Concept explainers
Interpretation:
The products obtained from the following reactions are to be determined: treating tyrosine with excess bromine water, reaction of phenylalanine with ethanol in the presence of hydrogen chloride, and the reaction of alanine and benzoyl chloride in aqueous base.
Concept introduction:
Amino acids contain both carboxyl group and an amino group. Both, carboxyl groups and amino groups donate and accept protons from water, respectively, to form ions. Amino acids form double ionized species by this exchange of protons in a solution between carboxyl group and amino group. These double ionized species are termed as zwitter ions.
Deactivating groups like
Amino acids reacts with alcohols to produce esters, and follow nucleophilic aryl substitution reaction and the process is called Fischer esterification.
Amino acids react with acid chlorides to form acetylation or benzoylation of amino acids occur.
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ORGANIC CHEM. VOL.1+2-W/WILEYPLUS
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- (a) What amino acids would be obtained by hydrolysis of the following tripeptide? H,NCHCNHCHCNHCHCOH (CH)2CH H.CоН Н-ССH-СОН (b) How many different tripeptides can be made from gly- cine, serine, and glutamic acid? Give the abbreviation for each of these tripeptides, using the three-letter codes and one-letter codes for the amino acids.arrow_forward22-9 What is the difference in structure between tyrosine and phenylalanine?arrow_forward22-20 Show how alanine, in solution at its isoelectric point, acts as a buffer (write equations to show why the pH does not change much if we add an acid or a base).arrow_forward
- A chemically modified guanidino group is present in cimetidine (Tagamet), a widely prescribed drug for the control of gastric acidity and peptic ulcers. Cimetidine reduces gastric acid secretion by inhibiting the interaction of histamine with gastric H2 receptors. In the development of this drug, a cyano group was added to the substituted guanidino group to alter its basicity. Do you expect this modified guanidino group to be more basic or less basic than the guanidino group of arginine? Explain.arrow_forward22-42 (a) How many atoms of the peptide bond lie in the same plane? (b) Which atoms are they?arrow_forwardOn complete hydrolysis, a polypeptide gives two alanine, one leucine, one methionine, one phenylalanine, and one valine residue. Partial hydrolysis gives the following fragments: Ala-Phe, Leu-Met, Val-Ala, Phe-Leu. It is known that the first amino acid in the sequence is valine and the last one is methionine. What is the complete sequence of amino acids?arrow_forward
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