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1,2-二棕榈酰-sn-甘油中的酰基迁移

Acyl migration in 1,2-dipalmitoyl-sn-glycerol.

作者信息

Kodali D R, Tercyak A, Fahey D A, Small D M

机构信息

Department of Biophysics, Housman Medical Research Center, Boston University School of Medicine, MA 02118-2394.

出版信息

Chem Phys Lipids. 1990 Feb;52(3-4):163-70. doi: 10.1016/0009-3084(90)90111-4.

DOI:10.1016/0009-3084(90)90111-4
PMID:2160332
Abstract

The acyl migration of 1,2-dipalmitoyl-sn-glycerol (1,2-DPG) to 1,3-dipalmitoylglycerol (1,3-DPG) in different states, neat, in the presence of egg yolk lecithin (sonicated and unsonicated) and on silica gel was studied. The isomerization was quantitated by scanning densitometry of charred TLC plates, at different temperatures and for varying periods of time. At equilibrium the amount of 1,3-DPG was found to be 56%. The rates of initial isomerization, and the time required to isomerize to half the equilibrium quantity (i.e., t1/2 eq. = 1,3-DPG 28%) under the above conditions was estimated. In the case of neat melt at 74 degrees C and in an organic solvent the time required to t1/2 eq. is 18 h and a few days, respectively. However, at 62 degrees C in the presence of a polar solvent (sodium phosphate buffer at pH 7.0) the t1/2 eq. is 1-2 h. On dry silica gel (TLC plate) at 24 degrees C the t1/2 eq. is reached in less than 1 h.

摘要

研究了1,2 - 二棕榈酰 - sn - 甘油(1,2 - DPG)在不同状态下,即纯态、存在蛋黄卵磷脂(超声处理和未超声处理)以及在硅胶上向1,3 - 二棕榈酰甘油(1,3 - DPG)的酰基迁移情况。通过对烧焦的薄层层析板进行扫描光密度测定,在不同温度和不同时间段对异构化进行定量分析。在平衡状态下,发现1,3 - DPG的量为56%。估算了上述条件下初始异构化速率以及异构化至平衡量一半(即t1/2 eq. = 1,3 - DPG 28%)所需的时间。在74℃的纯熔体和有机溶剂中,达到t1/2 eq.所需时间分别为18小时和几天。然而,在62℃存在极性溶剂(pH 7.0的磷酸钠缓冲液)时,t1/2 eq.为1 - 2小时。在24℃的干燥硅胶(薄层层析板)上,不到1小时即可达到t1/2 eq.

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