An internal standard for the quantification of sn-glycero-3-phosphocholine
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sn-glycero-3-Phosphocholine-d9

Item No. 26099

Technical Information
Formal Name
2-[[[(2R)-2,3-dihydroxypropoxy]hydroxyphosphinyl]oxy]-N,N,N-tri(methyl-d3)-ethanaminium, inner salt
CAS Number
2260669-07-4
Synonyms
  • Glycerophosphocholine-d9
  • L-α-Glycerophosphorylcholine-d9
  • L-α-GPC-d9
  • sn-glycero-3-PC-d9
Molecular Formula
C8H11D9NO6P
Formula Weight
Purity
≥99% deuterated forms (d1-d9)
Formulation
A solid
Methanol: Slightly SolubleWater: Slightly Soluble
SMILES
OC[C@@H](O)COP(OCC[N+](C([2H])([2H])[2H])(C([2H])([2H])[2H])C([2H])([2H])[2H])([O-])=O
InChi Code
InChI=1S/C8H20NO6P/c1-9(2,3)4-5-14-16(12,13)15-7-8(11)6-10/h8,10-11H,4-7H2,1-3H3/t8-/m1/s1/i1D3,2D3,3D3
InChi Key
SUHOQUVVVLNYQR-NWFQQEQCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    sn-glycero-3-Phosphocholine-d9 is intended for use as an internal standard for the quantification of sn-glycero-3-phosphocholine (Item No. 20736) by GC- or LC-MS. sn-glycero-3-Phosphocholine is a nootropic phospholipid, a precursor to choline biosynthesis, and an intermediate in the metabolism of phosphatidylcholine.1 In vivo, sn-glycero-3-phosphocholine is converted to phosphorylcholine, a metabolically active form of choline that increases acetylcholine synthesis and release in rat hippocampus. It prevents scopolamine-induced amnesia in a passive avoidance test in rats and exerts neuroprotective effects in models of altered cholinergic neurotransmission and models of brain vascular injury.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Traini, E., Bramanti, V., and Amenta, F. Choline alphoscerate (alpha-glyceryl-phosphoryl-choline) an old choline- containing phospholipid with a still interesting profile as cognition enhancing agent. Curr. Alzheimer Res. 10(10), 1070-1079 (2013).

    2. Sigala, S., Imperato, A., Rizzonelli, P., et alL-α-glycerylphosphorylcholine antagonizes scopolamine-induced amnesia and enhances hippocampal cholinergic transmission in the rat. Eur. J. Pharmacol. 211(3), 351-358 (1992).