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P3644

Sigma-Aldrich

L-α-Phosphatidylcholine

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

Synonyma:

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

Přihlásitk zobrazení cen stanovených pro organizaci a smluvních cen


About This Item

Číslo CAS:
Beilstein/REAXYS Number:
5209585
EC Number:
UNSPSC Code:
51321705
NACRES:
NA.25

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

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

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

InChI key

JLPULHDHAOZNQI-ZTIMHPMXSA-N

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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_germany

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Cryobiology, 68(2), 276-280 (2014-02-20)
Soybean lecithin is a suitable plant-based cryoprotectant for freezing ruminant sperm. Optimum level of lecithin was not clear for goat semen cryopreservation. The objective of this study was to investigate the effects of different levels of soybean lecithin in semen
K D Lardizabal et al.
Plant physiology, 122(3), 645-655 (2000-03-11)
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R S Salter et al.
The Journal of biological chemistry, 256(19), 9830-9833 (1981-10-10)
The catalytic and guanine nucleotide regulatory (G/F) units of solubilized bovine brain adenylate cyclase were separated by gel filtration as described by Strittmatter, S., and Neer, E. J. ((1980) Proc. Natl. Acad. Sci. U. S. A. 77, 6344-6348). The isolated
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