Difference between revisions of "Glycerophosphate"
| Line 14: | Line 14: | ||
Due to an ambiguity in the D,L nomenclature based on the Fisher projection the biologically active enantiomer can be labeled either D-glycerol 1-phosphate or L-glycerol 3-phosphate. Alternatives are ''sn''-glycerol 3-phosphate or DL-alpha-glycerophosphate. Following the Cahn–Ingold–Prelog priority rules, the biologically active substance is always the (R) enantiomer, independent of whether the substance is called glycerol 1-phosphate or glycerol 3-phosphate. | Due to an ambiguity in the D,L nomenclature based on the Fisher projection the biologically active enantiomer can be labeled either D-glycerol 1-phosphate or L-glycerol 3-phosphate. Alternatives are ''sn''-glycerol 3-phosphate or DL-alpha-glycerophosphate. Following the Cahn–Ingold–Prelog priority rules, the biologically active substance is always the (R) enantiomer, independent of whether the substance is called glycerol 1-phosphate or glycerol 3-phosphate. | ||
== | == Source == | ||
Recommendation by [[Hoppel CL |Chuck Hoppel]], Director, Ctr Mitochondrial Diseases; Professor, Dept Pharmacology, Case Western Reserve Univ, Cleveland, Ohio, US: | |||
:* [http://www.sigmaaldrich.com/catalog/search?term=94124&interface=All&N=0&mode=match%20partialmax&lang=en®ion=LV&focus=product 94124 Sigma sn-Glycerol 3-phosphate lithium salt], ≥95.0% (TLC) Synonym: D-Glycerol 1-phosphate lithium salt, L-Glycerol 3-phosphate lithium salt. MSDS. | |||
:* CAS Number 17989-41-2 (free acid) Empirical Formula (Hill Notation) C<sub>3</sub>H<sub>9</sub>O<sub>6</sub>P · xLi+, Molecular Weight 172.07 (free acid basis). | |||
If a racemic mixture (like Sigma G-2138) is replaced by the biologically active enantiomer the amount of substance (measured in moles) usually has to be halved. However, also consider that stated purities may vary, requiring further adjustments. | |||
1 M stock solution, final concentration in the O2k-Chamber is 10 mM. | |||
Revision as of 18:19, 28 August 2015
- high-resolution terminology - matching measurements at high-resolution
Glycerophosphate
Description
Glycerophosphate (synonym: α-glycerophosphate; glycerol-3-phosphate; C3H9O6P) is an organophosphate and it is a component of glycerophospholipids. The mitochondrial Glycerophosphate dehydrogenase complex oxidizes glycerophosphate to dihydroxyacetone phosphate and feeds electrons directly to ubiquinone.
Abbreviation: Gp
MitoPedia topics: Substrate and metabolite
Nomenclature issues
Due to an ambiguity in the D,L nomenclature based on the Fisher projection the biologically active enantiomer can be labeled either D-glycerol 1-phosphate or L-glycerol 3-phosphate. Alternatives are sn-glycerol 3-phosphate or DL-alpha-glycerophosphate. Following the Cahn–Ingold–Prelog priority rules, the biologically active substance is always the (R) enantiomer, independent of whether the substance is called glycerol 1-phosphate or glycerol 3-phosphate.
Source
Recommendation by Chuck Hoppel, Director, Ctr Mitochondrial Diseases; Professor, Dept Pharmacology, Case Western Reserve Univ, Cleveland, Ohio, US:
- 94124 Sigma sn-Glycerol 3-phosphate lithium salt, ≥95.0% (TLC) Synonym: D-Glycerol 1-phosphate lithium salt, L-Glycerol 3-phosphate lithium salt. MSDS.
- CAS Number 17989-41-2 (free acid) Empirical Formula (Hill Notation) C3H9O6P · xLi+, Molecular Weight 172.07 (free acid basis).
If a racemic mixture (like Sigma G-2138) is replaced by the biologically active enantiomer the amount of substance (measured in moles) usually has to be halved. However, also consider that stated purities may vary, requiring further adjustments.
1 M stock solution, final concentration in the O2k-Chamber is 10 mM.
