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.

List of publications: CGpDH-linked substrate state