Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C6H13O9P |
| Molecular Weight | 260.1358 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@H](COP(O)(O)=O)[C@@H](O)[C@H](O)[C@@H](O)C=O
InChI
InChIKey=VFRROHXSMXFLSN-SLPGGIOYSA-N
InChI=1S/C6H13O9P/c7-1-3(8)5(10)6(11)4(9)2-15-16(12,13)14/h1,3-6,8-11H,2H2,(H2,12,13,14)/t3-,4+,5+,6+/m0/s1
Glucose-6-phosphate belongs to the class of organic compounds known as monosaccharide phosphates. It lies at the start of two major metabolic pathways: glycolysis and the pentose phosphate pathway. It is a glucose-6-phosphatase substrate. Hexokinase is inhibited by its product, glucose 6-phosphate. The non-enzymatic glycation of myosin by glucose 6-phosphate is probably the primary cause for the observed loss of the ATPase activity of myosin.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Hexosemonophosphoric esters. | 1931 |
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| Factors influencing the formation of Robison ester. | 1939 Aug |
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| Some factors influencing the formation of Robison ester from glycogen and inorganic phosphate in muscle extract. | 1939 Jul |
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| Purification and properties of d-glucose-6-phosphate dehydrogenase. | 1955 Sep |
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| Metabolism of D-mannose in Aerobacter aerogenes: evidence for a cyclic pathway. | 1966 Dec |
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| Rapid screening for D-glucose-6-phosphate: NADP oxidoreductase deficiency with methylene blue. | 1966 Jul |
|
| [Studies on the biosynthesis of cyclitol, 18. On the mode of action of the enzyme from Candida utilis in converting D-glucose-6-phosphate to L-1-O-phospho-myo-inositol]. | 1967 Nov |
|
| Cofactor induced synthesis of D-glucose-6-phosphate: NADP oxidoreductase in the uterus. | 1967 Oct |
|
| Reaction of rabbit skeletal myosin with D-glucose 6-phosphate. | 1996 Oct |
Patents
Sample Use Guides
Incubation of rabbit skeletal myosin with 1 to 3 mM D-glucose 6-phosphate over a period of several hours resulted in the inhibition of the K(+)- and actin activated-ATPase activities. When the myosin was incubated with 3 mM [3H] labeled glucose 6-phosphate for 28 h up to one mole of glucose 6-phosphate was incorporated per 4.7 x 10(5) g of myosin.
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375AW34SQA
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m5768
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Glucose-6-phosphate
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375AW34SQA
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DB03581
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SUBSTANCE RECORD
