A convenient method for the synthesis of phosphatidylcholines

被引：0

作者：

Bragina, NA ^{[1
]}

Kurochkina, EY ^{[1
]}

Anikin, AV ^{[1
]}

Chupin, VV ^{[1
]}

机构：

[1] Lomonosov Acad Fine Chem Technol, Moscow 117571, Russia

来源：

BIOORGANICHESKAYA KHIMIYA | 1998年 / 24卷 / 02期

关键词：

deuterium-labeled lipids; phosphatidylcholine; phosphorylation; choline tetraphenylborate;

D O I：

暂无

中图分类号：

学科分类号：

摘要：

A convenient method for the preparation of phosphatidylcholines is proposed, which is based upon phosphorylation of diglycerides with phosphorus oxychloride followed by a reaction of the resulting dichlorophosphates with choline tetraphenylborates. This requires no isolation of intermediates and affords phosphatidylcholines with >60% yields. By its use, two novel ester and ether phosphatidylcholines with deuterium labels in the hydrophilic moiety, rac-1,2-dihexadecylglycero-3-phospho(H-2(13))choline and rac-1,2-dipalmitoylglycero-3-phospho(H-2(13))choline, were synthesized.

引用

页码：147 / 150

页数：4

共 10 条

[1] TOTAL SYNTHESIS OF PHOSPHATIDYLCHOLINES [J].

ANEJA, R ;

CHADHA, JS .

BIOCHIMICA ET BIOPHYSICA ACTA, 1971, 248 (03) :455-&

[2] IMPROVED SYNTHESIS OF CHOLINE PHOSPHOLIPIDS [J].

BROCKERHOFF, H ;

AYENGAR, NKN .

LIPIDS, 1979, 14 (01) :88-89

[3]

CHUDINOV MV, 1993, BIOORG KHIM+, V19, P250

[4] THE DESCRIPTION OF MEMBRANE LIPID CONFORMATION, ORDER AND DYNAMICS BY H-2-NMR [J].

DAVIS, JH .

BIOCHIMICA ET BIOPHYSICA ACTA, 1983, 737 (01) :117-171

[5] PHOSPHOLIPID SYNTHESIS - OXAZAPHOSPHOLANES AND DIOXAPHOSPHOLANES AS INTERMEDIATES [J].

EIBL, H .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1978, 75 (09) :4074-4077

[6]

HARBISON GS, 1984, J LIPID RES, V25, P1140

[7] SYNTHESIS OF A PERDEUTERATED PHOSPHOLIPID - 1,2-DIMYRISTOYL-SN-GLYCERO-3-PHOSPHOCHOLINE-D72 [J].

KINGSLEY, PB ;

FEIGENSON, GW .

CHEMISTRY AND PHYSICS OF LIPIDS, 1979, 24 (02) :135-147

[8] NEUTRON-SCATTERING - NEW LOOK AT BIOLOGICAL MOLECULES [J].

MARX, JL .

SCIENCE, 1977, 198 (4316) :481-483

[9] PHOSPHOLIPID HEAD GROUPS AS SENSORS OF ELECTRIC CHARGE IN MEMBRANES [J].

SEELIG, J ;

MACDONALD, PM ;

SCHERER, PG .

BIOCHEMISTRY, 1987, 26 (24) :7535-7541

[10] DYNAMIC STRUCTURE OF MEMBRANES BY DEUTERIUM NMR [J].

SMITH, RL ;

OLDFIELD, E .

SCIENCE, 1984, 225 (4659) :280-288

← 1 →