Glycerol 2-phosphate

From Wikipedia, the free encyclopedia
Glycerol 2-phosphate
Glycerol-2-phosphateDianion.svg
Names
Preferred IUPAC name
1,3-Dihydroxypropan-2-yl dihydrogen phosphate
Other names
1,2,3-Propanetriol, 2-(dihydrogen phosphate)
Glycerol 2-phosphate
β-Glycerophosphate
β-Phosphoglycerol
BGP
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.037.465 Edit this at Wikidata
EC Number
  • 241-228-2
KEGG
MeSH Beta-glycerophosphoric+acid
UNII
  • InChI=1S/C3H9O6P/c4-1-3(2-5)9-10(6,7)8/h3-5H,1-2H2,(H2,6,7,8)
    Key: DHCLVCXQIBBOPH-UHFFFAOYSA-N
  • C(C(CO)OP(=O)(O)O)O
Properties
C3H9O6P
Molar mass 172.073 g·mol−1
Appearance forms colorless salts
Related compounds
Glycerol 1-phosphate
Glycerol 3-phosphate
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Glycerol 2-phosphate is the conjugate base of phosphoric ester of glycerol. It is commonly known as β-glycerophosphate or BGP. Unlike glycerol 1-phosphate and glycerol 3-phosphate, this isomer is not chiral. It is also less common.

Applications[edit]

β-Glycerophosphate is an inhibitor of the enzyme serine-threonine phosphatase. It is often used in combination with other phosphatase/protease inhibitors for broad spectrum inhibition.[1][2]

β-Glycerophosphate is also used to drive osteogenic differentiation of bone marrow stem cells in vitro.[3]

β-Glycerophosphate is used to buffer M17 media for Lactococcus culture in recombinant protein expression.[4]

Notes[edit]

  1. ^ "β-Glycerophosphate disodium salt hydrate". Sigma-Aldrich. Retrieved 2018-05-30.
  2. ^ "Protease and Phosphatase Inhibitors". Thermo Fisher Scientific. Retrieved 2018-05-30.
  3. ^ Langenbach & Handschel (2013). "Effects of dexamethasone, ascorbic acid and β-glycerophosphate on the osteogenic differentiation of stem cells in vitro". Stem Cell Research & Therapy. 4 (5): 117. doi:10.1186/scrt328. PMC 3854789. PMID 24073831.
  4. ^ Terzaghi & Sandine (1975). "Improved medium for lactic streptococci and their bacteriophages". Applied Microbiology. 29 (6): 807–813. doi:10.1128/AM.29.6.807-813.1975. PMC 187084. PMID 16350018.