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 II-S
form
powder or solid
concentration
14-29% (choline)
functional group
phospholipid
lipid type
phosphoglycerides
shipped in
ambient
storage temp.
2-8°C
Quality Level
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General description
P5638 is a crude extract of soybean phospholipids.
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. 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.
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. 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.
Application
L-α-Phosphatidylcholine has been used:
- as a component in the test freezing medium (TFM) formulated for cryopreservation of prepubertal testicular tissue
- to investigate its effects on the fluorescence signals in voltage-clamp fluorometry (VCF)
- to prepare soy lecithin liposomes for the biotransformation into lysolecithin and fatty acids for valorization of soy lecithin by enzyme cascade reactions
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. In addition to being the major structural component of cellular membranes, phosphatidylcholine serves as a reservoir for several lipid messengers. It is the source of the bioactive lipids lysophosphatidylcholine, phosphatidic acid, diacylglycerol, lysophosphatidylcholine, platelet activating factor, and arachidonic acid.
Phosphatidylcholine is used for preparation of vesicle suspensions, commonly called liposomes, or as monolayers. Monolayers have been formed using a solution of 1% soybean phosphatidylcholine in hexane.
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.
Purified rhodopsin has been incorporated into soybean phosphatidylcholine vesicles.
Phosphatidylcholine is used for preparation of vesicle suspensions, commonly called liposomes, or as monolayers. Monolayers have been formed using a solution of 1% soybean phosphatidylcholine in hexane.
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.
Purified rhodopsin has been incorporated into soybean phosphatidylcholine vesicles.
Analysis Note
P5638 is a crude soy extract that contains many other lipids.
저장 등급
11 - Combustible Solids
wgk
WGK 1
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Austin J Rice et al.
The Journal of biological chemistry, 288(29), 21228-21235 (2013-05-28)
In bacteria, ATP-binding cassette (ABC) transporters are vital for the uptake of nutrients and cofactors. Based on differences in structure and activity, ABC importers are divided into two types. Type I transporters have been well studied and employ a tightly
A simplified and specific method for the estimation of choline.
C J ACKERMAN et al.
Analytical biochemistry, 1, 327-336 (1960-12-10)
Burcu Ustuner et al.
Animal reproduction science, 164, 97-104 (2015-12-20)
The aim of the current study was to evaluate the effects of different concentrations of rainbow trout seminal plasma (RTSP) (0.1%, 1% and 10%) in extenders containing either egg yolk or lecithin for use in Awassi ram semen cryopreservation. Pooled
Stealth Liposomes
Lasic, D.D. and Martin, F.J. et al.
CRC Press (1995)
R Cassia-Moura et al.
Journal of theoretical biology, 206(2), 235-241 (2000-09-01)
Dynamic activation of ion channels formed by colicin Ia incorporated into a planar bilayer lipid membrane (BLM) was investigated by the voltage clamp technique using different step voltage stimuli. We have demonstrated a critical resting interval, Deltat(c), between two identical
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