The pKa values for the two ionizable functional groups (3.39 and 8.03)differ considerably from the pKa values of alanine (2.35 and 9.87; ). Account for the observed pKa differences
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The pKa values for the two ionizable functional groups (3.39 and 8.03)
differ considerably from the pKa values of alanine (2.35 and 9.87; ). Account for the observed pKa differences
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- Give the Summary of the Factors That Determine AmineBasicity ?Bradykinin is a linear nonapeptide released by blood plasma globulin in response to a wasp sting. It is a very potent pain-causing agent. Its constituent amino acids are 2R, G, 2F, 3P, S. The sue of 2,4-dinitrofluorobenzene and carboxypeptidase shows that both terminal residues are arginine. Partial hydrolysis of bradykinin gives the following di- and tripeptides: FS + PGF +PP + SPF + FR + RPRank the pKa values of the conjugate acids for nosylate, tosylate, and brosylate
- cystine is made up of two cysteine residues joined by a disulfide bond. explain why the two carboxylgroups have different pka values, even though they both have the same ligands. along the same linesexplain why the pka values of the two amino groups differ even more.Brucine is a poisonous alkaloid obtained from Strychnos nux vomica, a tree that grows in India, Sri Lanka, and northern Australia. Write out a resolution scheme, which shows how a racemic mixture of phenylalanine can be resolved using brucine.1. Taking the structure of the amino acids into account, give a comparative discussion pK values where histidine=2 and alanine=2.
- Given the following peptide SEPIMAPVEYPK(a) Estimate the net charge at pH 7 and at pH 12. Assume the pKa valuesgiven in as shown. (b) How many peptides would result if this peptide were treated with(1) cyanogen bromide, (2) trypsin, or (3) chymotrypsin?(c) Suggest a method for separating the peptides produced by chymotrypsintreatment.4b) Canavanine is closely related to arginine, and like arginine its side group has a +1 charge when protonated. If you dissolved canavanine in an aqueous solution at pH 10, what would the net charge on a molecule of canavanine be? Please show your work or make it clear how you determined the charge contribution from each ionizable group.Another strategy used to resolve amino acids involves converting the carboxy group to an ester and then using a chiral carboxylic acid to carry out an acid–base reaction at the free amino group. Using a racemic mixture of alanine enantiomers and (R)-mandelic acid as resolving agent, write out the steps showing how a resolution process would occur.
- Why is glycine the only amino acid commonly observed in peptides inconformations with phi and psi values which are not restricted to the values in the Ramachandran plot below?An amino acid mixture of phenylalanine, glycine and glutamic acid is to be separated bypaper chromatography. The solvent is less polar than water. Which of these amino acids will have the highest Rf value and which the lowest? Explain. Treatment of a new protein with dansyl chloride reveals two (2) dansyl-labelled derivatives of amino acids, alanine and methionine. What can you deduce about the structure of the protein from these results? Name the amino acids that contribute atoms to both purine and pyrimidine rings.Write the form of lysine most prevalent at pH 1.0 and then show its reaction with the following. Consult Table 27.2 for pKa values of the ionizable groups in lysine. Q.) 1 mol NaOH