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Identifiers | |
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3D model (
JSmol)
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ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.007.762 |
MeSH | Thiamine+Monophosphate |
PubChem
CID
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UNII | |
CompTox Dashboard (
EPA)
|
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Properties | |
C12H18N4O4PS+ | |
Molar mass | 345.336 g/mol |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Thiamine monophosphate, also known as ThMP and TMP, is a phosphate ester of thiamine. [1]
It is an intermediate from the hydrolysis of thiamine diphosphate to free thiamine by alkaline phosphatase. [2] [3] [4] The conversion of ThMP to thiamine cannot be facilitated by acid hydrolysis. [5] ThMP is also enzymatically synthesized by thiamine-phosphate pyrophosphorylase, which combines thiazole in its monophosphate form and pyrimidine as a pyrophosphate. [6]
The physiological function of ThMP has not been identified. [2]
In whole human blood, both ThMP and free thiamine are present in lower concentrations as compared to TPP, but they are found in low amounts in plasma. [4] ThMP is the only phosphorylated thiamine derivative found in human cerebral spinal fluid. [4] [7]
It occurs naturally in bovine milk. [8]
In rats, approximately 64% of the total thiamine in plasma exists in its the monophosphate form. [9] After injection of ThMP into the femoral vein of rats, it was quickly transported to the cerebral tissue without chemical modification, but the average transport rate was 5-10 times slower than that of thiamine. [10]
![]() | |
Identifiers | |
---|---|
3D model (
JSmol)
|
|
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.007.762 |
MeSH | Thiamine+Monophosphate |
PubChem
CID
|
|
UNII | |
CompTox Dashboard (
EPA)
|
|
| |
| |
Properties | |
C12H18N4O4PS+ | |
Molar mass | 345.336 g/mol |
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
|
Thiamine monophosphate, also known as ThMP and TMP, is a phosphate ester of thiamine. [1]
It is an intermediate from the hydrolysis of thiamine diphosphate to free thiamine by alkaline phosphatase. [2] [3] [4] The conversion of ThMP to thiamine cannot be facilitated by acid hydrolysis. [5] ThMP is also enzymatically synthesized by thiamine-phosphate pyrophosphorylase, which combines thiazole in its monophosphate form and pyrimidine as a pyrophosphate. [6]
The physiological function of ThMP has not been identified. [2]
In whole human blood, both ThMP and free thiamine are present in lower concentrations as compared to TPP, but they are found in low amounts in plasma. [4] ThMP is the only phosphorylated thiamine derivative found in human cerebral spinal fluid. [4] [7]
It occurs naturally in bovine milk. [8]
In rats, approximately 64% of the total thiamine in plasma exists in its the monophosphate form. [9] After injection of ThMP into the femoral vein of rats, it was quickly transported to the cerebral tissue without chemical modification, but the average transport rate was 5-10 times slower than that of thiamine. [10]