Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 27.1, Problem 1P
Interpretation Introduction
Interpretation: The other three stereoisomers of l-isoleucine is to be drawn and the stereogenic centers are to be labeled as
Concept introduction: The stereogenic centers with
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Draw the Fischer projection formulas for the following isomers of D-fructose:
(a) an epimer
(b) an enantiomer
(c) a diastereomer
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
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OH н
Н
ЮН
-OH
STEP 3
:ÖH
н
H
STEP 2
на это про за поч
What glycosides are formed when each monosaccharide is treated with CH3CH2OH, HCl: (a) β-D-mannose; (b) α-D-gulose; (c) β-D-fructose?
Chapter 27 Solutions
Organic Chemistry (6th Edition)
Ch. 27.1 - Prob. 1PCh. 27.1 - Problem 29.2
What form exists at the isoelectric...Ch. 27.1 - Problem 29.3
Explain why the of the group of an...Ch. 27.1 - Prob. 4PCh. 27.2 - Problem 29.5
What -halo carbonyl compound is...Ch. 27.2 - Problem 29.6
The enolate derived from diethyl...Ch. 27.2 - Problem 29.7
What amino acid is formed when is...Ch. 27.2 - Problem 29.8
What aldehyde is needed to synthesize...Ch. 27.2 - Problem 29.9
Draw the products of each...Ch. 27.3 - Prob. 10P
Ch. 27.3 - Prob. 11PCh. 27.3 - Prob. 12PCh. 27.4 - Problem 29.13
What alkene is needed to synthesize...Ch. 27.5 - Problem 29.14
Draw the structure of each peptide....Ch. 27.5 - Problem 29.15
Name each peptide using both the...Ch. 27 - Draw the product formed when the following amino...Ch. 27 - With reference to the following peptide: a...Ch. 27 - Prob. 31PCh. 27 - Histidine is classified as a basic amino acid...Ch. 27 - Tryptophan is not classified as a basic amino acid...Ch. 27 - What is the structure of each amino acid at its...Ch. 27 - What is the predominant form of each of the...Ch. 27 - 29.37 What is the predominant form of each of the...Ch. 27 - a. Draw the structure of the tripeptide A–A–A, and...Ch. 27 - 29.39 Draw the organic products formed in each...Ch. 27 - 29.40 What alkyl halide is needed to synthesize...Ch. 27 - Prob. 50PCh. 27 - Draw the structure for each peptide: (a) Phe–Ala;...Ch. 27 - 29.52 For the tetrapeptide Asp–Arg–Val–Tyr:
a....Ch. 27 - Prob. 53PCh. 27 - Prob. 54PCh. 27 - 29.55 Draw the amino acids and peptide fragments...Ch. 27 - Prob. 56PCh. 27 - Prob. 57PCh. 27 - Prob. 58PCh. 27 - 29.59 An octapeptide contains the following amino...Ch. 27 - 29.60 Draw the organic products formed in each...Ch. 27 - 29.65 Draw the mechanism for the reaction that...Ch. 27 - 29.66 Which of the following amino acids are...Ch. 27 - 29.67 After the peptide chain of collagen has been...Ch. 27 - Prob. 68PCh. 27 - Prob. 69PCh. 27 - 29.70 The anti-obesity drug orlistat works by...Ch. 27 - Prob. 71P
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- Draw the structure of: (a) a polysaccharide formed by joining D-mannose units in 1→4-β- glycosidic linkages; (b) a polysaccharide formed by joining D-glucose units in 1→6-α- glycosidic linkages. The polysaccharide in (b) is dextran, a component of dental plaque.arrow_forwardHow is each compound related to the simple sugar D-erythrose? Is it an enantiomer, a diastereomer, or an identical molecule?arrow_forward(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 Barrow_forward
- (a) Draw the condensed structural formula, and give the name for the dipeptide Pro-Asn. (b) Draw the disaccharide formed by the following two monosaccharide via 1,4-linkage. In your disaccharide structure, circle and label the anomeric carbon and indicate whether you have an alpha (a) or a beta (B) anomer. CH2OH CH₂OH ОН ОН ОН ОН, ОН ОН ОН ОНarrow_forwardA. Classify each of the following monosaccharides as aldose or ketose. (a) H. (b) CH2OH (c) CH2OH (d) H. C=0 C=0 HO-C-H H-C-H H-C-OH HO-C-H H-C-OH H-C-OH H-C-OH HO-C-H CH2OH H-C-OH CH2OH H-C-OH | CH2OH CH2OH Threose Ribulose Tagatose 2-Deoxyribosearrow_forwardDraw the stereoisomers of the following amino acids. Indicate pairs of enantiomers and pairs of diastereomers.arrow_forward
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