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850358P

Avanti

16:1 (Δ9-Cis) PC

1,2-dipalmitoleoyl-sn-glycero-3-phosphocholine, powder

Synonym(s):

1,2-di-(9Z-hexadecenoyl)-sn-glycero-3-phosphocholine; PC(16:1(9Z)/16:1(9Z))

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About This Item

Empirical Formula (Hill Notation):
C40H76NO8P
CAS Number:
4724-96-3
Molecular Weight:
730.01
UNSPSC Code:
51191904
NACRES:
NA.25

assay

>99% (TLC)

form

powder

packaging

pkg of 2 × 100 mg (850358P-200mg)
pkg of 5 × 100 mg (850358P-500mg)
pkg of 1 × 25 mg (850358P-25mg)

manufacturer/tradename

Avanti Polar Lipids 850358P

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

Inchi Code

1S/C40H76NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-39(42)46-36-38(37-48-50(44,45)47-35-34-41(3,4)5)49-40(43)33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h16-19,38H,6-15,20-37H2,1-5H3/b18-16-,19-17-/t38-/m1/s1

InChI key

GPWHCUUIQMGELX-VHQDNGOZSA-N

SMILES string

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

General description

16:1 (Δ9-Cis) PC (1,2-dipalmitoleoyl-sn-glycero-3-phosphocholine) is a lipid derivative having a phosphocholine backbone. It also has two 16 carbon fatty acid chains each having one cis double bond at 9th carbon.
The list of Phosphatidylcholine products offered by Avanti is designed to provide compounds having a variety of physical properties. Products available include short chain (C3-C8 are water soluble and hygroscopic), saturated, multi-unsaturated and mixed acid PC′s. All of the products are purified by HPLC, and special precautions are taken to protect the products for oxidization and hydrolysis.

Application

16:1 (Δ9-Cis) PC (1,2-dipalmitoleoyl-sn-glycero-3-phosphocholine) may be used to prepare giant unilamellar vesicles (GUVs), to prepare multilamellar vesicles (MLVs), in lipid membrane to study the antibiotic activity of the lantibiotic gallidermin.

Biochem/physiol Actions

Phosphatidylcholine (PC) is known to participate in fusion and transport of membranes.

Packaging

5 mL Clear Glass Sealed Ampule (850358P-200mg)
5 mL Clear Glass Sealed Ampule (850358P-25mg)
5 mL Clear Glass Sealed Ampule (850358P-500mg)

also commonly purchased with this product

Product No.
Description
Pricing

Storage Class

11 - Combustible Solids

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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Solubilization of lipids and lipid phases by the styrene-maleic acid copolymer
<BIG><BIG>Pardo JJD, et al</BIG></BIG>
European Biophysics Journal (2017)
Łukasz Syga et al.
Chembiochem : a European journal of chemical biology, 21(9), 1320-1328 (2019-12-10)
Attachment of lipophilic groups is an important post-translational modification of proteins, which involves the coupling of one or more anchors such as fatty acids, isoprenoids, phospholipids, or glycosylphosphatidyl inositols. To study its impact on the membrane partitioning of hydrophobic peptides
Miranda L Schmidt et al.
Biochimica et biophysica acta. Biomembranes, 1862(5), 183196-183196 (2020-01-21)
Lipid bilayers form the basis of cell membranes and the phase behaviour of the membrane has been linked to proper cell function. Model membranes composed of relatively simple mixtures of phospholipids and cholesterol can already exhibit complex phase behaviour. Specifically

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