Concept explainers
(a)
Interpretation:
The structure of UDP-glucose is to be determined.
Concept introduction:
The structure of UDP-glucose is similar to UDP-galactose only the galactose ring is replaced with glucose.
(b)
Interpretation:
The reaction for the sucrose biosynthesis is to be drawn and reaction occurs with inversion or retention of stereochemistry at anomeric carbon of UDP-glucose is to be determined.
Concept introduction:
The sucrose biosynthesis is occurred by nucleophilic attack of fructose to anomeric carbon of UDP-glucose and the reaction proceeds through
(c)
Interpretation:
The role of an arginine (Arg) residue and lysine (Lys) residue in the synthase mechanism is to be explained.
Concept introduction:
The negative charge on phosphate esters can be stabilized by metal ion or the positively charged groups on the active-site amino acids.
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Organic Chemistry
- 1. Which sugars are reducing? Which sugars are non-reducing? a. Glucose: b. Fructose: c. Sucrose: d. Lactose: e. Sucrose hydrolysate: Starch hydrolysate: g. Cellulose hydrolysate: f. 2. What structural feature is responsible for the reducing property of carbohydrates?arrow_forwardA reddish color is obtained when compound A (a disaccharide) is reacted with Benedict solution. Is this compound more likely maltose or sucrosearrow_forwardMonosaccharide Structure and Stereochemistry For D-arabinose: Draw its enantiomer.arrow_forward
- (d) Draw the structure of the expected product when monosaccharide B undergo mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3, NHẠOH). он OH O. OH OH OH monosaccharide Barrow_forwardTrehalose and maltose are both dimers of glucose. However, they have considereably different reactivities. Concisely explain why these differences are observed. но но HO HO но "HO он но он OH O HO OHOH но trehalose maltose 1. Malthose is a reducing sugar while trehalose is not. 2. Trehalose is very resistant to acid hydrolysis while maltose can be acid-hydrolyzed with ease.arrow_forwardHow many stereoisomers are possible for a. a ketoheptose? b. an aldoheptose? c. a ketotriose?arrow_forward
- The anticoagulant heparin is a polysaccharide that contains alternating residues of -D- glucuronic acid-6- sulfate and N-sulfo-D-glucosamine-6sulfate connected by (1 B 4)- glycosidic linkages. Draw a part of heparin that shows one each of the two residues.arrow_forwardD-Arabinose can exist in both pyranose and furanose forms. a. Draw the α and β anomers of D-arabinofuranose. b. Draw the α and β anomers of D-arabinopyranose.arrow_forwardВ. 1. Draw the Fischer, Haworth & chair (where applicable) representations of the given monosaccharides. Sugar Fischer Haworth Chair a CHO но H- H но OH ČH2OH D-idose (а-anomer) CH2OH FOH H- ČH2OH a ketopentose (B-anomer) b.arrow_forward
- i need an answer pleaseeeearrow_forward4. An iterative approach to oligosaccharide synthesis involves the use of protected glycals (sugars with C1-C2 double bond) as shown below. The product from the reaction of the first glycal with DMDO under anhydrous conditions is treated with another suitably-protected glycal to form a disaccharide glycal, and the process can be repeated to form a trisaccharide glycal, and so on... Crucial to the success of this approach is the stereoselective formation of the intermediate A in the scheme below. Draw the structure of A. DMDO CH₂Cl2 A OH ZnCl₂, THF OHarrow_forward1. 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…arrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage Learning