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About This Item
Empirical Formula (Hill Notation):
C12H18ClN4O4PS · 2H2O
CAS Number:
Molecular Weight:
416.82
Beilstein/REAXYS Number:
3844977
EC Number:
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.79
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
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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.
signalword
Warning
hcodes
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)
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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
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
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
New Research and Developments of Water-Soluble Vitamins (2018)
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