Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 29, Problem 29.28P
Interpretation Introduction
(a)
Interpretation: An explanation for the given statement that having glycine at every other residue allows
Concept introduction: A secondary structure of proteins formed by the side by side bonding of amino acids is known as
Interpretation Introduction
(b)
Interpretation: An explanation for the insolubility of silk fibers in water is to be stated.
Concept introduction: A secondary structure of proteins formed by the side by side bonding of amino acids is known as
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The fibroin proteins found in silk fibers consist of large regions of ß-pleated sheets stacked one on top of another. (a) Explain why having a glycine at every other residue allows the ß-pleated sheets to stack on top of each other. (b) Why are silk bers insoluble in water?
(i) Acetylation of glucose with acetic anhydride gives glucose pentacetate. Write the structure of the pentacetate.
(ii) Explain – Why glucose pentacetate does not react with hydroxylamine?
(i) Acetylation of glucose with acetic anhydride gives glucosepentaacetate. Write the structure of the pentaacetate.(ii) Explain why glucose pentaacetate does not react with hydroxylamine?
Chapter 29 Solutions
Organic Chemistry
Ch. 29 - Prob. 29.1PCh. 29 - Problem 29.2
What form exists at the isoelectric...Ch. 29 - Problem 29.3
Explain why the of the group of an...Ch. 29 - Prob. 29.4PCh. 29 - Problem 29.5
What -halo carbonyl compound is...Ch. 29 - Problem 29.6
The enolate derived from diethyl...Ch. 29 - Problem 29.7
What amino acid is formed when is...Ch. 29 - Problem 29.8
What aldehyde is needed to synthesize...Ch. 29 - Problem 29.9
Draw the products of each...Ch. 29 - Prob. 29.10P
Ch. 29 - Prob. 29.11PCh. 29 - Prob. 29.12PCh. 29 - Problem 29.13
What alkene is needed to synthesize...Ch. 29 - Problem 29.14
Draw the structure of each peptide....Ch. 29 - Problem 29.15
Name each peptide using both the...Ch. 29 - Prob. 29.16PCh. 29 - Prob. 29.17PCh. 29 - Problem 29.18
Glutathione, a powerful antioxidant...Ch. 29 - Problem 29.19
Draw the structure of the...Ch. 29 - Problem 29.20
Give the amino acid sequence of an...Ch. 29 - a What products are formed when each peptide is...Ch. 29 - Prob. 29.22PCh. 29 - Devise a synthesis of each peptide from amino acid...Ch. 29 - Devise a synthesis of the following dipeptide from...Ch. 29 - Prob. 29.25PCh. 29 - Consider two molecules of a tetrapeptide composed...Ch. 29 - What types of stabilizing interactions exist...Ch. 29 - Prob. 29.28PCh. 29 - Draw the product formed when the following amino...Ch. 29 - With reference to the following peptide: a...Ch. 29 - Devise a synthesis of the following dipeptide from...Ch. 29 - Prob. 29.32PCh. 29 - Histidine is classified as a basic amino acid...Ch. 29 - Tryptophan is not classified as a basic amino acid...Ch. 29 - What is the structure of each amino acid at its...Ch. 29 - What is the predominant form of each of the...Ch. 29 - 29.37 What is the predominant form of each of the...Ch. 29 - a. Draw the structure of the tripeptide A–A–A, and...Ch. 29 - 29.39 Draw the organic products formed in each...Ch. 29 - 29.40 What alkyl halide is needed to synthesize...Ch. 29 - 29.41 Devise a synthesis of threonine from diethyl...Ch. 29 - 29.42 Devise a synthesis of each amino acid from...Ch. 29 - Prob. 29.43PCh. 29 - Prob. 29.44PCh. 29 - Prob. 29.45PCh. 29 - Prob. 29.46PCh. 29 - Prob. 29.47PCh. 29 - 29.48 Brucine is a poisonous alkaloid obtained...Ch. 29 - Prob. 29.49PCh. 29 - Prob. 29.50PCh. 29 - Draw the structure for each peptide: (a) Phe–Ala;...Ch. 29 - 29.52 For the tetrapeptide Asp–Arg–Val–Tyr:
a....Ch. 29 - Prob. 29.53PCh. 29 - Prob. 29.54PCh. 29 - 29.55 Draw the amino acids and peptide fragments...Ch. 29 - Prob. 29.56PCh. 29 - Prob. 29.57PCh. 29 - Prob. 29.58PCh. 29 - 29.59 An octapeptide contains the following amino...Ch. 29 - 29.60 Draw the organic products formed in each...Ch. 29 - Draw all the steps in the synthesis of each...Ch. 29 - 29.62 Write out the steps for the synthesis of...Ch. 29 - 29.63 Besides the Boc and Fmoc protecting groups...Ch. 29 - 29.64 Another method to form a peptide bond...Ch. 29 - 29.65 Draw the mechanism for the reaction that...Ch. 29 - 29.66 Which of the following amino acids are...Ch. 29 - 29.67 After the peptide chain of collagen has been...Ch. 29 - Prob. 29.68PCh. 29 - Prob. 29.69PCh. 29 - 29.70 The anti-obesity drug orlistat works by...Ch. 29 - Prob. 29.71P
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- In glycoside formation, the hemiacetal functional group of a cyclic monosaccharide is converted to an acetal group by reaction with a(an)arrow_forwardRegarding 4-O- (α-D-psychofuranosyl) -β-D-allopyranose. Please indicate the RIGHT alternative: (a) The disaccharide reacts with CH3OH in an acid medium to form a glycoside that cannot be oxidized with HNO3. (b) It is a reducing disaccharide only in basic medium. (c) In the structure there is only one glycosidic bond that is of the type β 1-O-4 ' (d) The hydrolysis products of this disaccharide do not show mutarrotation. (e) The disaccharide structure contains two six-membered rings.arrow_forwardCellulose is treated with methanol, which methylates the reducing end of polysaccharides. (a) How many methyl groups would be incorporated per cellulose chain? Explain. (b) Relative to cellulose, how many methyl groups would be incorporated in a molecule of amylopectin? (more, less or the same?) Explain. (c) Cellulose is treated with dimethyl sylfate, which adds a methyl group to all free hydroxyl groups. The cellulose is then hydrolyzed to release all of its monosacharides. Draw the structure of the resulting monosaccharidearrow_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_forwardWrite the haworth projection for (A) B_D_glucofuranose (B) a_D_frotopyranosearrow_forwardWhich statement about saccharides is correct? (A). Alpha anomers are more common than beta anoomers. (B). Two monosaccharides can form a disaccharide and oxygen. (C). Polysaccharides with alpha or beta glycosidic linkages have the different properties. (D). Disaccharides can be cyclic or acyclic.arrow_forward
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