X-ray diffraction studies using a novel synthetic phospholipid

Cudmore, A.J.; Bradshaw, Jeremy P.; Alecio, M.R.

doi:10.1016/0301-4622(93)e0083-h

Cited by 4 publications

(4 citation statements)

References 19 publications

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“…At ethyl 6-bromo-5,9-eicosadienoate.-Gc-ms (70 eV) miz [M-Br]+ 321 ( 8), [M-Br-CH3OH}+ 289 (4), 247 (4), 205 (3), [C13H24]+ 180 (15), 167 (4), 160 (7), 159 (7), 149 (12), 147 (7), 141 (16), 139 (15), 135 (11), 133(6), 131 (5), 121 (11), 119 (12), 111 (11), 109 (21), 107 (13), 105 (11), 97 (28), 95 (22), 91 (22), 85 (11), 83 (43), 81 (44), 79 (44), 74 (34), 71 (18), 69 (57), 67 (46), 57 (59), 55 (100). N-6-Bromoeicosa-5,9-dienoylpyrrolidine.-Gc-ms (70 eV)wz/z[M-Br]+ 360 (20),260 (9),tCnH17NOBr]+ 258 (7), 194 (1), [C"H18NO]+ 180 (5), 168 (3), 126 (26), [C6HUNC>]+ 113 (100), 98 (23), 85 (11).…”

Section: Resultsmentioning

confidence: 99%

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Identification of a New 6-Bromo-5,9-eicosadienoic Acid from the Anemone Condylactis gigantea and the Zoanthid Palythoa caribaeorum

Carballeira

Reyes

1995

J. Nat. Prod.

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A new brominated fatty acid, 6-bromo-5,9-eicosadienoic acid [1] was identified in the phospholipids (mainly phosphatidylethanolamine) of the anemone Condylactis gigantea and the zoanthid Palythoa caribaeorum. The delta 5,9 fatty acids, 5,9-octadecadienoic acid, 5,9-eicosadienoic acid, 5,9-docosadienoic acid, and 5,9-tetracosadienoic acid, were also identified in both organisms. Structural elucidation was accomplished by spectroscopic and chemical means. Our results further corroborate that delta 5,9 phospholipid fatty acids are not unique to sponges, as recognized previously, but can be found in other marine invertebrates such as anemones and zoanthids. An improved procedure for the synthesis of picolinyl esters is also described.

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Section: Resultsmentioning

confidence: 99%

“…Brominated phospholipids, such as 1 -oleoyl-2-(9,10-dibromostearoyl)-i»-glycero-3-phosphocholine, have been used to study protein insertion into membranes (11,12). The bromine atom provides a unique probe for fluorescence quenching experiments and X-ray diffraction studies (13).…”

mentioning

confidence: 99%

Identification of a New 6-Bromo-5,9-eicosadienoic Acid from the Anemone Condylactis gigantea and the Zoanthid Palythoa caribaeorum

Carballeira

Reyes

1995

J. Nat. Prod.

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“…The electron-rich Br atom can be a good reporter in X-ray diffraction studies for detecting particular atomic positions in lipid tails consisting of continuous methylene and terminal methyl groups. X-ray diffraction data of a bilayer membrane composed of mono-bromo dipalmitoylphosphatidylcholine (DPPC) 1 disclosed the terminal position of the hydrocarbon chain in the membrane, where the terminus of lipid chains was substituted with a Br instead of the ω-methyl group [25]. Br mimics the size of the ω-methyl group of the hydrocarbon chain because both have similar van der Waals radii (Br: 185 pm; CH 3 : 200 pm).…”

Section: Halogensmentioning

confidence: 99%

“…Membranes 2021, 11, x 4 of 18 position of the hydrocarbon chain in the membrane, where the terminus of lipid chains was substituted with a Br instead of the ω-methyl group [25]. Br mimics the size of the ωmethyl group of the hydrocarbon chain because both have similar van der Waals radii (Br: 185 pm; CH3: 200 pm).…”

Section: Halogensmentioning

confidence: 99%

Heavy Atom Detergent/Lipid Combined X-ray Crystallography for Elucidating the Structure-Function Relationships of Membrane Proteins

2021

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Membrane proteins reside in the lipid bilayer of biomembranes and the structure and function of these proteins are closely related to their interactions with lipid molecules. Structural analyses of interactions between membrane proteins and lipids or detergents that constitute biological or artificial model membranes are important for understanding the functions and physicochemical properties of membrane proteins and biomembranes. Determination of membrane protein structures is much more difficult when compared with that of soluble proteins, but the development of various new technologies has accelerated the elucidation of the structure-function relationship of membrane proteins. This review summarizes the development of heavy atom derivative detergents and lipids that can be used for structural analysis of membrane proteins and their interactions with detergents/lipids, including their application with X-ray free-electron laser crystallography.

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Locating intercalants within lipid bilayers using fluorescence quenching by bromophospholipids and iodophospholipids

Alexenberg

Afri

Eliyahu

et al. 2019

Chemistry and Physics of Lipids

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X-ray diffraction studies using a novel synthetic phospholipid

Cited by 4 publications

References 19 publications

Identification of a New 6-Bromo-5,9-eicosadienoic Acid from the Anemone Condylactis gigantea and the Zoanthid Palythoa caribaeorum

Identification of a New 6-Bromo-5,9-eicosadienoic Acid from the Anemone Condylactis gigantea and the Zoanthid Palythoa caribaeorum

Heavy Atom Detergent/Lipid Combined X-ray Crystallography for Elucidating the Structure-Function Relationships of Membrane Proteins

Locating intercalants within lipid bilayers using fluorescence quenching by bromophospholipids and iodophospholipids

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