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P3644

Sigma-Aldrich

L-α-Phosphatidylcholine

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

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Synonym(s):
1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC
CAS Number:
8002-43-5
Beilstein:
5209585
EC Number:
232-307-2
UNSPSC Code:
51321705
NACRES:
NA.25

biological source

soybean

Quality Level

200

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

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

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.
A major structural phospholipid in brain, comprising approx. 15% of total lipid; primarily localized to gray matter.

Preparation Note

Purified from P 5638

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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K D Lardizabal et al.
Plant physiology, 122(3), 645-655 (2000-03-11)
Wax synthase (WS, fatty acyl-coenzyme A [coA]: fatty alcohol acyltransferase) catalyzes the final step in the synthesis of linear esters (waxes) that accumulate in seeds of jojoba (Simmondsia chinensis). We have characterized and partially purified this enzyme from developing jojoba
Hossein Salmani et al.
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
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
Anna Kloda et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(5), 1540-1545 (2007-01-24)
In this study, the heteromeric N-methyl-D-aspartate (NMDA) receptor channels composed of NR1a and NR2A subunits were expressed, purified, reconstituted into liposomes, and characterized by using the patch clamp technique. The protein exhibited the expected electrophysiological profile of activation by glutamate
Giovanni Migliaccio et al.
Cell transplantation, 19(4), 453-469 (2010-02-13)
Ex vivo-generated erythroblasts represent alternative transfusion products. However, inclusion of bovine components in media used for their growth precludes clinical use, highlighting the importance of developing culture media based on pharmaceutical grade reagents. In addition, because adult blood generates ex
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