphate chloride

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C12H18ClN4O4PS · 2H2O
CAS Number:
273724-21-3
Molecular Weight:
416.82
Beilstein:
3844977
EC Number:
208-536-9
MDL number:
MFCD00063473
UNSPSC Code:
12352107
PubChem Substance ID:
24900546
NACRES:
NA.79

biological source

synthetic

Quality Level

200

Assay

≥99.0% (HPLC)

form

powder

technique(s)

HPLC: suitable

color

white to off-white

mp

190 °C

storage temp.

2-8°C

SMILES string

[Cl-].Cc1ncc(C[n+]2csc(CCOP(O)(O)=O)c2C)c(N)n1

InChI

1S/C12H17N4O4PS.ClH/c1-8-11(3-4-20-21(17,18)19)22-7-16(8)6-10-5-14-9(2)15-12(10)13;/h5,7H,3-4,6H2,1-2H3,(H3-,13,14,15,17,18,19);1H

InChI key

GUGWNSHJDUEHNJ-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Thiamine monophosphate chloride dihydrate has been used as a standard in high-performance liquid chromatography (HPLC) to quantify thiamine in plant exudates and to evaluate its purity.

Biochem/physiol Actions

Thiamine monophosphate (TMP) is used as a substrate of thiamine-phosphate kinase (EC 2.7.4.16) and a precursor of thiamine pyrophosphate (TPP). TPP is a coenzyme involved in the catabolism of sugars and amino acids.
Thiamine monophosphate (TMP) is used as a substrate of thiamine-phosphate kinase (EC 2.7.4.16) and a precursor of thiamine pyrophosphate (TPP). TPP is a coenzyme involved in the catabolism of sugars and amino acids. TMP acts as an intermediate in the hydrolysis of thiamine pyrophosphate to thiamine.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H317

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

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

Visit the Document Library

Carsten Wrenger et al.
Biological chemistry, 387(1), 41-51 (2006-02-25)
Vitamin B1 (thiamine) is an essential cofactor for several key enzymes of carbohydrate metabolism. Mammals have to salvage this crucial nutrient from their diet to complement their deficiency of de novo synthesis. In contrast, bacteria, fungi, plants and, as reported
M Héroux et al.
Metabolic brain disease, 11(1), 81-88 (1996-03-01)
There is a growing body of evidence to suggest that thiamine neurochemistry is disrupted in Alzheimer's Disease (AD). Studies in autopsied brain tissue from neuropathologically proven AD patients reveal significantly reduced activities of the thiamine phosphate dephosphorylating enzymes thiamine diphosphatase
M Héroux et al.
Neurochemical research, 20(1), 87-93 (1995-01-01)
Thiamine phosphate esters (thiamine monophosphate-TMP; thiamine diphosphate-TDP and thiamine triphosphate-TTP) were measured as their thiochrome derivatives by High Performance Liquid Chromatography in the brains of pyrithiamine-treated rats at various stages during the development of thiamine deficiency encephalopathy. Severe encephalopathy was
New Research and Developments of Water-Soluble Vitamins (2018)
Structural studies of thiamin monophosphate kinase in complex with substrates and products
McCulloch KM, et al.
Biochemistry, 47(12), 3810-3821 (2008)
View All Related Papers

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