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Merck
CN

P3644

L-α-Phosphatidylcholine

from soybean, Type IV-S, ≥30% (enzymatic)

Synonym(s):

1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC

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About This Item

CAS Number:
UNSPSC Code:
51321705
NACRES:
NA.25
EC Number:
232-307-2
Beilstein/REAXYS Number:
5209585
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Product Name

L-α-Phosphatidylcholine, from soybean, Type IV-S, ≥30% (enzymatic)

SMILES string

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

InChI key

JLPULHDHAOZNQI-ZTIMHPMXSA-N

InChI

1S/C42H80NO8P/c1-6-8-10-12-14-16-18-20-21-23-25-27-29-31-33-35-42(45)51-40(39-50-52(46,47)49-37-36-43(3,4)5)38-48-41(44)34-32-30-28-26-24-22-19-17-15-13-11-9-7-2/h14,16,20-21,40H,6-13,15,17-19,22-39H2,1-5H3/b16-14-,21-20-/t40-/m1/s1

biological source

soybean

type

Type IV-S

form

solid

concentration

≥30% (enzymatic)

solubility

chloroform: soluble 100 mg/mL, clear to slightly hazy, yellow to orange

functional group

phospholipid

lipid type

phosphoglycerides

shipped in

ambient

storage temp.

−20°C

Quality Level

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Application

L-α-Phosphatidylcholine is suitable for use:
  • as a component of human erythroid massive amplification culture (HEMAdef) medium for clinical expansion of human erythroblasts
  • in the chloride efflux assay to examine the chloride permeability of lipid vesicles conferred by soluble CLIC1
  • in an assay to measure solubilized wax synthase activity
  • as a component of buffer A used for the resuspension of the cholate-solubilized catalytic unit of adenylate cyclase
  • as a cryoprotectant for freezing ruminant sperm
  • as a substrate for the estimation of phospholipase activity
  • to make liposomes to assess their efficiency of recruitment of ARF (ADP ribosylation factor) and AP-1 (adaptor protein)
  • in the preparation of the isolated catalytic unit of soluble adenylate cyclase

Biochem/physiol Actions

A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.
Phosphatidylcholine is the major membrane phospholipid in eukaryotic cells, forming the structural component of these membranes. It also serves as a reservoir for several lipid messengers and a source for several bioactive lipids such as, lysophosphatidylcholine, phosphatidic acid, diacylglycerol, lysophosphatidylcholine, platelet activating factor, and arachidonic acid.

Preparation Note

Purified from P 5638

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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W Jiang et al.
Proceedings of the National Academy of Sciences of the United States of America, 98(9), 4966-4971 (2001-04-26)
The stoichiometry of c subunits in the H(+)-transporting F(o) rotary motor of ATP synthase is uncertain, the most recent suggestions varying from 10 to 14. The stoichiometry will determine the number of H(+) transported per ATP synthesized and will directly
J W Winslow et al.
The Journal of biological chemistry, 261(17), 7626-7634 (1986-06-15)
ATP analogues were used to study the active site specificity of the catalytic unit (C) of solubilized and partially purified bovine brain caudate nucleus adenylate cyclase. Phenylenediamine ATP (PD-ATP), 8-azido ATP (8-N3ATP), chromium(III) 3'-beta-alanylarylazido ATP (CrATPa), and 2',3'-dialdehyde ATP (oATP)
Carlos Andres Morales Letona et al.
Polymers, 11(2) (2019-04-10)
Here, we report a facile and effective one-pot approach to prepare uniform amylose-based polymeric microparticles (PMPs) through enzymatic synthesis of short-chain amylose (SCA) followed by spontaneous self-assembly of the SCA in the presence of lecithin. The effect of lecithin on
Annie Frelet-Barrand et al.
PloS one, 5(1), e8746-e8746 (2010-01-26)
Despite their functional and biotechnological importance, the study of membrane proteins remains difficult due to their hydrophobicity and their low natural abundance in cells. Furthermore, into established heterologous systems, these proteins are frequently only produced at very low levels, toxic
Abouzar Najafi et al.
Animal reproduction science, 177, 35-41 (2016-12-25)
The aim of this study was to evaluate the effects of glycerol, ethylene glycol or DMSO in a soybean lecithin extender for freezing ram semen. In this study, 20 ejaculates were collected from four Ghezel rams and diluted with soybean

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