Acid double bonds in fatty acids usually have the cis

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Unformatted text preview: s – saturated fatty acid Any double bonds – unsaturated fatty acid Only 1 double bond – monounsaturated fatty acid O C O - • >1 double bond – polyunsaturated fatty acid Double bonds in fatty acids usually have the cis configuration. Most naturally occurring fatty acids have an even number of carbon atoms. γ 4 β 3 α 2 O C 1 O− fatty acid with a cis-∆9 double bond Some fatty acids and their common names: Some fatty acids and their common names: 14:0 myristic acid; 16:0 palmitic acid; 18:0 stearic acid; 18:1 cis∆ 9 oleic acid 18:2 cis∆ 9,12 linoleic acid (or ω ­6,9) 18:3 cis∆ 9,12,15 α­linonenic acid (or ω ­3,6,9) 20:4 cis∆ 5,8,11,14 arachidonic acid 20:5 cis∆ 5,8,11,14,17 eicosapentaenoic acid (an omega­3) Mammalian hepatocytes unable to make fatty acids with double bonds past ∆ 9 (required in diet) There is free rotation about C­C bonds in the fatty There is free rotation about acid hydrocarbon, except where there is a double bond. Each cis double bond causes a kink in the chain. Fatty acids with kinks cannot pack together as tightly as fully saturated fatty acids (lower melting points) Can fatty a...
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