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Chapter 28: Question 28.45 (page 1148)

Draw both pyranose anomers of each aldohexose using a three-dimensional representation with a chair pyranose. Label each anomers as αandβ.

(a.)

(b.)

Short Answer

Expert verified

Answer

(a.)

and

(b.)

and

Step by step solution

01

Pyranose

Pyranose is a hexagonal ring having five carbons and one oxygen atom in a ring.The only difference between alpha (α)and beta (β) anomers is the OH group at C1 carbon. αmeans downward OH andβ means upward OH.

02

3-D representation with a chair pyranose of a

The OH group at the C5 carbon is on the right side, which is D sugar. The group will come in an upward position. The αandβanomers of part (a) are shown as,

Pyranose anomers of aldohexose a

03

3-D representation with a chair pyranose of b

It is a D-sugar because the OH at C5 is on the right side. So, group will come in the upward position. The αandβanomers in part (b) is shown as,

Pyranose anomers of aldohexose b

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Most popular questions from this chapter

Draw the structure of each of the following compounds:

a. a polysaccharide formed by joining1→6-α D-glucosamine in glycosidic linkages

b. a disaccharide formed by joining D-mannose and D glucose in a -1→4-βglycosidic linkage using mannose’s anomeric carbon

c. an -N-glycoside formed from D-ribose and thymine

d. a ribonucleoside formed from D-ribose and thymine

Drawthe structure of:

(a) a polysaccharide formed by joining d-mannose units in 1→4-β-glycosidic linkages;

(b) a polysaccharide formed by joining d-glucose units in 1→6-α-glycosidic linkages.

The polysaccharide in (b) is dextran, a component of dental plaque.

Convert each compound to a Fischer projection and label each stereogenic center as R or S.

(a.)

(b.)

(c.)

(d.)

(e.)

(f.)

Draw the products formed when D-altrose is treated with each reagent.

Cellobiose, a disaccharide obtained by the hydrolysis of cellulose, is composed of two glucose units joined together in a 1→4-β- glycoside bond. What is the structure of cellobiose?
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