1. The diagram below shows the chemical structure of two sugar molecules. СНО b. CHZOH а. НО- H. C=0 Но H. H HO-H НО —Н CH2OH CH;OH a. How many chiral carbons are in sugars a and b? b. Are they D- or L- sugars? Explain your answer. c. What is the name of this kind of representation of the sugars in the diagram?
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- F 9. In sugars that contain many chiral centers, only the chiral center that is most distant from the carbonyl carbon is designated as D (right) or L (left). Determine which of the structures below are D and L sugars. H-C-OH HIC OH H-C-OH I CH₂OH D-Ribose HO C-H H-C-OH H-C-OH I CH₂OH D-Arabinose H-C-OH HO-C-H H-C-OH H-C-OH T HO-C-H I H-C-OH I CH₂OH D-Xylose D-Aldoses Five carbons H-C-OH H-C-OH HO-C-H H-C-OH HO-C-H HO-C-H H-C-OH CH₂OH CH₂OH CH₂OH CH₂OH D-Ribose D-Arabinose D-Xylose D-Lyxose HO-C-H HO-C-H H- H-C-OH CHO IMPORTANT NOTE: most hexoses in living organism are D isomers. Thus, the D prefix is often omitted. DO NOT confuse this with amino acids. Remember that the most common amino acids in living organism are L isomers. L sugars are mirror images of D sugars. H-C-OH -OH 10. Sugars (monosaccharides) can be trioses, tetroses, pentoses, hexoses, heptoses, etc., depending on the number of carbons they have. Determine the number of carbons in the structures above (#9) and determine…1. (a) The diagram below shows a structure of monosaccharide. CH,OH C=0 H-C-OH НО—С—Н ČH,OH i. Draw the figure above on your answer sheet and indicate ALL chiral carbon(s) in your figure with *. ii. With reference to the number of carbon, the type of carbonyl group and D/L configuration, suggest a name consisting these three properties to describe the monosaccharide shown above. Explain why this monosaccharide is in D- or L- configuration as you suggested in (ii). 111. (b) The diagram below shows different configurations of glucose. CH,OH CHO ÇH,OH H H-C-OH O. OH H. H. OH H. H OH HO-C-H но H-C-OH но H. H-C-OH OH OH ČH,OH A В C i. Which glucose molecule, A or C, is in a configuration? Explain. ii. What is the name of the conversion among different configurations? iii. Glycosaminoglycans (GAG) consist of modified sugars. Give a name of the typical modification to the sugar. What makes GAG ideal for the fluid in the joints? to2) Consider the following disaccharide which was formed from the breakdown of a polysaccharide found in plant material. ОН Glycosidic linkage: H H OH H H НО H H. OH H. ОН OH H НО H ОН a. Label the glycosidic linkage above in the following format: a/B(# → #) b. Would you expect this disaccharide to have been formed from amylose or amylopectin? c. Describe at least two chemical tests that would give insight into the structure of this disaccharide, assuming you've isolated it and wanted to elucidate the structure from scratch. Include detail on not only the tests you would use but what results you would expect to get given the structure above. Assume you can analyze the structure of any monosaccharide you get from your chemical tests.
- The configuration of –OH group at the anomeric carbon of the cyclic form of sugars, which can be clearly depicted in Haworth projection, is designated as— A or B. Φ or Ψ. α or β. D or L. X or Y.The monosaccharide shown below polymerizes to form a polysaccharide where each sugar residue is linked to each other by an a (1– 6) linkage. Which of the choices below represents the polysaccharide just described? он он H H он но OH CH2OH CH2OH ÇH2OH H. OH OH OH H OH H OH H H H. OH Он OH H H OH H H. QH OH H. OH OH OH ÇH2OH ÇCH2OH CH2OH QH QH H. H OH H. OH1. Below are two isomers of mannose. Classify this sugar based on sugar number. Is this sugar an aldose or a ketose? Indicate which sugar is in the D conformation and which is in the L confirmation. Are these sugars enantiomers or diastereomers? H но-н НО- -Н Н- -ОН Н -ОН CH2OH Н- ІІ НО НО I OH -ОН Н– -Н CH₂OH =1
- You have isolated a new trisaccharide from a new species of insect shown below that you are calling Jiminy-Cricketose. Draw the Hayworth Projection of the molecule to the right of it. HO,,. HO HO HO" OH OH OH OH ...O, "OH OH OH 1. How many monosaccharides are produced when Jiminy-Cricketose is completely hydrolyzed? Is this a reducing sugar? 2. List and label the monosaccharides that make up this saccharide on your Haworth Projection. 3. Label with an asterisk (*) each of the anomeric carbons. 4. Number the carbons in your Haworth Projection around each monosaccharide from 1 to 6. 5. Add an arrow pointing to the glycosidic linkage and label it as - or ß-. 6. Label any glycosidic bond with a # on your Haworth Projection. 7. What kinds of enzymes would you expect this insect to have to be able to synthesize this trisaccharide from individual monosaccharides and to break down the trisaccharide into monosaccharides knowing the insect can ingest the individual monosaccharides that make up…Which of the following is/are reducing sugar/s?why? A CHOH CHOH CHOH OH OH CHOH OH CH,OH OH OH он C CHOH OH CHOH CHOH HỌ CH2OH OH OH OH OH ÓH u tte Select one: O a. Conly, it is a monosaccharide with a free carbonyl group O b. A and B only, both disaccharides are made from aldoses O C. B, C and D, they have at least one free carbonyl group O d. A and D only, both disaccharides are made from ketosis O. e. B and D, each has a free carboxyl groupObserve the structures of glucose and fructose in figure shown. These two molecules are H. H-C-OH Н—С—он C=0 но-с—н HO-C-H H-C-OH H-C-OH H-C-OH H-C-OH H-C-OH H-C-OH H H. glucose fructose A. geometric isotopes. B. enantiomers. C. stereoisomers. D. structural isomers.
- Which of the following statements is TRUE for the enantiomer of the given monosaccharide? * ҫH,он H- -C-OH Но с -н H-C-OH ČH,OH It is an L-sugar that has opposite configuration around one carbon. It is a D-sugar that has opposite configuration around three carbons. O It is an L-sugar that has opposite configuration around three carbons. O It is a D-sugar that has opposite configuration around one carbon.Draw the Fischer, Haworth & chair representations of the given monosaccharides. Sugar Fischer Haworth Chair a CHO Но H. H OH H. OH. CH,OH D-idose (a-anomer) b. CH,OH C=0 Он OH CH,OH D-ribulose (B-anomer)Identify the name of each of the structures of sugar and identify as reducing or nonreducing sugar. One of the structures may be not identified from the usual structures of disaccharides. Kindly answer a, b, c, and d.You only identify the name of each structure of sugars and identify as reducing or nonreducing sugar. No explanation needed.