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Key Documents

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T8637

Sigma-Aldrich

Thiamine monophosphate chloride dihydrate

Sinónimos:

Aneurine monophosphate chloride

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About This Item

Fórmula empírica (notación de Hill):
C12H18ClN4O4PS · 2H2O
Número de CAS:
273724-21-3
Peso molecular:
416.82
Beilstein/REAXYS Number:
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

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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

signalword

Warning

hcodes

H317

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)

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Aminoff's Neurology and General Medicine, 47(12) (2014)
Purity of standard solutions of thiamine and its phosphate esters for HPLC analysis
Ihara H, et al.
Journal of Analytical Bio-Science, 25(3) (2002)
Structural studies of thiamin monophosphate kinase in complex with substrates and products
McCulloch KM, et al.
Biochemistry, 47(12), 3810-3821 (2008)
Maria Rapala-Kozik et al.
Plant physiology and biochemistry : PPB, 47(4), 237-242 (2009-01-27)
The pool of thiamine diphosphate (TDP), available for TDP-dependent enzymes involved in the major carbohydrate metabolic pathways, is controlled by two enzyme systems that act in the opposite directions. The thiamine pyrophosphokinase (TPK) activates thiamine into TDP and the numerous
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
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