(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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CNCT ORG CHEM 6 2020
- Be 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_forwardConsider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine,soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence. a. Is stachyose a reducing sugar?b. What product is formed when stachyose is treated with excess CH3I, Ag2O?c. What products are formed when the product in (e) is treated with H3O+?arrow_forwardA Fischer projection of a monosaccharide is shown below: CH₂OH C=O H НО HO -OH H H CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?arrow_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_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_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_forward
- What is the configuration of each of the asymmetric centers in the Fischer projection of a. D-glucose? b. D-galactose? c. D-ribose? d.D-xylose? e.D-sorbose?arrow_forwardFrom the choices given below select the aldohexose that yields the same alditol as L-mannose upon reduction with NaBH4. Select ALL monosaccharides that satisfy the requirement, excluding the structure referenced in the question. Note that only D structures are shown. To select an L structure click on the name. If no selection exists, then select the referenced structure. H H- H H CHO -OH HO- -OH H -OH H -OH H CH₂OH D-Allose L-Allose CHO -H H OH HO- -OH H -OH H- CH₂OH D-Altrose L-Altrose CHO CH₂OH D-Glucose CHO OH HO -H -H HO- -H H- OH H -OH HO- -OH H-+ OH H L-Glucose CH₂OH D-Mannose H- L-Mannose CHO OH OH H -H HO OH H- CH₂OH D-Gulose L-Gulose HO CHO -H H- -OH HO- -H HO- -OH H CH₂OH D-Idose L-Idose CHO OH HO -H HO- -H HO -OH CH₂OH D-Galactose L-Galactose H- CHO -H -H -H -OH CH₂OH D-Talose L-Talosearrow_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_forward
- A Fischer projection of a monosaccharide is shown below: H CH₂OH -OH H H HO C=O -OH -OH -H CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?arrow_forward1. Show the steps in drawing the alpha pyranose of D-sorbose. 2. Show the steps in drawing the boat conformation of D-sorbose. 3. Show the steps in drawing the chair conformation of D-sorbose.arrow_forwardA Fischer projection of a monosaccharide is shown below: CHO HO -H € H- -OH H- -OH CH₂OH a. Classify this monosaccharide (e.g., aldotriose) b. Does it have the D or L configuration? ↑ c. Which carbon and oxygen become bonded in the furanose ring form of this monosaccharide (e.g., C206, where 06 means the oxygen on carbon 6, or "not formed")? d. Which carbon and oxygen become bonded in the pyranose ring form of this monosaccharide e.g., C206 or "not formed"?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