SYNTHESIS OF CARBAMYL AND ETHER ANALOGS OF PHOSPHATIDYLCHOLINES

SYNTHESIS OF CARBAMYL AND ETHER ANALOGS OF PHOSPHATIDYLCHOLINES
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DOI:
10.1016/0009-3084(84)90069-0
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发表时间:
1984-01-01
影响因子:
3.4
通讯作者:
GUPTA, CM
GUPTA, CM
中科院分区:
生物学3区
文献类型:
--
作者:
AGARWAL, K;BALI, A;GUPTA, CM

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描述了一种磷脂酰胆碱的新型类似物——1 - O -十六烷基 - 2 - O - N -(顺 - 8 -十七碳烯基)氨甲酰基 - sn -甘油 - 3 -磷酸胆碱的全合成。每一步操作都很简单,并且能以高产率得到所需产物。此外,合成过程中形成的一些中间体被有效地用于制备1 - O -十六烷基 - 2 - O -油酰基 - sn -甘油 - 3 -磷酸胆碱、1 - O -十六烷基 - 2 -油酰基 - sn -甘油 - 3 -磷酸胆碱和3 - O -十六烷基 - 2 -油酰基 - sn -甘油 - 1 -磷酸胆碱。这些磷脂酰胆碱(PC)类似物对于研究磷脂酶在体内脂质体的捕获和裂解中可能发挥的作用是有用的。
A complete synthesis of 1-O-hexadecyl-2-O-N-(heptadec-8-cis-enyl)carbamyl-sn-glycero-3-phosphocholine, a novel analog of phosphatidylcholine, was described. Each step is simple to perform and gives the desired products in high yield. Also, some of the intermediates formed during the synthesis were efficiently utilized to prepare 1-O-hexadecyl-2-O-oleoyl-sn-glycero-3-phosphocholine, 1-O-hexadecyl-2-oleoyl-sn-glycero-3-phosphocholine and 3-O-hexa-decyl-2-oleoyl-sn-glycero-1-phosphocholine. These phosphatidylcholine (PC) analogs are useful for studying the possible role of phospholipases in the capture and lysis of liposomes in vivo.