Concept explainers
Interpretation:
The Haworth projections of α-D-mannopyranose and β-D-mannopyranose has to be drawn.
Concept Introduction:
The cyclic representation of monosaccharides is known as Haworth projection. The five membered ring is said to be Furanose and six membered ring is said to be Pyranose. The five or six membered cyclic hemiacetals which have planar structure will be lying perpendicular to the plane of the paper.
In monosaccharides, the alcohol and carbonyl groups both are present. The two groups react with each other to form cyclic hemiacetals.
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Organic Chemistry
- Draw the structure of a carbohydrate with four b-D-glucopyranosyl units connected by b(1®4) glycosidic linkages, with the second unit being connected via an a(1®6) glycosidic linkage by a side chain having two a-D-galactopyranosyl units connected by an a(1®4) glycosidic linkage.arrow_forwardGentiobiose (D‑Glc(β1→6)D‑Glc) is a disaccharide found in some plant glycosides. Draw the Haworth structure of gentiobiose based on its abbreviated name. Show all multiatom groups using the groups tool. Show stereochemistry using wedge (upward) or dash (downward) bonds. The structures attached are not correct on Connect. Please consider a correct structure.arrow_forwarddoes structure E represent fructofuranose? explainarrow_forward
- Treatment of a 258 mg sample of amylopectin by the methylation and hydrolysis procedure described yielded 12.4 mg of 2,3‑di‑O‑methylglucose. Determine what percentage of the glucose residues in amylopectin contained an (α1→6) branch. (Assume that the average molecular weight of a glucose residue in amylopectin is 162 g/mol and the molecular weight of 2,3‑di‑O‑methylglucose is 208 g/mol.) ( α1→6) branched glucose residues: %arrow_forwardd-Glucose most often exists as a pyranose, but it can also exist as a furanose. Draw the Haworth projection of a-d-glucofuranose.arrow_forwardWhich of the following is the correct pair of monosaccharides needed 2 to form the given glycoside? * CH2OH CH-OH CH2OH OH он он OH OH a-D-fructofuranose & B-D-glucopyranose a-D-sorbofuranose & B-D-allopyranose a-D-mannofuranose & B-D-glucopyranose O a-D-sorbofuranose & B-D-galactopyranosearrow_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_forwardHow many asymmetric carbons and stereoisomers are there for an aldohexose? For aketohexose?arrow_forwardThe most stable conformation of the pyranose ring of most D-aldohexoses places the largest group, CH2OH, in the equatorial position. An exception to this is the aldohexose D-idose. Draw the two possible chair conformations of either the a or ß anomer of D-idose. Explain why the more stable conformation has the CH2OH group in the axial position.arrow_forward
- OH НО HO OH НО Но OH ОН ОН OH What are the monosachharides that make up this trisaccharide? O a-D-glucopyranose, a-D-galactopyranose, a-D-fructofuranose a-D-glucopyranose, a-D-galactopyranose, B-D-fructofuranose a-D-glucopyranose, a-D-glucopyranose, B-D-fructofuranose a-D-galactopyranose, a-D-glucopyranose, a -D-fructofuranosearrow_forward5. Provide suitable responses for questions (a) – (). 6 CH2OH 4 OH OH 3 OH (a) What is the relative configuration of the above monosaccharide? (b) Which labeled carbon is the anomeric carbon? (c) Trace and identify the acetal in the above monosaccharide. (d) Draw the hemiacetal that results from above acetal. (e) Draw the open chain equivalent of the sugar in part (d). (f) Classify the monosaccharide below as a D-sugar or an L-sugar. H. OH O. OH CH,OH OH OHarrow_forward9 A disaccharide consists of the molecules of D-glucose and D-glucosamine joined by a (1a, 1b)-glucosidic bond. a) Draw the structure of the disaccharide (Haworth projection) if you know that in D- glucose the anomeric carbon has an a-configuration. b) Give the name of the union you drew in question a. c) Draw the structure of the product (cantilever conformation) resulting from the effect of excess acetic anhydride and pyridine on the disaccharide. Hint: D-glucosamine has the same structure as D-glucose, but C-2 has an amino group instead of a hydroxyl.arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning