CAS 62600-81-1

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphate

Description:

1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphate, commonly referred to as POP, is a phospholipid that plays a significant role in cellular membranes and signaling pathways. It is characterized by its amphiphilic nature, possessing both hydrophobic (fatty acid tails) and hydrophilic (phosphate group) regions, which allows it to form bilayers in aqueous environments. The structure consists of a glycerol backbone esterified to two fatty acids: palmitic acid (saturated) and oleic acid (monounsaturated), along with a phosphate group. This unique composition contributes to its fluidity and flexibility within lipid bilayers, making it essential for membrane dynamics and function. POP is often studied in the context of membrane biophysics, cell signaling, and the formation of lipid rafts. Additionally, it can serve as a substrate for various enzymatic reactions and is involved in the synthesis of other bioactive lipids. Its CAS number, 62600-81-1, is used for identification in chemical databases and regulatory contexts.

Formula: C₃₇H₇₁O₈P

InChI: InChI=1S/C37H71O8P/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-37(39)45-35(34-44-46(40,41)42)33-43-36(38)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2/h17-18,35H,3-16,19-34H2,1-2H3,(H2,40,41,42)/b18-17-/t35-/m1/s1

InChI key: InChIKey=OPVZUEPSMJNLOM-QEJMHMKOSA-N

SMILES: [C@@H](OC(CCCCCCC/C=C\CCCCCCCC)=O)(COC(CCCCCCCCCCCCCCC)=O)COP(=O)(O)O

Synonyms:

• 9-Octadecenoic acid (9Z)-, (1R)-1-[[(1-oxohexadecyl)oxy]methyl]-2-(phosphonooxy)ethyl ester
• 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphatidic acid
• 9-Octadecenoic acid (9Z)-, 1-[[(1-oxohexadecyl)oxy]methyl]-2-(phosphonooxy)ethyl ester, (R)-
• 9-Octadecenoic acid (Z)-, 1-[[(1-oxohexadecyl)oxy]methyl]-2-(phosphonooxy)ethyl ester, (R)-
• 1-Palmitoyl-2-oleoyl-sn-glycero-3-phosphate

1-Palmitoyl-2-Oleoyl-sn-glycero-3-PA

CAS: 62600-81-1

1-Palmitoyl-2-oleoyl-sn-glycero-3-PA (1,2-POPA) is a phospholipid featuring a palmitic acid (16:0) chain that is saturated and an oleic acid (18:1) chain that is monounsaturated, positioned at the sn-1 and sn-2 locations, respectively. This compound is utilized in creating micelles, liposomes, and various artificial membrane forms.

Formula: C₃₇H₇₁O₈P

Color and Shape: Solid

Molecular weight: 674.9

Ref: TM-T84376