Interplay of Unsaturated Phospholipids and Cholesterol in Membranes: Effect of the Double-Bond Position

Biophysical Journal ◽

10.1529/biophysj.108.138123 ◽

2008 ◽

Vol 95 (7) ◽

pp. 3295-3305 ◽

Author(s):

Hector Martinez-Seara ◽

Tomasz Róg ◽

Marta Pasenkiewicz-Gierula ◽

Ilpo Vattulainen ◽

Mikko Karttunen ◽

...

Keyword(s):

Double Bond ◽

Double Bond Position

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Structural preferences for the double bond position in some unsaturated 3,3-diphenylpyrrolidines

Canadian Journal of Chemistry ◽

10.1139/v70-625 ◽

1970 ◽

Vol 48 (23) ◽

pp. 3742-3745 ◽

Author(s):

M. M. A. Hassan ◽

A. F. Casy

Keyword(s):

Double Bond ◽

Methyl Iodide ◽

Quaternary Salt ◽

Double Bond Position ◽

Magnesium Bromide ◽

Free Base ◽

Spectroscopic Evidence ◽

Structural Preferences ◽

Ethyl Magnesium Bromide ◽

The reaction between 3,3-diphenyl-3-cyano-1-methylpropyl isocyanate and ethyl magnesium bromide leads to 2-ethyl-5-methyl-3,3-diphenyl-1-pyrroline rather than the isomeric 2-ethylidenepyrrolidine. The protonated N-methyl analogue (identical with a major metabolite of methadone) retains the 1-pyrroline structure, but the free base is a cis-trans mixture of the corresponding 2-ethylidenepyrrolidines; the cis Me/Ph isomer preponderates and is the sole product (obtained as a quaternary salt) when the mixture is treated with methyl iodide. 5-Methyl-2-methylene-3,3-diphenylpyrrolidine, a lower homologue of the methadone metabolite, isomerizes to a 1-pyrroline derivative when protonated or methylated. All structural conclusions are based on i.r. and p.m.r. spectroscopic evidence.

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Determination of double bond position in monounsaturated fatty acid esters by mass spectrometry of their trimethylsilyloxy derivatives

Analytical Chemistry ◽

10.1021/ac60266a013 ◽

1968 ◽

Vol 40 (10) ◽

pp. 1458-1463 ◽

Author(s):

Pompeo. Capella ◽

C. M. Zorzut

Keyword(s):

Mass Spectrometry ◽

Double Bond ◽

Double Bond Position ◽

Fatty Acid Esters ◽

Monounsaturated Fatty Acid ◽

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Determination of double bond position in polyunsaturated fatty acids using combination gas chromatography mass spectrometry

Lipids ◽

10.1007/bf02531051 ◽

1969 ◽

Vol 4 (6) ◽

pp. 619-621 ◽

Author(s):

E. G. Perkins ◽

C. J. Argoudelis

Keyword(s):

Mass Spectrometry ◽

Fatty Acids ◽

Gas Chromatography ◽

Double Bond ◽

Polyunsaturated Fatty Acids ◽

Double Bond Position ◽

Gas Chromatography Mass Spectrometry ◽

Chromatography Mass Spectrometry

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Determination of monounsaturated double-bond position and geometry in the cellular fatty acids of the pathogenic bacterium Francisella tularensis.

Journal of Clinical Microbiology ◽

10.1128/jcm.21.5.738-740.1985 ◽

1985 ◽

Vol 21 (5) ◽

pp. 738-740 ◽

Author(s):

P D Nichols ◽

W R Mayberry ◽

C P Antworth ◽

D C White

Keyword(s):

Fatty Acids ◽

Double Bond ◽

Francisella Tularensis ◽

Double Bond Position ◽

Pathogenic Bacterium ◽

Cellular Fatty Acids

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Mass spectrometric indication of double bond position in dodecenals without any chemical derivatization

Biological Mass Spectrometry ◽

10.1002/bms.1200170413 ◽

1988 ◽

Vol 17 (4) ◽

pp. 301-306 ◽

Author(s):

Michio Horiike ◽

Chisato Hirano

Keyword(s):

Double Bond ◽

Double Bond Position ◽

Mass Spectrometric ◽

Chemical Derivatization

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The importance of double bond position and cis–trans isomerisation in diesel combustion and emissions

Fuel ◽

10.1016/j.fuel.2012.08.007 ◽

2013 ◽

Vol 105 ◽

pp. 477-489 ◽

Author(s):

Paul Hellier ◽

Nicos Ladommatos ◽

Robert Allan ◽

Sorin Filip ◽

John Rogerson

Keyword(s):

Double Bond ◽

Double Bond Position ◽

Diesel Combustion

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Determining Double Bond Position in Lipids Using Online Ozonolysis Coupled to Liquid Chromatography and Ion Mobility-Mass Spectrometry

Analytical Chemistry ◽

10.1021/acs.analchem.7b04007 ◽

2018 ◽

Vol 90 (3) ◽

pp. 1915-1924 ◽

Author(s):

Rachel A. Harris ◽

Jody C. May ◽

Craig A. Stinson ◽

Yu Xia ◽

John A. McLean

Keyword(s):

Mass Spectrometry ◽

Liquid Chromatography ◽

Double Bond ◽

Ion Mobility ◽

Double Bond Position ◽

Ion Mobility Mass Spectrometry

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Identification of Double Bond Position Isomers in Unsaturated Lipids by m-CPBA Epoxidation and Mass Spectrometry Fragmentation

Analytical Chemistry ◽

10.1021/acs.analchem.8b04905 ◽

2019 ◽

Vol 91 (3) ◽

pp. 1791-1795 ◽

Author(s):

Yu Feng ◽

Bingming Chen ◽

Qinying Yu ◽

Lingjun Li

Keyword(s):

Mass Spectrometry ◽

Double Bond ◽

Double Bond Position ◽

Unsaturated Lipids ◽

Mass Spectrometry Fragmentation

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Effect of Double Bond Position on Dehydroergosterol Fluorescence Intensity Dips in Phosphatidylcholine Bilayers with Saturatedsn-1 and Monoenoicsn-2 Acyl Chains

The Journal of Physical Chemistry B ◽

10.1021/jp020585e ◽

2002 ◽

Vol 106 (24) ◽

pp. 6338-6345 ◽

Author(s):

Mei Mei Wang ◽

Istvan P. Sugar ◽

Parkson Lee-Gau Chong

Keyword(s):

Double Bond ◽

Fluorescence Intensity ◽

Double Bond Position ◽

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Influence of the cis-9, cis-12 and cis-15 double bond position in octadecenoic acid (18:1) isomers on the rat FADS2-catalyzed Δ6-desaturation

Chemistry and Physics of Lipids ◽

10.1016/j.chemphyslip.2015.02.001 ◽

2015 ◽

Vol 187 ◽

pp. 10-19 ◽

Author(s):

Vincent Rioux ◽

Benjamin Choque ◽

Hélène Ezanno ◽

Cécile Duby ◽

Daniel Catheline ◽

...

Keyword(s):

Double Bond ◽

Octadecenoic Acid ◽

Double Bond Position

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