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850476P

Avanti

18:1-18:0 PC

1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine, powder

Synonym(s):

1--(9Z-octadecenoyl)-2-octadecanoyl-sn-glycero-3-phosphocholine; OSPC; PC(18:1(9Z)/18:0)

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About This Item

Empirical Formula (Hill Notation):
C44H86NO8P
CAS Number:
7276-38-2
Molecular Weight:
788.13
UNSPSC Code:
51191904
NACRES:
NA.25

Assay

>99% (TLC)

form

powder

packaging

pkg of 1 × 25 mg (850476P-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850476P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

SMILES string

[O-]P(OCC[N+](C)(C)C)(OC[C@]([H])(OC(CCCCCCCCCCCCCCCCC)=O)COC(CCCCCCC/C=C\CCCCCCCC)=O)=O

InChI

1S/C44H86NO8P/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/h20,22,42H,6-19,21,23-41H2,1-5H3/b22-20-/t42-/m1/s1

InChI key

NMJCSTNQFYPVOR-VHONOUADSA-N

General description

18:1-18:0 PC (1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine) is an asymmetric phospholipid.

Application

18:1-18:0 PC (1-oleoyl-2-stearoyl-sn-glycero-3-phosphocholine) may be used:
  • as a lipid standard in ultra-performance liquid chromatography (UPLC) analyses
  • in bilayer membranes to study the bilayer phase transitions
  • in liposome as substrate to study the transacylase activities of different lysosomal phospholipase A2 (LPLA2) variants

Biochem/physiol Actions

Phosphatidylcholine (PC) intake through diet can enhance the learning and memory ability in rats.

Packaging

5 mL Clear Glass Sealed Ampule (850476P-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Katharina Wozny et al.
Analytical and bioanalytical chemistry, 411(4), 915-924 (2018-12-24)
Diacyl glycerophospholipids (GPs) belong to the most abundant lipid species in living organisms and consist of a glycerol backbone with fatty acyl groups in sn-1 and sn-2 and a polar head group in the sn-3 position. Regioisomeric mixed diacyl GPs
Kaori Tada et al.
Biochimica et biophysica acta, 1788(5), 1056-1063 (2009-02-24)
The bilayer phase transitions of six kinds of mixed-chain phosphatidylcholines (PCs) with an unsaturated acyl chain in the sn-1 or sn-2 position, 1-oleoyl-2-stearoyl- (OSPC), 1-stearoyl-2-oleoyl- (SOPC), 1-oleoyl-2-palmitoyl- (OPPC), 1-palmitoyl-2-oleoyl- (POPC), 1-oleoyl-2-myristoyl- (OMPC) and 1-myristoyl-2-oleoyl-sn-glycero-3-phosphocholine (MOPC), were observed by means of
Vania Hinkovska-Galcheva et al.
Journal of lipid research, 59(7), 1205-1218 (2018-05-05)
Lysosomal phospholipase A2 (LPLA2) is characterized by broad substrate recognition, peak activity at acidic pH, and the transacylation of lipophilic alcohols, especially N-acetyl-sphingosine. Prior structural analysis of LPLA2 revealed the presence of an atypical acidic residue, Asp13, in the otherwise
Miao-Miao Zhou et al.
Lipids in health and disease, 15(1), 135-135 (2016-08-26)
Phosphatidylcholine (PC), the major source of dietary choline, has been demonstrated to improve the capability of learning and memory in rodent and the amelioration of long-chain n-3 polyunsaturated fatty acids (PUFA) on anti-aging and anti-oxidation is widely known as well.
Simon Becher et al.
Analytical chemistry, 90(19), 11486-11494 (2018-09-11)
Phosphatidylcholines are the major phospholipid component of most eukaryotic cell membranes. Phosphatidylcholines have been shown to actively participate in regulatory and metabolic processes. Dysfunctional metabolic processes have been linked to human disease and can result in altered phosphatidylcholine structural features

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