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- in the following molecule the glycosidic bond is circled. CH2OH CH2OH H CH2OH OH HO H H НО H. ОН ÓH True False(d) Draw the structure of the expected product when monosaccharide B undergo mutarotation upon dissolving in water in the presence of Tollens reagent (AGNO3, NHẠOH). он OH O. OH OH OH monosaccharide BN-NHPH CHO CH2OH H- C=N-NHPH Но- -H- 3 equiv Но- -H- 3 equiv Но- PHNHNH2 PHNHNH, H- H- OH H- -O- H- H- -HO- H- -HO- ČH2OH ČH2OH ČH2OH D-glucose osazone D-fructose + NH3 + PHNH2 + 2 H20 The final step in the formation of the osazone from glucose is the reaction of the keto imine with 2 equivalents of phenylhydrazine to yield the osazone plus ammonia. This reaction involves the following intermediate steps: 1. Addition of phenylhydrazine to the imine and proton transfer to yield intermediate 1; 2. Elimination of ammonia to yield phenylhydrazone 2; 3. Addition of phenylhydrazine to the ketone to yield tetrahedral intermediate 3; 4. Proton transfer yields carbinolamine 4; 5. Elimination of water yields the final product osazone. Write out the mechanism on a separate sh of paper and then draw the structure of tetrahedral intermediate 3. NH НО- -H H- -ОН H- -ОН ОН Glucose keto imine Previous Ne
- Draw β-l-talopyranose :D The following disaccharide contains a(n) (blank]-glycosidic linkage. HO CH₂OH ОН Oa-1,4 OB-1,4 a-1,6 O B-1,6 0 OH Question 6 double bond ssignments/syllabus ester bond ether bond amide bond HO A glycosidic bond between two monosaccharides can also be classified as a(n) [blank). OH OH Melebi OH MacBook Pro2) a-Draw the proper flat, Haworth form and most stable chair conformation for the B- anomer of L- glucopyranose b- Write the systematic name of this compound O: HO- НО—н НО H FOH HO-H -O- L-Gulose
- Draw the pyranose Haworth projection from the skeletal structure shown below. HO OH OH H OH OH O @ DrawingClick on the glycosidic linkage НО CH2OH ОН ОН CH₂OH ОН ОН ОНThe following molecule has a glycosidic bond that is best described as HỌ – CH2 НО HỌ – CH2 HO OH O ОН alpha-1,4-glycosidic bond beta-1,6-glycosidic band alpha-1,6-glycosidic bond beta-1,4-glycosidic bond ОН OH OH.H2O
- Classify the structures as being either an enantiomer, diastereomer or diastereomer/epimer of D-glucose. Structure A: CH H- -OH Structure B: но- H- H- OH Structure C: H- он H- -H D-Glucose: OH || CH CH CH он H- он но -H H- он но он но но- H- но H- OH OH но -- H- -H H -Ç-H Structure A: OH Structure B: OH Structure C: OHOH ОН Which monosaccharide has a greater heat of combustion, B-D-glucopyranose or B-D-allopyranose? Explain. но НО Но OH OH OH OH OH B-D-Glucopyranose B-D-AllopyranoseDraw the structure of β-D-galactose molecule using (a) Fischer projection, (b) Haworth projection (c) 4C1 chair conformation and (d) 1C4 chair conformation.