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Chapter 26: Q1P (page 1159)

In acidic solutions, nucleosides are hydrolyzed to a sugar and a heterocyclic base. Propose a mechanism for this reaction.

Short Answer

Expert verified

A compound containing a base bonded to d-ribose or to 2鈥�-deoxy-d-ribose is called a nucleoside or these are glycosylamines made by attaching a nucleobase to a ribose or deoxyribose ring.

Adenosine

Guanosine

Deoxyadenosine

Deoxyguanosine

Step by step solution

01

Step 1:Nucleoside

A compound containing a base bonded to d-ribose or to 2鈥�-deoxy-d-ribose is called a nucleoside or these are glycosylamines made by attaching a nucleobase to a ribose or deoxyribose ring.

Adenosine

Guanosine

Deoxyadenosine

Deoxyguanosine

02

Mechanism for the reaction

Nucleoside undergoes hydrolysis to form sugar and base. The example is represented as follows:

Hydrolysis of nucleoside

The mechanism for the reaction is as:

Mechanism

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Most popular questions from this chapter

RNAase, the enzyme that catalyzes the hydrolysis of RNA, has two catalytically active histidine residues at its active site. One of the histidine residues is catalytically active in its acidic form, and the other is catalytically active in its basic form. Propose a mechanism for RNAase.

Indicate whether each functional group of the five heterocyclic bases in nucleic acids is a hydrogen bond acceptor (A), a hydrogen bond donor (D), or both (D/A).
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