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Concept explainers
(a)
Interpretation: The given Haworth projection is to be converted into three-dimensional representation by the use of chair pyranose ring.
Concept introduction: The structural representation of sugar molecule in cyclic form is known as Haworth projection. Sugar molecule that has six-membered-ring is known as pyranose and a sugar molecule that has five-membered-ring is called furanose.
(b)
Interpretation: The given Haworth projection is to be converted into three-dimensional representation by the use of chair pyranose ring.
Concept introduction: The structural representation of sugar molecule in cyclic form is known as Haworth projection. Sugar molecule that has six-membered-ring is known as pyranose and a sugar molecule that has five-membered-ring is called furanose.
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Chapter 26 Solutions
EBK ORGANIC CHEMISTRY
- Draw a Haworth projection and a chair conformation for methyl a-dmannopyranoside (methyl a-d-mannoside). Label the anomeric carbon and the glycosidic bondarrow_forwardDraw the Haworth projection of a-D-psicose. You will find helpful information in the ALEKS Data resource. Click and drag to start drawing a structure. Xarrow_forwardConvert each Haworth projection to its acyclic formarrow_forward
- Draw the Haworth projection of both pyranose and both furanose forms of D- Idose with all stereocenters accurately portrayed. You do not have to label the name of the form you drew H-CO HO -H H -OH HO -H OH OH HOH2C H- OH CHO OH OH CH2OH D-Idose line drawing D-Idose Fischer projectionarrow_forwarda) The Haworth projection of a-D-Mannose is given below. Draw theFischer projection (open form) and theHaworth projection for the B anomer (the other cyclic hemiacetal) of D-Mannose.arrow_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
- Determine whether each steriosenic center below has & Or S Configuration. Ho -OM Configuration of a Configuration of B configuration of Carrow_forwardDraw a Haworth projection for each compound using the structures. α-D-tagatofuranosearrow_forward1. Draw the Fischer projection for a) D-Glucose and b) D-Galactose and their corresponding enantiomers. 2. Assign the absolute configuration for each chiral carbon by writing the carbon number followed by R or S enclosed in parenthesis (e.g. 2R, 3S, 4R, 5S). Answers must be written on the right side of the Fischer projection aligned with the corresponding chiral carbon. 3. Underline the absolute configuration, you have to show that it is italicized by underlining the absolute configuration.arrow_forward
- Glucose is the most abundant monosaccharide. From memory, draw glucose in(a) the Fischer projection of the open chain.(b) the most stable chair conformation of the most stable pyranose anomer.(c) the Haworth projection of the most stable pyranose anomerarrow_forwardLocate the stereogenic centers in the attached Newman projection and labeleach center as R or S.arrow_forwarda) 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).arrow_forward
- Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage Learning
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