Glycerol 3-phosphate

sn-Glycerol 3-phosphate
Names
Preferred IUPAC name
(2R)-2,3-Dihydroxypropyl dihydrogen phosphate
Other names
1,2,3-propanetriol, 1-(dihydrogen phosphate), (2R)-
D-glycerol 1-phosphate
L-glycerol 3-phosphate
L-α-glycerophosphate
L-α-phosphoglycerol
Identifiers
3D model (JSmol)
3DMet
1723975
ChEBI
ChEMBL
DrugBank
ECHA InfoCard 100.000.279 Edit this at Wikidata
EC Number
  • 200-307-1
KEGG
MeSH Alpha-glycerophosphoric+acid
UNII
  • InChI=1S/C3H9O6P/c4-1-3(5)2-9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)/t3-/m1/s1
    Key: AWUCVROLDVIAJX-GSVOUGTGSA-N
  • C([C@H](COP(=O)(O)O)O)O
Properties
C3H7O6P
Molar mass 170.057 g·mol−1
Related compounds
Glycerol 1-phosphate
Glycerol 2-phosphate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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sn-Glycerol 3-phosphate[a][b] is the organic ion with the formula HOCH2CH(OH)CH2OPO32-. It is one of two stereoisomers of the ester of dibasic phosphoric acid (HOPO32-) and glycerol. It is a component of bacterial and eukaryotic glycerophospholipids.[2] From a historical reason, it is also known as L-glycerol 3-phosphate, D-glycerol 1-phosphate, L-α-glycerophosphoric acid.


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  1. ^ G. P. Moss (ed.). "Nomenclature of Phosphorus-Containing Compounds of Biochemical Importance". Archived from the original on 2016-12-08. Retrieved 2015-05-20.
  2. ^ Mugabo Y, Zhao S, Seifried A, Gezzar S, Al-Mass A, Zhang D, Lamontagne J, Attane C, Poursharifi P, Iglesias J, Joly E, Peyot ML, Gohla A, Murthy Madiraju SR, Prentki M (January 2016). "Identification of a mammalian glycerol-3-phosphate phosphatase: Role in metabolism and signaling in pancreatic β-cells and hepatocytes". Proceedings of the National Academy of Sciences of the United States of America. 113 (4): E430–E439. doi:10.1073/pnas.1514375113. PMC 4743820. PMID 26755581.