Glycerol 2-phosphate

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

CAS Number

* 17181-54-3

3D model (JSmol)

* Interactive image

ChEBI |

* CHEBI:17270

ChEMBL |

* ChEMBL1232903

ChemSpider |

* 2431

DrugBank |

* DB01779

EC Number |

* 241-228-2

KEGG |

* C02979

MeSH | Beta-glycerophosphoric+acid

PubChem CID

* 2526

UNII |

* WWH06G87W6

InChI

* 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

SMILES

* C(C(CO)OP(=O)(O)O)O

Properties

Chemical formula

| C3H9O6P
Molar mass | 172.073 g·mol−1
Appearance  | forms colorless salts
Related compounds

Related organophosphates

| 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).

Infobox references

Tracking categories (test):

* SizeSet

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

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

1. ↑ "β-Glycerophosphate disodium salt hydrate". Sigma-Aldrich. https://www.sigmaaldrich.com/catalog/product/sigma/g6376. Retrieved 2018-05-30.
2. ↑ "Protease and Phosphatase Inhibitors". Thermo Fisher Scientific. https://www.thermofisher.com/us/en/home/life-science/protein-biology/protein-biology-learning-center/protein-biology-resource-library/pierce-protein-methods/protease-phosphatase-inhibitors.html. 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. 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. PMID 16350018.

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*[CID]: Compound ID