Concept explainers
(a)
Interpretation:
The enantiomers among the eight aldopentoses have to be found.
Concept Introduction:
Enantiomers are the pairs which are mirror images of each other. These mirror images are non-superimposable to each other. This means the forms of a compound which exists in two non-superimposable forms each of which is a mirror image of other form is known as enantiomers.
(b)
Interpretation:
The
Concept Introduction:
Epimer: Epimer is one of a pair of stereoisomers. The two isomers differ in configuration at only one stereogenic center.
The stereogenic center present in the compound which makes the orientation of molecules different is known as epimers.
Want to see the full answer?
Check out a sample textbook solutionChapter 16 Solutions
Essential Organic Chemistry, Global Edition
- ASELS A Fischer projection of a monosaccharide is shown below: CHO HO- H H- H -OH -OH CH₂OH Classify this monosaccharide (e.g., aldotriose) E Does it have the D or L configuration?arrow_forwardAmygdalin is a toxic component in the pits of bitter almonds, peaches, and apricots. Q.) Name the two monosaccharide units in amygdalin and describe the glycosidic bond by which they are joined.arrow_forwardconnected by an a, B-1,2-glycosidic bond. Explain why sucrose is both a and B at the same time. 4. Sucrose (table sugar) contains the monosaccharide glucose and the monosaccharide fructose CH2OH H. H H OH OH H ОН О HOH2C НО CH2OH OH H sucrosearrow_forward
- m) Which pyranose ring (A, B, C, or D) in the tetrasaccharide below is derived from D-altrose? The Fischer projections for the four aldohexoses that make up this tetrasaccharide are shown below. B C D HOH CHO CHO CHO CHO HO+H HTOH Fонно н HOH HOH H-OH H-OH H-+-OH H-TOHHOH HOH H+OH HOHнтон нон CHOH CHOH CHOH CHOH De D-glue Dalose Datrone i NH Į HOH STEP 1 OH, HO- answer 1. Just add arrows and charges for steps 1, 2, and 3 in formation of this enamine з no arrows needed here OH н Н ЮН -OH STEP 3 :ÖH н H STEP 2 на это про за почarrow_forwardThe oligosaccharide shown below is the repeating disaccharide found in dermatan sulfate, a biological glycosaminoglycan found throughout the body. a) Is ring A a D- or an L-sugar? How do you know based on the Haworth structure of ring A below? b) Is the ring Ba glucose derivative? How do you know based on the Haworth structure of ring B below? c) Describe the linkage between the monosaccharide moleties ring A to ring B. (See slides 9-10 of the Fischer Haworth PowerPoint presentation) 0,so CH,OH O OR coo NHCOCH, OH óso,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
- 7. Draw the Haworth structure for the following monosaccharides a. H НО H c=0 H + но - н 3 4 Н 5 - ОН - OH 애 CH₂OH 6 D-Mannose b. H 0 = с H - C - OH HO-C - H H - C - OH H - C - ОН CH₂OH Glucosearrow_forward1. Which of the following is not true to the monosaccharide below? H. ОН но- -H- но ОН ĆH2OH O It is the Fischer Projection of D-glucose. It is an aldohexose having 4 chiral centers and 24 stereoisomers. It is has a D-glucose because OH- group bonded to the highest numbered chiral C is pointing to the right. It is a polyhydroxy ketone having 8 enantiomeric pair.arrow_forward14․ Identify the following as an ? or ? form and draw the Haworth structure of the other anomer. 15․ Below are the Fischer projections of monosaccharides.arrow_forward
- Chemistry for Today: General, Organic, and Bioche...ChemistryISBN:9781305960060Author:Spencer L. Seager, Michael R. Slabaugh, Maren S. HansenPublisher:Cengage LearningGeneral, Organic, and Biological ChemistryChemistryISBN:9781285853918Author:H. Stephen StokerPublisher:Cengage Learning
- Organic And Biological ChemistryChemistryISBN:9781305081079Author:STOKER, H. Stephen (howard Stephen)Publisher:Cengage Learning,Introduction to General, Organic and BiochemistryChemistryISBN:9781285869759Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar TorresPublisher:Cengage LearningWorld of Chemistry, 3rd editionChemistryISBN:9781133109655Author:Steven S. Zumdahl, Susan L. Zumdahl, Donald J. DeCostePublisher:Brooks / Cole / Cengage Learning