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Use fig. 23-3 (the D-family of aldoses) to name the following aldoses.

(a) The C2 epimer of D-xylose

(b) The C3 epimer of D-erythrose

(c) The C3 epimer of D-altros

(d) The enantiomer of D-talose

(e) The C-5 epimer of D-idose

Short Answer

Expert verified

(a) The C2 epimer of D-xylose:

(b) The C3 epimer of D-erythrose

(c) The C3 epimer of D-altros

(d) The enantiomer of D-talose:

(e) The C-5 epimer of D-idose:

Step by step solution

01

(a) The C2 epimer of D-xylose:  

C2 epimer of D-xylose is D-lyxose:

02

(b) The C3 epimer of D-erythrose:

C3 epimer of D-erythrose is L-Threose:

03

(c) The C3 epimer of D-altros:

C3 epimer of D-altros is D-mannose:

04

(d) The enantiomer of D-talose:

The enantiomer of D-talose is L-talose

05

(e) The C-5 epimer of D-idose:

The C-5 epimer of D-idose is L-glucose:

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Most popular questions from this chapter

Trehalose is a nonreducing disaccharide (C12H22O11) isolated from the poisonous mushroom Amanita muscaria. Treatment with an α -glucosidase converts trehalose to two molecules of glucose, but no reaction occurs when trehalose is treated with a β -glucosidase. When trehalose is methylated by dimethyl sulfate in mild base and then hydrolyzed, the only product is 2,3,4,6-tetra-O-methylglucose. Propose a complete structure and systematic name for trehalose.

Erwin Chargaff’s discovery that DNA contains equimolar amounts of guanine and cytosine and also equimolar amounts of adenine and thymine has come to be known as Chargaff’s rule:

G = C and A = T

(a) Does Chargaff’s rule imply that equal amounts of guanine and adenine are present in DNA? That is, does G = A?

(b) Does Chargaff’s rule imply that the sum of the purine residues equals the sum of the pyrimidine residues? That is, does A + G = C + T?

(c) Does Chargaff’s rule apply only to double-stranded DNA, or would it also apply to each individual strand if the double helical strand were separated into its two complementary strands?

Fructose is found in many fruits. From memory, draw fructose in

  1. the Fischer projection of the open chain.
  2. The most stable chair conformation of the most stable pyranose anomer.
  3. The Haworth projection of the most stable pyranose anomer

Question: Exposure to nitrous acid (see Section 19-16), sometimes found in cells, can convert cytosine to uracil.

  1. Propose a mechanism for this conversion.
  2. Explain how this conversion would be mutagenic upon replication.
  3. DNA generally includes thymine, rather than uracil(found in RNA). Based on this fact, explain why the nitrous acid-induced mutation of cytosine to uracil is more easily repaired in DNA than it is in RNA.

Which of the sugars mentioned in Problem 23-53 and 23-54 are reducing sugars? Which ones undergo mutarotation?

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