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Glycerol 2-phosphate

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.

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
  • 17181-54-3
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:17270
ChEMBL
  • ChEMBL1232903
ChemSpider
  • 2431
DrugBank
  • DB01779
ECHA InfoCard 100.037.465
EC Number
  • 241-228-2
KEGG
  • C02979
MeSH Beta-glycerophosphoric+acid
  • 2526
UNII
  • WWH06G87W6
  • DTXSID1023106
  • 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).

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.


glycerol, phosphate, conjugate, base, phosphoric, ester, glycerol, commonly, known, glycerophosphate, unlike, glycerol, phosphate, glycerol, phosphate, this, isomer, chiral, also, less, common, namespreferred, iupac, name, dihydroxypropan, dihydrogen, phosphat. Glycerol 2 phosphate is the conjugate base of phosphoric ester of glycerol It is commonly known as b glycerophosphate or BGP Unlike glycerol 1 phosphate and glycerol 3 phosphate this isomer is not chiral It is also less common Glycerol 2 phosphate NamesPreferred IUPAC name 1 3 Dihydroxypropan 2 yl dihydrogen phosphateOther names 1 2 3 Propanetriol 2 dihydrogen phosphate Glycerol 2 phosphateb Glycerophosphateb PhosphoglycerolBGPIdentifiersCAS Number 17181 54 33D model JSmol Interactive imageChEBI CHEBI 17270ChEMBL ChEMBL1232903ChemSpider 2431DrugBank DB01779ECHA InfoCard 100 037 465EC Number 241 228 2KEGG C02979MeSH Beta glycerophosphoric acidPubChem CID 2526UNII WWH06G87W6CompTox Dashboard EPA DTXSID1023106InChI InChI 1S C3H9O6P c4 1 3 2 5 9 10 6 7 8 h3 5H 1 2H2 H2 6 7 8 Key DHCLVCXQIBBOPH UHFFFAOYSA NSMILES C C CO OP O O O OPropertiesChemical formula C 3H 9O 6PMolar mass 172 073 g mol 1Appearance forms colorless saltsRelated compoundsRelated organophosphates Glycerol 1 phosphateGlycerol 3 phosphateExcept where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox referencesApplications editb 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 b Glycerophosphate is also used to drive osteogenic differentiation of bone marrow stem cells in vitro 3 b Glycerophosphate is used to buffer M17 media for Lactococcus culture in recombinant protein expression 4 Notes edit b Glycerophosphate disodium salt hydrate Sigma Aldrich Retrieved 2018 05 30 Protease and Phosphatase Inhibitors Thermo Fisher Scientific Retrieved 2018 05 30 Langenbach amp Handschel 2013 Effects of dexamethasone ascorbic acid and b glycerophosphate on the osteogenic differentiation of stem cells in vitro Stem Cell Research amp Therapy 4 5 117 doi 10 1186 scrt328 PMC 3854789 PMID 24073831 Terzaghi amp 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 nbsp This biochemistry article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Glycerol 2 phosphate amp oldid 1188026066, wikipedia, wiki, book, books, library,

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