An unknown carbohydrate of formula C12H22O11 reacts with Tollens reagent to form asilver mirror. An a@glycosidase has no effect on the carbohydrate, but a b@galactosidasehydrolyzes it to d-galactose and d-mannose. When the carbohydrate is methylated (usingmethyl iodide and silver oxide) and then hydrolyzed with dilute HCl, the products are2,3,4,6-tetra-O-methylgalactose and 2,3,4-tri-O-methylmannose. Propose a structure forthis unknown carbohydrate

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter28: Biomolecules: Nucleic Acids
Section28.SE: Something Extra
Problem 20MP: One of the steps in the biosynthesis of uridine monophosphate is the reaction of aspartate with...
icon
Related questions
icon
Concept explainers
Question

An unknown carbohydrate of formula C12H22O11 reacts with Tollens reagent to form a
silver mirror. An a@glycosidase has no effect on the carbohydrate, but a b@galactosidase
hydrolyzes it to d-galactose and d-mannose. When the carbohydrate is methylated (using
methyl iodide and silver oxide) and then hydrolyzed with dilute HCl, the products are
2,3,4,6-tetra-O-methylgalactose and 2,3,4-tri-O-methylmannose. Propose a structure for
this unknown carbohydrate

Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 3 images

Blurred answer
Knowledge Booster
Carbohydrates
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:
9781285869759
Author:
Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:
Cengage Learning