Problem 2 (10 pts) D-allose is the C3 epimer of D-glucose. a) Draw the structure of methyl ẞ-D-allopyranoside b) Draw the structure of a disaccharide consisting of two units of D-allose connected by a a 1-3 glycosidic bond.
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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 ОН9 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.1. What is the polysaccharide that contains glucose units with a(1 4) glycosidic bonds and branches a(1–6) glycosidic bonds every 25 units? 2. What is the polysaccharide that contains glucose units with only B(1→4) glycosidic bonds? 3. What is the polysaccharide that contains N-acetylglucosamine with B(1-4) glycosidic bonds? 4. What is the polysaccharide that contains glucose units with a(1-→ 4) glycosidic bonds and branches a(1+6) glycosidic bonds every 12 units? 5. What is the polysaccharide that contains glucose units with only a(1→4) glycosidic bonds?
- A 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"?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)OWLV2 | Online teaching and learning resource from Cengage [Review Topics] A Fischer projection of a monosaccharide is shown below: H- HO Does it have the D or L configuration? Submit Answer H- CH2OH -OH C=O -H Classify this monosaccharide (e.g., aldotriose) -OH CH₂OH Retry Entire Group 9 more group attempts remaining
- 5. The Haworth projection of a simple sugar is given below. Note that the-OH group on the anomeric carbon can be either up or down. Using only this sugar, draw the Haworth projections of the following: a) an a-disaccharide with a B (1 3) glycosidic bond b) an a-disaccharide with an a (1→ 3) glycosidic bond c) a B-disaccharide with an a (1→4) glycosidic bond d) a B-disaccharide with an B (1 4) glycosidic bond CH2OH HO H H OH group can be either up or down OH H. OH Hm) 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 почTomnaLS Page < 3 7. For each disaccharide, indicate whether the glycosidic linkage is a or ß. CH,OH CH,OH OH но OH OH ОН ОН CH2OH OH но OH CH 2 HO O OH OH OH Identify each Fischer projection as the D- or L-isomer.
- Draw the Haworth projection of the disaccharide made by joining two D-glucose molecules with a B(1-4) glycosidic bond. If the disaccharide has more than one anomer, you can draw any of them. Click and drag to start drawing a structure. X Ś èDraw the structure and give the systematic name of the given disaccharides. [No need to show the stepwise process] Lactose which is also known as milk sugar: β-D-Gal(1à4)β-D-Glc, where Gal is galactose and Glc is glucose. Sucrose which is also known as table sugar: a-D-Glc (1-->2) b-D-Fru where Glc is glucose and Fru is fructose.md 26) What carbon (position) is used to make a glycosidic bond? 27) Draw a-D-maltose (a disaccharide composed of two a-D-glucose monosaccharides in an a- 1,4-glycosidic bond). 28) Draw B-D-lactose (a disaccharide composed of B-D-galactose and B-D-glucose in a B-1,4- glycosidic bond). *29) Draw an equation for the hydrolysis of a-D-maltose. (Will be reviewed in lab.) CHM60 Lecture Worksheet: Carbohydrates 6 10