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51581

2-Oleoyl-1-palmitoyl-sn-glycero-3-phospho-L-serine sodium salt

≥75% (TLC)

Synonym(s):

(2S,8R,18Z)- 2-Amino-5-hydroxy-10-oxo-8-[[(1-oxohexadecyl)oxy]methyl]-4,6,9-trioxa-5-phosphaheptacos-18-enoic acid 5-oxide monosodium salt, 1-Hexadecanoyl-2-(cis-9-octadecenoyl)-sn-glycero-3-phospho-L-serine sodium salt, 1-Palmitoyl-2-oleoyl-sn-glycero-3-phospho-L-serine sodium salt, 3-sn-Phosphatidyl-L-serine, 2-oleoyl-1-palmitoyl sodium salt, POPS-Na, PS(16:0/18:1(9Z)), PS(16:0/18:1)

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About This Item

Empirical Formula (Hill Notation):
C40H75NNaO10P
CAS Number:
321863-21-2
Molecular Weight:
783.99
NACRES:
NA.85
PubChem Substance ID:
329757717
UNSPSC Code:
12352211
MDL number:
MFCD11974169
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biological source

synthetic

assay

≥75% (TLC)

form

powder or crystals

functional group

amine, ester

lipid type

phosphoglycerides

storage temp.

−20°C

SMILES string

[Na+].CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OC[C@H](N)C(O)=O)OC(=O)CCCCCCC\C=C/CCCCCCCC

InChI

1S/C40H76NO10P.Na/c1-3-5-7-9-11-13-15-17-18-20-22-24-26-28-30-32-39(43)51-36(34-49-52(46,47)50-35-37(41)40(44)45)33-48-38(42)31-29-27-25-23-21-19-16-14-12-10-8-6-4-2;/h17-18,36-37H,3-16,19-35,41H2,1-2H3,(H,44,45)(H,46,47);/q;+1/p-1/b18-17-;/t36-,37+;/m1./s1

InChI key

RQYKXRYGZHMUSU-JEAFVVATSA-M

Application

Forms negatively charged lipid bilayers. A molecular dynamics simulation indicates that Na+ ions penetrate unexpectedly far into the bilayer, well beyond the hydrophilic end groups.

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCBV6369
BCBT2958
BCBQ8451V
BCBN2134V
BCBJ3537V

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Marc A Sprague-Piercy et al.
Biomolecules, 10(7) (2020-07-28)
The Droserasins, aspartic proteases from the carnivorous plant Drosera capensis, contain a 100-residue plant-specific insert (PSI) that is post-translationally cleaved and independently acts as an antimicrobial peptide. PSIs are of interest not only for their inhibition of microbial growth, but
Michele F M Sciacca et al.
Biochimica et biophysica acta. Biomembranes (2018-03-21)
Type II diabetes mellitus (T2DM) is characterized by the presence of amyloid deposits of the human islet amyloid polypeptide (hIAPP) in pancreatic β-cells. A wealth of data supports the hypothesis that hIAPP's toxicity is related to an abnormal interaction of
Carina Drechsler et al.
Biophysical journal, 115(8), 1509-1517 (2018-09-30)
Lipid asymmetries between the outer and inner leaflet of the lipid bilayer exist in nearly all biological membranes. Although living cells spend great effort to adjust and maintain these asymmetries, little is known about the biophysical phenomena within asymmetric membranes
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Global Trade Item Number

SKUGTIN
663174-5G04061831831009
663174-25G04061831830996
51581-100MG04061832508450
51581-1G04061826652855