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:
Molecular Weight:
416.82
UNSPSC Code:
12352107
NACRES:
NA.79
PubChem Substance ID:
EC Number:
208-536-9
Beilstein/REAXYS Number:
3844977
MDL number:
biological source
synthetic
Quality Level
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
Related Categories
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. TMP acts as an intermediate in the hydrolysis of thiamine pyrophosphate to thiamine.
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.
signalword
Warning
hcodes
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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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)
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
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
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