56782-46-8

Basic information

• Product Name: 1,2-DI[TRANS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE
• Synonyms: 1,2-DI9-TRANS-OCTA-DECENOYL-SN-GLYCERO-3-PHOSPHOCHOLINE;1,2-DIELAIDOYL-SN-GLYCERO-3-PHOSPHOCHOLINE;1,2-DI[TRANS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE;18:1 TRANS PC;L-ALPHA-PHOSPHATIDYLCHOLINE, DIELAIDOYL;L-A-PHOSPHATIDYLCHOLINE, DIELAIDOYL;LecithinDielaidinoyl-a-Lecithin;l-α-phosphatidylcholine, dielaidoyl
• CAS NO: 56782-46-8
• Molecular Formula: C₄₄H₈₄NO₈P
• Molecular Weight: 786.11
• Mol File: 56782-46-8.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• Storage Temp.: −20°C
• CAS DataBase Reference: 1,2-DI[TRANS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-DI[TRANS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE(56782-46-8)
• EPA Substance Registry System: 1,2-DI[TRANS-9-OCTADECENOYL]-SN-GLYCERO-3-PHOSPHOCHOLINE(56782-46-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 56782-46-8(Hazardous Substances Data)

Usage

Uses

18:1 (Δ9-Trans) PC is suitable for use as a synthetic lipid to study its effects on sarcoplasmic reticulum (SR) Ca2+-ATPase (SERCA) activity.

General Description

18:1 (Δ9-Trans) PC is a phosphoglycerolipid, which consists of two unsaturated acyl chains.

Biochem/physiol Actions

18:1 (Δ9-Trans) PC (1,2-dielaidoyl-sn-glycero-3-phosphocholine) can help paclitaxel in forming thermodynamically stable systems. It has efficient drug penetration ability into the lipid monolayers when compared to other lipids.

InChI:InChI=1/C44H85NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,42H,6-19,24-41H2,1-5H3,(H,48,49)/b22-20+,23-21+

Upstream product

• 4235-95-4 dioleoylphosphatidylcholine 
• 28319-77-9 L-glycero-3-phosphorylcholine 
• 18175-45-6 Tras-Elaidate sodium salt 

Downstream Products

• 62-49-7 choline 
• 108824-18-6 (E)-Octadec-9-enoic acid (R)-2-[((S)-3-amino-3-carboxy-propoxy)-hydroxy-phosphoryloxy]-1-((E)-octadec-9-enoyloxymethyl)-ethyl ester 

Relevant articles and documents

cis-trans Isomerization of monounsaturated fatty acid residues in phospholipids by thiyl radicals

Thiyl radicals reversibly attack the double bonds of methyl oleate and dioleoyl phosphatidyl choline (DOPC), thus producing methyl elaidate and the corresponding phospholipids containing trans-fatty acid residues in high yield. These processes are radical chain reactions with relatively long chain lengths. The rate constant for the β-elimination of a thiyl radical from the adduct radical has been estimated to be 6 x 106 s-1 at ambient temperature. The cis-trans isomerization of fatty acid residues in DOPC vesicles (multilamellar vesicles and large unilamellar vesicles made by the extrusion technique) by a thiyl radical, generated from biologically relevant thiols, has also been studied in detail. The presence of 0.2 mM oxygen does not influence the effectiveness of cis-trans isomerization in both homogeneous solution and lipid vesicles. This process, which does not cause lipid degradation but permanent modification of the membrane constituents, ultimately influences the barrier properties and functions of biological membranes.