PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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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?
Explain what is meant by the following :(i) peptide linkage(ii) pyranose structure of glucose
Chapter 29 Solutions
PKG 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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Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.Similar questions
- (g) Identify a simple lipid the list of compounds shown. ____________(h) Identify a complex lipid from the list of compounds shown. ____________(i) Identify a zwitterion from the list of compounds shown. ____________(j) Identify a lipid that is a constituent of cell membranes. ____________ write n/a if nonearrow_forward(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?arrow_forwardCrocin, which occurs naturally in crocus and gardenia owers, is primarily responsible for the color of saffron. (a) What lipid and monosaccharides are formed by the hydrolysis of crocin? (b) Classify the lipid as a monoterpenoid, diperpenoid, etc., and locate the isoprene units.arrow_forward
- Draw both enantiomers of each amino acid and label them as R or S: (a) phenylalanine; (b) methionine.arrow_forwardExplain the meaning of the following: (a) Esterification (b) Saponification (c) Enantiomersarrow_forwardBacteria that live in the large intestine metabolize glycocholic acid using amidases and hydroxylases. (a) Draw the reaction product. (b) Compare the solubility of the product and glycocholic acid. (c) Could the change in the bile acid’s solubility make it less toxic to bacteria?arrow_forward
- Draw the structure of: (a) a polysaccharide formed by joining D-mannose units in 1->4-ß-glycosidic linkages; (b) a polysaccharide formed by joining D-glucose units in 1->6-a-glycosidic linkages. The polysaccharide in (b) is dextran, a component of dental plaque.arrow_forwardConsider the structure of raffinose, a trisaccharide found in sugar beets and a number of higher plants. HO CH,OH Но- OH OCH, Но Но OH НОСН Но CH,OH ÓH raffinose (a) Classify raffinose as a reducing or nonreducing sugar, and tell how you know. (b) Identify the glycoside linkages in raffinose, and clas- sify each as either a or B. (c) Name the monosaccharides formed when raffinose is hydrolyzed in aqueous acid. (d) What products are formed when raffinose is treated with dimethyl sulfate in NaOH, and then with aqueous acid and heat?arrow_forward(i) Which one of the following is a polysaccharide :Starch, Maltose, Fructose, Glucose?(ii) What one difference between a-helix and P-pleated sheet structure of protein.(iii) Write the name of the disease caused by the deficiency of Vitamin B12.arrow_forward
- 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
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