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850398C

Avanti

22:1 (Cis) PC

1,2-dierucoyl-sn-glycero-3-phosphocholine, chloroform

Synonym(s):

1,2-di-(13Z-docosenoyl)-sn-glycero-3-phosphocholine; PC(22:1(13Z)/22:1(13Z)); DEPC

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About This Item

Empirical Formula (Hill Notation):
C52H100NO8P
CAS Number:
51779-95-4
Molecular Weight:
898.33
UNSPSC Code:
51191904
NACRES:
NA.25

assay

>99% (TLC)

form

liquid

packaging

pkg of 1 × 2.5 mL (850398C-25mg)

manufacturer/tradename

Avanti Research™ - A Croda Brand 850398C

concentration

10 mg/mL (850398C-25mg)

lipid type

phospholipids
cardiolipins

shipped in

dry ice

storage temp.

−20°C

InChI

1S/C52H100NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-42-44-51(54)58-48-50(49-60-62(56,57)59-47-46-53(3,4)5)61-52(55)45-43-41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h20-23,50H,6-19,24-49H2,1-5H3/b22-20+,23-21+/t50-/m1/s1

InChI key

SDEURMLKLAEUAY-QVOKQPLLSA-N

General description

22:1 (Cis) PC (1,2-dierucoyl-sn-glycero-3-phosphocholine) is a lipid derivative having a phosphocholine backbone. It has two 22 carbon fatty acid chains, each having one cis double bond at the 13th 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

22:1 (Cis) PC (1,2-dierucoyl-sn-glycero-3-phosphocholine) has been used in liposome preparation and as a standard in the optimization of the LC−MS method conditions. It may be used to prepare planar bilayer lipid membranes (BLMs) to study its effects on the dependence of single-channel properties of C-terminal colicin peptide (P178). It may also be used in vesicles/bilayers to reconstitute the labeled protein mutant/for the reconstitution of coat protein.

Biochem/physiol Actions

Phosphatidylcholine (PC) is capable of forming a strong bilayer.

Packaging

5 mL Clear Glass Sealed Ampule (850398C-25mg)

Legal Information

Avanti Research is a trademark of Avanti Polar Lipids, LLC

also commonly purchased with this product

Product No.
Description
Pricing

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

Hazard Classifications

Acute Tox. 3 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Carc. 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT RE 1 - STOT SE 3

target_organs

Central nervous system, Liver,Kidney

wgk_germany

WGK 3

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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Lipid-Protein Interactions in Membranes
The Membranes of Cells, 291-334 (2016)
Fábio Fernandes et al.
Biophysical journal, 85(4), 2430-2441 (2003-09-26)
M13 major coat protein was derivatized with BODIPY (n-(4,4-difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-s-indacene-3-yl)methyl iodoacetamide), and its aggregation was studied in 1,2-dioleoyl-sn-glycero-3-phosphocholine (DOPC) and DOPC/1,2-dioleoyl-sn-glycero-3-[phospho-rac-(1-glycerol)] (DOPG) or 1,2-dioleoyl-sn-glycero-3-phosphoethanolamine (DOPE)/DOPG (model systems of membranes with hydrophobic thickness matching that of the protein) using photophysical methodologies (time-resolved
Gareth R Tibbs et al.
The Journal of pharmacology and experimental therapeutics, 345(3), 363-373 (2013-04-04)
Chronic pain after peripheral nerve injury is associated with afferent hyperexcitability and upregulation of hyperpolarization-activated, cyclic nucleotide-regulated (HCN)-mediated IH pacemaker currents in sensory neurons. HCN channels thus constitute an attractive target for treating chronic pain. HCN channels are ubiquitously expressed;
Alexander G Karabadzhak et al.
Biophysical journal, 114(9), 2107-2115 (2018-05-10)
The physical properties of lipid bilayers, such as curvature and fluidity, can affect the interactions of polypeptides with membranes, influencing biological events. Additionally, given the growing interest in peptide-based therapeutics, understanding the influence of membrane properties on membrane-associated peptides has
Alexander A Sobko et al.
The Journal of biological chemistry, 281(20), 14408-14416 (2006-03-25)
Colicin E1 belongs to a group of bacteriocins whose cytotoxicity toward Escherichia coli is exerted through formation of ion channels that depolarize the cytoplasmic membrane. The lipid dependence of colicin single-channel conductance demonstrated intimate involvement of lipid in the structure
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