Concept explainers
(a)
Interpretation: The structure for
Concept introduction: In a monosaccharide, the replacement of one of the hydroxyl groups with an amino group results in the formation of an amino sugar. In naturally occurring amino sugars, the hydroxyl group of carbon 2 is replaced by an amino group.
(b)
Interpretation: The structure for N-acetyl-
Concept introduction: In a monosaccharide, the replacement of one of the hydroxyl groups with an amino group results in the formation of an amino sugar. In naturally occurring amino sugars, the hydroxyl group of carbon 2 is replaced by an amino group. N-acetyl-
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Chapter 18 Solutions
EBK GENERAL, ORGANIC, AND BIOLOGICAL CH
- Draw the following sugars using Haworth projections:a. b-d-galactopyranose b. a-d-tagatopyranose c. a-l-glucopyranosearrow_forwarddraw phosphatidylserine which contains cis-Δ9-hexadecenoate and cis, trans, cis-Δ9, Δ12, Δ15-Octadecatrienoate.arrow_forwardSuggest a transition state analog for proline racemase that differs from those discussed in the text. Justify your suggestion.arrow_forward
- If D-glyceraldehyde-3-phosphate (DGAP) is dissolved in water, 96% of it will form dihydroxy- acetonephosphate (DHAP). Which of the following will triose phosphate isomerase do? a)Shift the balance to 100% DHAP b)Shift the balance to 0% DHAP c)Shift the balance to 50 DGAP : 50 DHAP d)Catalyze the peptide bond breaking e)Make the reaction fasterarrow_forwardDraw the structural formula for α-D-glucosyl-(1→6)-D-mannosamine,and circle the part of this structure that makes the compound a reducing sugar.arrow_forwardHow do N-acetyl- D-glucosamine and N-acetyl- D-galactosamine differ in structure? Are these two compounds constitutional isomers or stereoisomers? Explain your choicearrow_forward
- Draw the structure of the trimethylamine group in phosphatidylcholine (or give its stoichiometryarrow_forwardIt is well known that sphingomyelin interacts with cholesterol and high affinity. What do you suppose is the structural basis for such interactions? Be specific.arrow_forwardDraw the structural formula for ⍺-D-glucosyl-(1 6)-D-mannosamine, does the compound have a reducing sugar? If yes, circle the part of this structure that makes the compound a reducing sugar.arrow_forward
- The melanocyte-stimulating peptide hormone a-melanotropin has the following sequence: Ser-Tyr-Ser-Met-Glu-His-Phe-Arg-Trp-Gly-Lys-Pro-Val (a) Write the sequence using the one-letter abbreviations. (b) Calculate the molecular weight of a-melanotropin, a da'arrow_forwardFollowing are Fischer projections for a group of five-carbon sugars, all of which are aldopentoses. Identify the pairs that are enantiomers and the pairs that are epimers. (The sugars shown here are not all of the possible five-carbon )arrow_forwardVitamin D3, the most abundant of the D vitamins, is synthesized from 7- dehydrocholesterol, a compound found in milk and fatty fish such as salmon and mackerel. When the skin is exposed to sunlight, a photochemical electrocyclic ring opening forms provitamin D3, which is then converted to vitamin D3 by a sigmatropic rearrangement. Draw the structure of provitamin D3.arrow_forward
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