TABLE 10.1 Some biologically important fatty acids Common Name Systematic Name Abbreviation Structure Melting Point ("C) Saturated Fatty Acids Capric acid Decanoic acid 10:0 CH(CH,),COOH 31.6 Lauric acid Dodecanoic acid 12:0 CH3(CH2)10COOH 44.2 Myristic acid Tetradecanoic acid 14:0 CH3(CH2)12COOH CH3(CH2)1,COOH 53.9 Palmitic acid Hexadecanoic acid 16:0 63.1 Stearic acid Octadecanoic acid 18:0 CH(CH-)16COOH 69.6 Arachidic acid Eicosanoic acid 20:0 CHĄ(CH,)1,COOH 76.5 Behenic acid Docosanoic acid 22:0 CH3(CH)2COOH 81.5 Lignoceric acid Tetracosanoic acid 24:0 CH3(CH2)22COOH 86.0 Cerotic acid Hexacosanoic acid 26:0 CH,(CH,)2,COOH 88.5 Unsaturated Fatty Acids Palmitoleic acid cis-9-Hexadecenoic acid 16:1CA9 CH3(CH2)sCH=CH(CH2),COOH Oleic acid cis-9-Octadecenoic acid 18:1CA9 CH3(CH2),CH=CH(CH2),COOH 16 Linoleic acid cis,cis-9,12-Octadecenoic acid 18:2CA9,12 CH3(CH2),CH= CHCH,CH=CH(CH,),COOH Linolenic acid all-cis-9,12,15-Octadecenoic acid 18:3CA9,12,15 CH,CH,CH=CHCH,CH= CHCH,CH=CH(CH2);COOH -11 Arachidonic acid all-cis-5,8,11,14-Eicosatetraenoic 20:4cA5,8,11,14 CH3(CH,),CH= -50 acid CHCH,CH=CHCH;CH= CHCH,CH=CH(CH),COOH

Biochemistry
9th Edition
ISBN:9781319114671
Author:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Publisher:Lubert Stryer, Jeremy M. Berg, John L. Tymoczko, Gregory J. Gatto Jr.
Chapter1: Biochemistry: An Evolving Science
Section: Chapter Questions
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Give structures for the following, based on the data in Table .

(a) cis-9-Dodecenoic acid

(b) 18:1c∆11

(c) A saturated fatty acid that should melt below 30 °C

TABLE 10.1 Some biologically important fatty acids
Common Name
Systematic Name
Abbreviation
Structure
Melting Point ("C)
Saturated Fatty Acids
Capric acid
Decanoic acid
10:0
CH(CH,),COOH
31.6
Lauric acid
Dodecanoic acid
12:0
CH3(CH2)10COOH
44.2
Myristic acid
Tetradecanoic acid
14:0
CH3(CH2)12COOH
CH3(CH2)1,COOH
53.9
Palmitic acid
Hexadecanoic acid
16:0
63.1
Stearic acid
Octadecanoic acid
18:0
CH(CH-)16COOH
69.6
Arachidic acid
Eicosanoic acid
20:0
CHĄ(CH,)1,COOH
76.5
Behenic acid
Docosanoic acid
22:0
CH3(CH)2COOH
81.5
Lignoceric acid
Tetracosanoic acid
24:0
CH3(CH2)22COOH
86.0
Cerotic acid
Hexacosanoic acid
26:0
CH,(CH,)2,COOH
88.5
Unsaturated Fatty Acids
Palmitoleic acid
cis-9-Hexadecenoic acid
16:1CA9
CH3(CH2)sCH=CH(CH2),COOH
Oleic acid
cis-9-Octadecenoic acid
18:1CA9
CH3(CH2),CH=CH(CH2),COOH
16
Linoleic acid
cis,cis-9,12-Octadecenoic acid
18:2CA9,12
CH3(CH2),CH=
CHCH,CH=CH(CH,),COOH
Linolenic acid
all-cis-9,12,15-Octadecenoic acid
18:3CA9,12,15
CH,CH,CH=CHCH,CH=
CHCH,CH=CH(CH2);COOH
-11
Arachidonic acid
all-cis-5,8,11,14-Eicosatetraenoic
20:4cA5,8,11,14
CH3(CH,),CH=
-50
acid
CHCH,CH=CHCH;CH=
CHCH,CH=CH(CH),COOH
Transcribed Image Text:TABLE 10.1 Some biologically important fatty acids Common Name Systematic Name Abbreviation Structure Melting Point ("C) Saturated Fatty Acids Capric acid Decanoic acid 10:0 CH(CH,),COOH 31.6 Lauric acid Dodecanoic acid 12:0 CH3(CH2)10COOH 44.2 Myristic acid Tetradecanoic acid 14:0 CH3(CH2)12COOH CH3(CH2)1,COOH 53.9 Palmitic acid Hexadecanoic acid 16:0 63.1 Stearic acid Octadecanoic acid 18:0 CH(CH-)16COOH 69.6 Arachidic acid Eicosanoic acid 20:0 CHĄ(CH,)1,COOH 76.5 Behenic acid Docosanoic acid 22:0 CH3(CH)2COOH 81.5 Lignoceric acid Tetracosanoic acid 24:0 CH3(CH2)22COOH 86.0 Cerotic acid Hexacosanoic acid 26:0 CH,(CH,)2,COOH 88.5 Unsaturated Fatty Acids Palmitoleic acid cis-9-Hexadecenoic acid 16:1CA9 CH3(CH2)sCH=CH(CH2),COOH Oleic acid cis-9-Octadecenoic acid 18:1CA9 CH3(CH2),CH=CH(CH2),COOH 16 Linoleic acid cis,cis-9,12-Octadecenoic acid 18:2CA9,12 CH3(CH2),CH= CHCH,CH=CH(CH,),COOH Linolenic acid all-cis-9,12,15-Octadecenoic acid 18:3CA9,12,15 CH,CH,CH=CHCH,CH= CHCH,CH=CH(CH2);COOH -11 Arachidonic acid all-cis-5,8,11,14-Eicosatetraenoic 20:4cA5,8,11,14 CH3(CH,),CH= -50 acid CHCH,CH=CHCH;CH= CHCH,CH=CH(CH),COOH
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