Chapter 28: Question 28.17 (page 1124)
What glycosides are formed when each monosaccharide is treated with , HCl:
(a) ; (b) ; (c) ?
Short Answer
Answer
(a.)
and

(b.)
and

(c.)
and

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Chapter 28: Question 28.17 (page 1124)
What glycosides are formed when each monosaccharide is treated with , HCl:
(a) ; (b) ; (c) ?
Answer
(a.)
and

(b.)
and

(c.)
and

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A D-aldohexose A is formed from an aldopentose B by the Kiliani-Fischer synthesis. Reduction of A with forms an optically inactive alditol. Oxidation of B forms an optically active aldaric acid. What are the structures of A and B?
Which d-aldopentoses are reduced to optically inactive alditols using ?
Draw both pyranose anomers of each aldohexose using a three-dimensional representation with a chair pyranose. Label each anomers as .
(a.)
(b.)
Deduce the structure of the disaccharide maltose from the following data.
[1]Hydrolysis yields D-glucose exclusively.
[2] Isomaltose is cleaved with -glycosidase enzymes.
[3] Isomaltose is a reducing sugar.
[4]Methylation with excess and then hydrolysis with forms two products:

(Both anomers are present.)
Convert each compound to a Fischer projection and label each stereogenic center as R or S.
(a.)
(b.)
(c.)
(d.)
(e.)
(f.)
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