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Merck
CN

T8637

Thiamine monophosphate chloride dihydrate

Synonym(s):

Aneurine monophosphate chloride

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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

Key Documents

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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

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6993
BCCJ4534
BCCF7406
BCCB3210
BCBS9913

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New Research and Developments of Water-Soluble Vitamins (2018)
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
Structural studies of thiamin monophosphate kinase in complex with substrates and products
McCulloch KM, et al.
Biochemistry, 47(12), 3810-3821 (2008)
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)
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