1018 CHAPTER TWENTY-SIX Lipids OC(CH2)16CH OC(CH,)16CH H,C H, HC-OC(CH2)6CH2 CH(CH2)CH HC-OC(CH2)1CI OC(CH2)16CH3 H OC(CH2)16CH3 2-Oleyl-1, 3-distearylglycerol(mp 43C Tristearin(mp72°C) FIGURE 26. 2 The structures of two typical triacylglycerols. (a)2-oleyl-1, 3-distearylglycerol is a naturally occurring triacyl- glycerol found in cocoa butter. The cis double bond of its oleyl group gives the molecule a shape that interferes with efficient crys tal packing. (b)Catalytic hydrogenation converts 2-oleyl-1, 3-distearylglycerol to tristearin Tristearin has a higher melting point than 2-oleyl-1, 3-distearylglycerol TABLE 26.1 Some Representative Fatty Acids Structural formula Systematic name Common name Saturated fatty acids CH3(CH2)10COOH Dodecanoic acid acid CH3(CH2)12 COOH Tetradecanoic acid Myristic acid CH3(CH2)14CO0H Hexadecanoic acid Palmitic acid CH3(CH2)16COOH Octadecanoic acid Stearic acid CH3(CH2)18COOH Icosanoic acid Arachidic acid Unsaturated fatty acids CH3(CH2)7CH=CH(CH2)7COOH (Z)-9-Octadecenoic acid oleic acid CH3(CH2)4CH=CHCH, CH=CH(CH2),COOH (9z122)-912 Octadecadienoic acid CHa CH2 CH=CHCH2 CH=CHCH2 CH=CH( CH2)7COOH (9z122152)-9,12,15 Linolenic acid ctadecatrienoic acid CH3(CH2)4CH=CHCH2 CH=CHCH2 CH=CHCH2 CH=CH(CH2)3COOH (5Z, 8Z, 11Z, 14Z) Arachidonic acid 58,11,14 Icosatetraenoic acid Back Forward Main MenuToc Study Guide ToC Student o MHHE Website1018 CHAPTER TWENTY-SIX Lipids H2C CœC H2C OC(CH2)16CH3 OC(CH2)16CH3 H2C ± ± ± ± HC±OC(CH2)6CH2 CH2(CH2)6CH3 H2, Pt ± ± ± ± H H 2-Oleyl-1,3-distearylglycerol (mp 43°C) Tristearin (mp 72°C) O O O O O O OC(CH2)16CH3 OC(CH2)16CH3 H2C ± ± ± ± HC±OC(CH2)16CH3 O O O O O O ¢± (a) (b) FIGURE 26.2 The structures of two typical triacylglycerols. (a) 2-Oleyl-1,3-distearylglycerol is a naturally occurring triacyl￾glycerol found in cocoa butter. The cis double bond of its oleyl group gives the molecule a shape that interferes with efficient crys￾tal packing. (b) Catalytic hydrogenation converts 2-oleyl-1,3-distearylglycerol to tristearin. Tristearin has a higher melting point than 2-oleyl-1,3-distearylglycerol. TABLE 26.1 Some Representative Fatty Acids Systematic name Dodecanoic acid Tetradecanoic acid Hexadecanoic acid Octadecanoic acid Icosanoic acid (Z)-9-Octadecenoic acid (9Z,12Z)-9,12- Octadecadienoic acid (9Z,12Z,15Z)-9,12,15- Octadecatrienoic acid (5Z,8Z,11Z,14Z)- 5,8,11,14- Icosatetraenoic acid Common name Lauric acid Myristic acid Palmitic acid Stearic acid Arachidic acid Oleic acid Linoleic acid Linolenic acid Arachidonic acid Structural formula Saturated fatty acids CH3(CH2)10COOH CH3(CH2)12COOH CH3(CH2)14COOH CH3(CH2)16COOH CH3(CH2)18COOH Unsaturated fatty acids CH3(CH2)7CHœCH(CH2)7COOH CH3(CH2)4CHœCHCH2CHœCH(CH2)7COOH CH3CH2CHœCHCH2CHœCHCH2CHœCH(CH2)7COOH CH3(CH2)4CHœCHCH2CHœCHCH2CHœCHCH2CHœCH(CH2)3COOH Back Forward Main Menu TOC Study Guide TOC Student OLC MHHE Website