(a)
Interpretation: The enantiomer of D-arabinose is to be drawn.
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an
(b)
Interpretation: An epimer of D-arabinose at
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an aldehyde group. The molecular formula of arabinose is
(c)
Interpretation: The diastereomer that is not an epimer of D-arabinose is to be drawn.
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an aldehyde group. The molecular formula of arabinose is
(d)
Interpretation: The constitutional isomer of D-arabinose contains a carbonyl group is to be drawn.
Concept introduction: An arabinose is a monosaccharide which contains five carbon atoms and an aldehyde group. The molecular formula of arabinose is
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ORGANIC CHEMISTRY-ACCESS
- CH2OH A. Circle the anomeric sugar on the left OH B. Circle the carbon that makes the H. H. given sugar D-configuration? H. C. Is this possibly a natural sugar? OH D. Is this a or B sugar? H. OHarrow_forwardThreonine is a naturally occurring amino acid that has two stereogenic centers.a. Draw the four possible stereoisomers using wedges and dashed wedges.b. The naturally occurring amino acid has the 2S,3R configuration at its two stereogenic centers. Which structure does this correspond to?arrow_forwardBe sure to answer all parts. [1] classify the compound as a D or L monosaccharide; [2] draw the the enantiomer of the compound. H. но- H. -OH но- -H ČH,OH [1] (select) (select) L Darrow_forward
- 6. The Fischer projection for fructose is shown below. Is it a D-sugar or an L-sugar? a. It is a D-sugar because the hydroxyl at carbon A is to the right. b. It is a D-sugar because the carbonyl at carbon B is to the right. c. It is a D-sugar because the hydroxyl at carbon C is to the right d. It is an L-sugar because the carbonyl at carbon B is to the right. e. It is an L-sugar because the hydroxyl at carbon C is to the right. ACH2OH BFO H OH H OH H-OH CH2OH 7. Which of the following tynes of carbohydrates can be hydrelvzed to givo smaller molecules?arrow_forwardFor D-lyxose i. Draw an epimer at C3. ii. Draw a diastereomer that is not an epimer. iii. Draw the anomers of -D-lyxofuranose and -D-lyxopyranose. iv. Draw the product as Haworth projection when reacted with methanol catalysed by acid.arrow_forwardKk.305.arrow_forward
- Convert each cyclic monosaccharide into its acyclic form. CH,OH он, H. OH OH но O. OH HOCH, OH а. с. но- OH CH2OH он OH ОН OH OH CH2OH b. OH d. HO f. Но H. OH OH Но Но Но Он OHarrow_forward1. Draw Haworth projections of B-D-arabinofuranose and a-L-mannopyranose. 2. Consider the structure of the disaccharide drawn at right: НО `CH2 В ОН (a) Give the names and D/L designation for the two monosaccharides linked together. H,C-O OHO „OH OH А: НО НО A В: ОН (b) In the structure, circle the anomeric carbon of each saccharide. (c) Is each saccharide present in its a or ß anomer? Specify both A and B (d) Would this disaccharide undergo mutarotation? Why or why not? (e) Would this disaccharide react with Tollens and/or Benedicts reagent? Why or why not? (f) There are two reasons this is very unlikely to be a naturally occurring disaccharide. What about its structure suggests this is true? Give both reasons.arrow_forwardDraw a diastereomers of D- Glucosearrow_forward
- Consider alanine a. How many chiral centers? b. How many stereoisomers? c. Draw the fischer projection for each stereoisomer and determine the absolute configuration for each chiral center.arrow_forwardDraw Fischer projection of the mirror image (enantiomer) D-robose c. Are these molecules superimposable? d. What type of isomerism is represented by these mirror images? e. Construct a model of a third isomer that is not a mirror image of the two above.arrow_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
- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningIntroduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning