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I. Some studies in enzyme kinetics. II. The oxidation of 3-indoleacetic acid by plant enzymes. III. The synthesis of some alpha-alkyl alpha-amino acids and their derivatives

Manning, David Treadway (1955) I. Some studies in enzyme kinetics. II. The oxidation of 3-indoleacetic acid by plant enzymes. III. The synthesis of some alpha-alkyl alpha-amino acids and their derivatives. Dissertation (Ph.D.), California Institute of Technology. http://resolver.caltech.edu/CaltechETD:etd-01142004-142952

Abstract

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The kinetics of the alpha-chymotrypsin catalyzed hydrolysis of N-carboethoxy-L-tyrosinamide have been determined in aqueous solution at 25[degrees]C and at both pH 7.9 and pH 8.2. The enzyme-inhibitor dissociation constants of N-carboethoxy-D-tyrosinamide, N-carboethoxy-D-tyrosinmethylamide, and N-carboethoxy-L-tyrosinmethylemide have been evaluated in aqueous solution at 25[degrees]C, the former at pH 7.9 and the latter two at pH 7.6. The L isomers of each enantiomorphic pair appear to have a greater affinity for the enzyme than do their respective D-isomers.

An investigation into the nature of the enzymatic oxidation products of 3-Indoleacetic acid (IAA) has been made. 3-Indolealdehyde, o-formamidoacetophenone, o-aminoacetophenone, and 4-hydroxyquinoline have been eliminated as possible major products of the reaction.

A study of synthetic routes to the alpha-alkyl alpha-amino acids has been made. DL-alpha-Methlphenylalanine and DL-alpha-methyltyrosine have been synthesized. All attempts to resolve these compounds by enzymatic means have failed.

Item Type:Thesis (Dissertation (Ph.D.))
Degree Grantor:California Institute of Technology
Major Option:Chemistry
Thesis Committee:
  • Niemann, Carl G. (chair)
Defense Date:1 January 1955
Record Number:etd-01142004-142952
Persistent URL:http://resolver.caltech.edu/CaltechETD:etd-01142004-142952
Default Usage Policy:No commercial reproduction, distribution, display or performance rights in this work are provided.
ID Code:165
Collection:CaltechTHESES
Deposited By: Imported from ETD-db
Deposited On:16 Jan 2004
Last Modified:25 Dec 2012 14:57

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