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Chapter 28: Question 28.51 (page 1149)

What aglycon and monosaccharides are formed when salicin and solanine (Section 28.7C) are each hydrolyzed with aqueous acid?

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01

Salicin and Solanine

Salicin is a type of alcoholic foundin the bark/leaves of willows. Solanine is an alkaloid that originated from the nightshade family plant such as capsicum, tobacco, etc.

Salicin is used for aspirin synthesis if salicin is produced from meadowsweet.

02

Hydrolysis reaction of salicin

When salicin is hydrolyzed with aqueous acid, aglycon and monosaccharides of both anomers are formed.

Hydrolysis reaction of salicin

03

Hydrolysis reaction of solanine

When solanine is hydrolyzed with aqueous acid, aglycon and monosaccharides of both anomers are formed.

Hydrolysis reaction of solanine

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Most popular questions from this chapter

(a) Why can鈥檛 two purine bases (A and G) form a base pair and hydrogen bond to each other on two strands of DNA in the double helix? (b) Why is hydrogen bonding between guanine and cytosine more favorable than hydrogen bonding between guanine and thymine?

What glycosides are formed when each monosaccharide is treated with CH3CH2OH, HCl:

(a) 尾-D-Mannose; (b)伪-D-glucose ; (c) 尾-D-fructose ?

As we have seen in Chapter 28, monosaccharides can be drawn in a variety of ways, and in truth, often a mixture of cyclic compounds is present in a solution. Identify each monosaccharide, including its proper D, L designation, draw in a less-than-typical fashion.

(a.)

(b.)

(c.)

(d.)

Draw a stepwise mechanism for the following hydrolysis.

Draw the structure of a disaccharide formed from two mannose units joined by a 1-4鈫�伪glycosidic linkage.
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