atchingan a 1,4 linkagea ẞ-1,4 linkagea nonreducing monosaccharidea reducing sugara reducing disaccharidea deoxy sugar(A)(c)онCH₂OH(E)1107CHOHCHOHCH₂OHCH₂OHCHOHCH₂OHонOnно-OFCHLOHHOLotHO OHCH₂OHHOHOCHOH(F)OH(0)

A-In an alpha 1,4 linkage, the anomeric carbon (the carbon attached to the oxygen of the glycosidic…

Answered: atching an a 1,4 linkage a ẞ-1,4…

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter25: Biomolecules: Carbohydrates

Section25.6: Reactions Of Monosaccharides

Problem 17P

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6 CH2OH 4 OH 2 ОН 3 OH (d) Draw the hemiacetal that results from above acetal. (e) Draw the open chain equivalent of the sugar in part (d). (f) Classify the monosaccharide below as a D-sugar or an L-sugar. H ОН O. ОН CH2OH ОН ОН
4. Identify the component monosaccharides of each of the following compounds and describe the type of glycosidic linkage in each. Но он Но OH HO он Но- Но- (a) OH (c) CH,OHO. (b) CH2OHO Lon OH HO H ČHOH H OH ÓH ОН
37 Following is a structural formula for a disaccharide. Sureonos aida -vlg e stellua boot nal H to dileed era of bis na as noitesger CH₂OH O O H Iq4 OH tomotub CH₂OH F 0 H OH Η OH H O Helo mendem H OH Η Η OH H H H Poanta OH ▶46 18 (a) Name the two monosaccharide units in the disaccharide. OH (b) Describe the glycosidic bond. (c) Is this disaccharide a reducing sugar or a non- reducing sugar? ITC (d) Will this disaccharide undergo mutarotation?
O- alpha (1->4) ОН The name of this disaccharide is ribofuranose CH2OH It is a non-reducing ОН + ОН - -D- glucopyranosyl alpha sugar. CH2OH ОН ОН - -D-
1. 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.
НО Но н Н- НО он Н Н HO H OH оно н Н H. H Н ОН Н H н 아처 OH CH НО.
The following sugar is? -ОН Но ОН O Но 0 ОН O A reducing sugar O Linked by an N-glycosidic bond O Derived from 2 ketoses O A non-reducing sugar trisaccharide -ОН НО ОН
14) What type of glycosidic bond is shown here? Н OH A) a(1-4) B) a(1-6) C) B(1-4) D) B(1-6) CH₂OH H OH H I OH H H OH CH₂ H OH He od О I но-но- Н HOT1 OH OH
Which of the following disaccharides is a non-reducing sugar? НО O U О О НО- O A D B لیتا ОН ОН НО- ОН НО. ОН ОН A C НО НО ОН ОН ОН ОН прион HO OH но.... HO НО -ОН HO ОН в NH₂ OH то OH D II O -OH НО OH NH₂ OH
6 сH-он (5 4 OH 1 2 ОН 3 OH (c) Trace and identify the acetal in the above monosaccharide. (d) Draw the hemiacetal that results from above acetal. (e) Draw the open chain equivalent of the sugar in part (d).
Draw the Haworth or Chair Haworth structures of the following disaccharides: (a) α-D-glucopyranosyl-(1,4)-β, D-galactopyranose (b) β,D-galactopyranosyl-(1,4)-α-D-glucopyranose (c) β-D-glucopyranosyl-(1,4)-α,D-galactopyranose. Identify all anomeric carbons and hemiacetal, acetal, hemiketal, and ketal linkages.
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 поч

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atching an a 1,4 linkage a ẞ-1,4 linkage a nonreducing monosaccharide a reducing sugar a reducing disaccharide a deoxy sugar (A) (c) он CH₂OH (E) 1107 CHOH CHOH CH₂OH CH₂OH CHOH CH₂OH он On но- OF CHLOH HO Lot HO OH CH₂OH HO HOCH OH (F) OH (0)