Dolbier HW Solutions 647

Dolbier HW Solutions 647 - 741 LIPIDS Because caronic acid...

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Because caronic acid is optically active, its carboxyl groups must be trans to each other. (The cis stereoisomer is an optically inactive meso form.) The structure of ( 1 )-chrysanthemic acid must therefore be either the following or its mirror image. The carboxyl group and the 2-methyl-1-propenyl side chain must be trans to each other. 26.20 ( a ) Hydrolysis of phrenosine cleaves the glycosidic bond. The carbohydrate liberated by this hydrolysis is D -galactose. Phrenosine is a b -glycoside of D -galactose. ( b ) The species that remains on cleavage of the galactose unit has the structure The two substances, sphingosine and cerebronic acid, that are formed along with
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