4. Haworth projections are a simple way to draw various sugars. Shown are the polygon and Haworth projections of alpha-D-glucose. a. Draw the requested structures using the templates provided. b. Label the more stable conformer and explain in a few words why it is more stable than the other. HOH2C CH2OH .O. O. H. H. OH HO HO.. OH OH H OH 3 Conformer shown above Ring flip

4. Haworth projections are a simple way to draw various sugars. Shown are the polygon and Haworth projections of alpha-D-glucose. a. Draw the requested structures using the templates provided. b. Label the more stable conformer and explain in a few words why it is more stable than the other. HOH2C CH2OH .O. O. H. H. OH HO HO.. OH OH H OH 3 Conformer shown above Ring flip

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter25: Biomolecules: Carbohydrates

Section25.SE: Something Extra

Problem 29VC

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1 Draw D- glucose in a Fischer Projection. 2 Draw alpha-D- glucose and in the Hayworth (ring ) structure. 3 Draw the hydrolysis of maltose- the disaccharide composed of alpha D glucose molecules. 4 What is the chemical difference between cellulose and amylose NOTE- please dont explain too much explain to the point
Which one is b-D glucose and which one is a-L glucose ? 2. Which one is b-fructose and which a-L fructose?
(d) Use the diagram below to complete the cyclic alpha form of structure V (e) Circle the hemiacetal in cyclic alpha form of structure V. (f) Redraw the cyclic alpha form of structure V but replace the OH group on the anomericcarbon with a methoxy group. Is this modified monosaccharide a reducing sugar or anonreducing sugar?
a) Draw Haworth projections of both - and -anomers of D-fructose. Indicate which carbon is the anomeric carbon.b) Sucrose is a disaccharide made up of a molecule of D-fructose and D-glucose. Draw the structure of sucrose clearly indicating the linkage between the two monosaccharides and its biological significance.c) Tollen’s reagent is a very mild oxidizing agent which normally oxidize aldehydes but not ketones. However, both glucose and fructose give positive results with Tollen’s reagent and are classified as reducing sugars. Explain how fructose can also give positive results with Tollen’s reagent (illustrate using structures).
1. Identify the anomeric carbons on sucrose and explain how they are different from lactose and cellulose. 2. On Wikipedia (image pictures below) sucrose is labeled β-D-Fructofuranosyl α-D-glucopyranoside. But the anomeric carbon has the oxygen pointing down and other stereocenters inverted from that of fructose. Did Wikipedia incorrectly name it? Or can you explain why this is the case using structures of sucrose, fructose and glucose…
Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as α or β and use numbers to designate its location between two rings (e.g., 1→4-β).c. What products are formed when stachyose is hydrolyzed with H3O+?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH3I, Ag2O?f. What products are formed when the product in (e) is treated with H3O+?
Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.a. Label all glycoside bonds.b. Classify each glycosidic linkage as αα or ββ and use numbers to designate its location between two rings (e.g., 1→→4-ββ)-c. What products are formed when stachyose is hydrolyzed with H33O++?d. Is stachyose a reducing sugar?e. What product is formed when stachyose is treated with excess CH33I, Ag22O?f. What products are formed when the product in (e) is treated with H33O++?
Draw the β anomer of a monosaccharide epimeric with D-glucose at C2 using a Haworth projection.
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