Difference between revisions of "Glycerophosphate"
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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 be different, requiring further adjustments. | 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 be different, requiring further adjustments. | ||
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Revision as of 13:45, 28 July 2014
- 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.
Abbreviation: Gp
MitoPedia topics: Substrate and metabolite
Glycerophosphate dehydrogenase complex oxidizes glycerophosphate to dihydroxyacetone phosphate and feeds electrons directly to ubiquinone. See also glycerol phosphate shuttle.
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.
Availability
Sigma does not sell DL-alpha-glycerophosphate disodium salt hexahydrate (FW = 324.1; Sigma G-2138, CAS# 1555-56-2 (anhydrous)) any more (personal communication with Dr. Zdenek Drahota, Dept. of Bioenergetics, Institute of Physiology, Academy of Sciences of the Czech Rep.)!
In Dr. Drahota's lab a 1 M stock solution is used and the final concentration in the O2k-Chamber is 10 mM.
Search for an adequate replacement is underway.
Alternatives:
- Racemic disodium salt hexahydrate: CAS#: 3325-00-6, "identical" (not considering purity) to the discontinued Sigma product mentioned above, but actual availability would have to be checked with each individual supplier
- CHEMOS: 151924
- BOC Sciences: 3325-00-6 (sic!, they use CAS numbers as their product numbers, which actually makes a lot of sense).
- Advance Scientific & Chemical: G2218.
- Racemic magnesium salt: AppliChem: A4558,1000
- Enantiopure lithium salt: Sigma: 94124
- Enatiopure bis(cyclohexylammonium) salt: Sigma: G7886
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 be different, requiring further adjustments.
