09lipRxns - II.C.i-1 Reactions of Reactions of...

Info iconThis preview shows pages 1–5. Sign up to view the full content.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon

Info iconThis preview has intentionally blurred sections. Sign up to view the full version.

View Full Document Right Arrow Icon
This is the end of the preview. Sign up to access the rest of the document.

Unformatted text preview: II.C.i.-1 Reactions of Reactions of Triglycerides Triglycerides • Hydrolysis (lipolysis ) triglycerides diglycerides, monoglycerides, glycerol + fatty acids – saponiFcation (base catalyzed) – acid catalyzed, ( lipase catalyzed) – esteriFcation (reverse reaction) – interesteriFcation (randomization) • Hydrogenation unsaturated lipids saturated lipids trans isomers • Oxidation H 2 O H 2 II.C.i.-2 Alkaline Hydrolysis: Alkaline Hydrolysis: Saponifcation Saponifcation • Base-catalyzed cleavage oF ester linkages C CH 2 CH 2 H C O O R 1 C O O R 3 O C O R 2 sn-1 sn-2 sn-3 OH C O R 1 O _ glycerol 3 Fatty acid salts C O R 2 O _ C O R 3 O _ C CH 2 CH 2 H OH OH HO + _ • called saponifcation – Fatty acid salts used to make soap 3 Na + Na + Na + Na + H 2 O II.C.i.-3 Hydrolysis: Base-Catalyzed Mechanism Hydrolysis: Base-Catalyzed Mechanism • Nucleophilic addition (S N 2) of hydroxide ion • Elimination of alkoxide ion C CH 2 CH 2 H C O O R 1 C O O R 3 O C O R 2 OH _ 2 R _ C CH 2 CH H C O O R 1 C O O R 3 O C O 2 OH C O R 1 O _ fatty acid + C CH 2 CH 2 H O H C O O R 3 O C O R 2 H 2 O OH _ + H II.C.i.-4 Hydrolysis: Other catalysts Hydrolysis: Other catalysts • Acid also catalyzes reaction • Can also be catalyzed by enzymes – hydrolases or lipases – found naturally in...
View Full Document

{[ snackBarMessage ]}

Page1 / 15

09lipRxns - II.C.i-1 Reactions of Reactions of...

This preview shows document pages 1 - 5. Sign up to view the full document.

View Full Document Right Arrow Icon
Ask a homework question - tutors are online