ou have a trisaccharide with molecular formula C17H30O15. A diagram of the trisaccharide is shown below. Answer the questions and use the details below to draw the trisaccharide (picture attached):   If you react the trisaccharide with Ag(NH3)OH and find that a silver film develops on your reaction vessel. How would you describe the trisaccharide based on the results of the reaction? If you alkylate the trisaccharide with methyl iodide and silver oxide and hydrolyze the trisaccharide to obtain the following alkylated monosaccharides (picture attached) Determine whether each sugar was in the furanose or pyranose form. How would you draw the trisaccharide as Haworth projections, with glycosidic bond 1 as β-1,2', glycosidic bond 2 as β-1,6', and sugar C as alpha?

Chemistry & Chemical Reactivity
9th Edition
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Chapter24: Biochemistry
Section: Chapter Questions
Problem 12PS
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You have a trisaccharide with molecular formula C17H30O15. A diagram of the trisaccharide is shown below. Answer the questions and use the details below to draw the trisaccharide (picture attached):

 

  1. If you react the trisaccharide with Ag(NH3)OH and find that a silver film develops on your reaction vessel. How would you describe the trisaccharide based on the results of the reaction?
  2. If you alkylate the trisaccharide with methyl iodide and silver oxide and hydrolyze the trisaccharide to obtain the following alkylated monosaccharides (picture attached) Determine whether each sugar was in the furanose or pyranose form.
  3. How would you draw the trisaccharide as Haworth projections, with glycosidic bond 1 as β-1,2', glycosidic bond 2 as β-1,6', and sugar C as alpha?

 

Sugar A
Sugar B
Sugar C
CHO
CHO
CHO
H3CO-
H3CO-
H3CO-
H3CO-
Н+он
-H-
H-
OCH3
H FOCH3
H3CO
Но
-H
HO-
ČH2OCH3
H-
ČH2OCH3
CH2OH
Transcribed Image Text:Sugar A Sugar B Sugar C CHO CHO CHO H3CO- H3CO- H3CO- H3CO- Н+он -H- H- OCH3 H FOCH3 H3CO Но -H HO- ČH2OCH3 H- ČH2OCH3 CH2OH
Sugar A
Sugar B
Sugar C
glycosidic
bond 1
glycosidic
bond 2
Transcribed Image Text:Sugar A Sugar B Sugar C glycosidic bond 1 glycosidic bond 2
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