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P5638
L-α-Phosphatidylcholine
from soybean, Type II-S, 14-29% choline basis
Synonym(s):
1,2-Diacyl-sn-glycero-3-phosphocholine, 3-sn-Phosphatidylcholine, L-α-Lecithin, Azolectin, PC
Skip To
biological source
soybean
Quality Level
type
Type II-S
form
powder or solid
concentration
14-29% (choline)
functional group
phospholipid
lipid type
phosphoglycerides
shipped in
ambient
storage temp.
2-8°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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Related Categories
1 of 4
This Item | P7443 | P3556 | P3644 |
|---|---|---|---|
| biological source soybean | biological source soybean | biological source egg yolk | biological source soybean |
| functional group phospholipid | functional group phospholipid | functional group phospholipid | functional group phospholipid |
| form powder or solid | form lyophilized powder | form lyophilized powder | form solid |
| storage temp. 2-8°C | storage temp. −20°C | storage temp. −20°C | storage temp. −20°C |
| shipped in ambient | shipped in ambient | shipped in ambient | shipped in ambient |
| concentration 14-29% (choline) | concentration - | concentration - | concentration ≥30% (enzymatic) |
General description
Typical lots of purified soybean phosphatidylcholine have fatty acid contents of approximately 13% C16:0 (palmitic), 4% C18:0 (stearic), 10% C18:1(oleic), 64% C18:2 (linoleic), and 6% 18:3 (linolenic) with other fatty acids being minor contributors. This would calculate to an average molecular weight of approximately 776.
Purified phosphatidylcholine is soluble in chloroform and ethanol.
Other major phospholipid components include phosphatidylethanolamine and inositol phosphatides. Other phospholipids and neutral lipids such as triglycerides, tocopherols, and sterols may be present. Carbohydrates may also be present.
A procedure for determination of the amount of oxidation of egg phosphatidylcholine in a liposome preparation by measurement of the oxidation index has been published.[1] The oxidation index is the ratio of the absorbance at 233 nm to the absorbance at 215 nm. The latter wavelength was chosen since there is little contribution of the fatty acid carbonyl to the absorbance at this wavelength, allowing Beer′s Law to be followed.
A method of determining choline content has been published.[2]
Application
- as a component in the test freezing medium (TFM) formulated for cryopreservation of prepubertal testicular tissue[3]
- to investigate its effects on the fluorescence signals in voltage-clamp fluorometry (VCF)[4]
- to prepare soy lecithin liposomes for the biotransformation into lysolecithin and fatty acids for valorization of soy lecithin by enzyme cascade reactions[5]
Biochem/physiol Actions
Phosphatidylcholine is used for preparation of vesicle suspensions, commonly called liposomes, or as monolayers.[7][8] Monolayers have been formed using a solution of 1% soybean phosphatidylcholine in hexane.[9]
Valinomycin-induced changes in membrane potentials of red blood cell and phospholipid (phosphatidylcholine from egg yolk plus cholesterol) vesicle suspensions have been measured using positively-charged, cyanine dyes that fluorimetrically responded to the change in potential.[10]
Purified rhodopsin has been incorporated into soybean phosphatidylcholine vesicles.[11]
Analysis Note
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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Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf
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