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Phosphatidylethanolamines (bovine) Sale

(Synonyms: 磷酯酰乙醇胺) 目录号 : GC44631

A glycerophospholipid

Phosphatidylethanolamines (bovine) Chemical Structure

Cas No.:90989-93-8

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产品描述

Phosphatidylethanolamine is the most abundant phospholipid in prokaryotes and the second most abundant found in the membrane of mammalian, plant, and yeast cells, comprising approximately 25% of total mammalian phospholipids. In the brain, phosphatidylethanolamine comprises almost half of the total phospholipids. It is synthesized mainly through the cytidine diphosphate-ethanolamine and phosphatidylserine decarboxylation pathways, which occur in the endoplasmic reticulum (ER) and mitochondrial membranes, respectively. It is a precursor in the synthesis of phosphatidylcholine and arachidonoyl ethanolamide and is a source of ethanolamine used in various cellular functions. In E. coli, phosphatidylethanolamine deficiency prevents proper assembly of lactose permease, suggesting a role as a lipid chaperone. It is a cofactor in the propagation of prions in vitro and can convert recombinant mammalian proteins into infectious molecules even in the absence of RNA. Phosphatidylethanolamines (bovine) is a mixture of phosphatidylethanolamines isolated from bovine brain with various fatty acyl groups at the sn-1 and sn-2 positions.

Chemical Properties

Cas No. 90989-93-8 SDF
别名 磷酯酰乙醇胺
Canonical SMILES O=P([O-])(OCC[NH3+])OC[C@@H](COC([R1])=O)OC([R2])=O
分子式 C41H78NO8P (for oleoyl) 分子量 744
溶解度 Chloroform: Soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 1.3441 mL 6.7204 mL 13.4409 mL
5 mM 0.2688 mL 1.3441 mL 2.6882 mL
10 mM 0.1344 mL 0.672 mL 1.3441 mL
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Research Update

The effect of acidic lipids on the activity of bovine milk galactosyltransferase in vesicles of different Phosphatidylethanolamines

Biochim Biophys Acta 1985 Jun 11;816(1):182-6.PMID:3924098DOI:10.1016/0005-2736(85)90407-9.

bovine milk galactosyltransferase was incorporated into vesicles prepared from different Phosphatidylethanolamines which varied widely in both their gel-liquid crystalline and their lamellar-hexagonal phase transition temperatures. Although all Phosphatidylethanolamines stimulated the activity of the enzyme the extent of stimulation varied. Acidic lipids phosphatidylserine and phosphatidic acid inhibited the activity of the enzyme incorporated into all of the Phosphatidylethanolamines except when the enzyme was in soya PE in which the acidic lipids had no effect.

The modulation of bovine milk D-galactosyltransferase by various Phosphatidylethanolamines

Carbohydr Res 1986 Jun 1;149(1):47-58.PMID:3089603DOI:10.1016/s0008-6215(00)90368-9.

To investigate the possible role of nonbilayer phases in the modulation of glycosyltransferase activity, bovine milk D-galactosyltransferase has been studied in phosphatidylethanolamine (PE) membranes, including soybean PE, egg PE, PE prepared by transphosphatidylation of egg PC, bovine brain PE, plasmalogen PE, and DPPE. The gel-to-liquid crystalline transition (TC) and the lamellar-to-hexagonal transitions (TH) are known for most of the PE compounds. The lower the TC (or TH) value, the greater the stimulation of galactosyltransferase activity in both the lactose- and N-acetyllactosamine-synthetase reactions. No correlation was found between either TC or TH value and the break in the Arrhenius plots for the N-acetyllactosamine synthetase. In membranes consisting of mixtures of PE with PC, the dominant effect was that of PC. The stimulation of activity in the mixed-lipid systems was never greater than that produced by PC alone, therefore the enzyme showed a definite preference for PC in the mixtures.

Physico-chemical behaviors of human and bovine milk membrane extracts and their influence on gastric lipase adsorption

Biochimie 2020 Feb;169:95-105.PMID:31866313DOI:10.1016/j.biochi.2019.12.003.

Milk fat globule membrane conditions the reactivity and enzymatic susceptibility of milk lipids. The use of bovine membrane extracts to make infant formulas more biomimetic of human milk has been suggested recently. A comparison of the physico-chemical behavior of human and bovine milk membrane extracts and their interaction with gastric lipase is here undertaken using biophysical tools. Milk membrane extracts (70% of polar lipids) were obtained either pooling of mature human milk (n = 5) or bovine buttermilk. Human extract contained more anionic glycerophospholipids, less phosphatidylethanolamine and more unsaturated fatty acids (57% versus 46%) than bovine extract. Human extract presented a higher compressibility, with slower increase of surface pressure, than bovine extract. Micronic liquid condensed (LC) domains were evidenced in both extracts at 10 mN/m, but the evolution differs upon compression. Upon gastric lipase addition, an adsorption preference for liquid expanded phase (LE) was observed for both extracts. However, insertion was more homogeneous in terms of height level in human extract and impacted less its lipid lateral organization than in bovine extract. Both membrane extracts share close physico-chemical properties, however human membrane higher compressibility may favour gastric lipase insertion and higher interfacial reactivity in gastric conditions.

Elastic properties of polyunsaturated Phosphatidylethanolamines influence rhodopsin function

Faraday Discuss 2013;161:383-95; discussion 419-59.PMID:23805751DOI:10.1039/c2fd20095c.

Membranes with a high content of polyunsaturated Phosphatidylethanolamines (PE) facilitate formation of metarhodopsin-II (M(II)), the photointermediate of bovine rhodopsin that activates the G protein transducin. We determined whether M(II)-formation is quantitatively linked to the elastic properties of PEs. Curvature elasticity of monolayers of the polyunsaturated lipids 18 : 0-22 : 6(n - 3)PE, 18 : 0-22 : 5(n)- 6PE and the model lipid 18 : 1(n - 9)-18 : 1,(n- 9)PE were investigated in the inverse hexagonal phase. All three lipids form lipid monolayers with rather low spontaneous radii of curvature of 26-28 angstroms. In membranes, all three PEs generate high negative curvature elastic stress that shifts the equilibrium of MI(I)/M(II) photointermediates of rhodopsin towards M(II) formation.

bovine colostrum: changes in lipid constituents in the first 5 days after parturition

J Dairy Sci 2014;97(8):5065-72.PMID:24931528DOI:10.3168/jds.2013-7517.

Despite the great interest paid to protein components in colostrum, fat also plays an important role in the supply of essential nutrients to provide energy, increase metabolism, and protect the newborn calf against microbial infections. This work aimed to elucidate levels of different fat components in colostrum, in particular fatty acid (FA), triglyceride (TG), cholesterol, and phospholipid contents. Colostrum samples from primiparous and multiparous (3-5 lactations) Holstein dams, fed the same ration indoors, were collected on the first 5d after parturition, analyzed, and compared with milk samples from the same cows collected at 5mo of lactation. Fat content during the first 5d of milking did not vary. However, the proportion of short-chain saturated FA increased and that of long-chain FA decreased. The concentration of n-3 FA was higher on the first day of calving than on the other days, with clear differences in the number and type of n-3 FA. Conjugated linoleic isomers and trans FA slowly increased from d 1 to 5, reaching a maximum at 5mo of lactation. Changes in the distribution profile of TG were observed as lactation progressed, with a shift from a prevalence of high-carbon-number TG (C48-50) on d 1 to a bimodal distribution (maxima at C38 and C50) on d 5, characteristic of mid-lactation milk. Cholesterol content was high in the first hours after calving and rapidly decreased within 48h. Colostrum sampled on d 1 also had a high content of phospholipids. Phosphatidylethanolamine and sphingomyelin were, respectively, lower and higher in the first 5d than in mid-lactation milk. The influence of lactation number on colostrum fat composition was also considered and significant results were obtained for all FA groups (except for polyunsaturated and n-6 FA) and TG content.