Single crystal structure of a mixed-chain triacylglycerol: 1,2-Dipalmitoyl-3-acetyl-sn-glycerol

M. Goto, D. R. Kodali, D. M. Small, K. Honda, K. Kozawa, T. Uchida

Research output: Contribution to journalArticlepeer-review

44 Scopus citations

Abstract

The mixed chain triacylglycerol 1,2-dipalmitoyl-3-acetyl-sn-glycerol was synthesized and its crystal structure was determined to a final reliability factor (R) of 0.11. Two molecules are present in the monoclinic unit cell: space group P21; a = 5.375(1), b = 8.286(2), c = 42.96(1) Å; β = 93.30(2)°, V = 1910 Å3, ρ = 1.065 g/cm3, and μ = 5.7 cm-1. The structure is a trilayer: a bilayer of palmitate chains packed in the β mode (T/ /) and an interdigitated monolayer of acetates. The glycerol backbone and acetate extend roughly linearly from the sn-1 chain. The sn-2 chain bends around the C-2 carbon to lie next to the sn-1 chain. Analysis of the torsion angles indicate that the glycerol conformation of 1,2-dipalmitoyl-3-acetyl-sn-glycerol is markedly different from single acid triacylglycerols and from 1,2-diacyl-sn-glycerols but very similar to 1,2-dimyristoyl-sn-glycero-3-phosphocholine.

Original languageEnglish (US)
Pages (from-to)8083-8086
Number of pages4
JournalProceedings of the National Academy of Sciences of the United States of America
Volume89
Issue number17
DOIs
StatePublished - 1992

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