Literature DB >> 1518834

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

M Goto1, D R Kodali, D M Small, K Honda, K Kozawa, T Uchida.   

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 P2(1); a = 5.375(1), b = 8.286(2), c = 42.96(1) A; beta = 93.30(2) degrees, V = 1910 A3, rho = 1.065 g/cm3, and mu = 5.7 cm-1. The structure is a trilayer: a bilayer of palmitate chains packed in the beta mode (T parallel) 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.

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Year:  1992        PMID: 1518834      PMCID: PMC49860          DOI: 10.1073/pnas.89.17.8083

Source DB:  PubMed          Journal:  Proc Natl Acad Sci U S A        ISSN: 0027-8424            Impact factor:   11.205


  14 in total

1.  Polymorphic forms of 1,2-dipalmitoyl-sn-glycerol: a combined X-ray and electron diffraction study.

Authors:  D L Dorset; W A Pangborn
Journal:  Chem Phys Lipids       Date:  1988-09       Impact factor: 3.329

2.  Structural chemistry of 1,2 dilauroyl-DL-phosphatidylethanolamine: molecular conformation and intermolecular packing of phospholipids.

Authors:  P B Hitchcock; R Mason; K M Thomas; G G Shipley
Journal:  Proc Natl Acad Sci U S A       Date:  1974-08       Impact factor: 11.205

3.  Discussion paper: molecular structures and conformations of the phospholipids and sphingomyelins.

Authors:  M Sundaralingam
Journal:  Ann N Y Acad Sci       Date:  1972-06-20       Impact factor: 5.691

Review 4.  The role of protein kinase C in cell surface signal transduction and tumour promotion.

Authors:  Y Nishizuka
Journal:  Nature       Date:  1984 Apr 19-25       Impact factor: 49.962

5.  Glycerol conformation and molecular packing of membrane lipids. The crystal structure of 2,3-dilauroyl-D-glycerol.

Authors:  I Pascher; S Sundell; H Hauser
Journal:  J Mol Biol       Date:  1981-12-15       Impact factor: 5.469

6.  Refinement of the structure of beta-tricaprin.

Authors:  L H Jensen; A J Mabis
Journal:  Acta Crystallogr       Date:  1966-11-10

7.  The molecular structure of lecithin dihydrate.

Authors:  R H Pearson; I Pascher
Journal:  Nature       Date:  1979-10-11       Impact factor: 49.962

8.  The interfacial conformation and transbilayer movement of diacylglycerols in phospholipid bilayers.

Authors:  J A Hamilton; S P Bhamidipati; D R Kodali; D M Small
Journal:  J Biol Chem       Date:  1991-01-15       Impact factor: 5.157

9.  Specificity and mechanism of protein kinase C activation by sn-1,2-diacylglycerols.

Authors:  B R Ganong; C R Loomis; Y A Hannun; R M Bell
Journal:  Proc Natl Acad Sci U S A       Date:  1986-03       Impact factor: 11.205

10.  Surface properties of 1,2-dipalmitoyl-3-acyl-sn-glycerols.

Authors:  D A Fahey; D M Small
Journal:  Biochemistry       Date:  1986-07-29       Impact factor: 3.162

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  3 in total

Review 1.  An Insight into the Solid-State Miscibility of Triacylglycerol Crystals.

Authors:  Jorge Macridachis-González; Laura Bayés-García; And Teresa Calvet
Journal:  Molecules       Date:  2020-10-06       Impact factor: 4.411

2.  Polymorphism of a Highly Asymmetrical Triacylglycerol in Milk Fat: 1-Butyryl 2-Stearoyl 3-Palmitoyl-glycerol.

Authors:  Yoga Pratama; Sam Burholt; Daniel L Baker; Amin Sadeghpour; Elena Simone; Michael Rappolt
Journal:  Cryst Growth Des       Date:  2022-09-13       Impact factor: 4.010

3.  Remarkable functions of sn-3 hydroxy and phosphocholine groups in 1,2-diacyl-sn-glycerolipids to induce clockwise (+)-helicity around the 1,2-diacyl moiety: Evidence from conformation analysis by 1H NMR spectroscopy.

Authors:  Yoshihiro Nishida; Mengfei Yuan; Kazuo Fukuda; Kaito Fujisawa; Hirofumi Dohi; Hirotaka Uzawa
Journal:  Beilstein J Org Chem       Date:  2017-09-25       Impact factor: 2.883

  3 in total

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