Bixler, Robert (1957) I. The synthesis of pyridine and pyridine 1-oxide substituted alanine derivatives. II. Preliminary investigations of alpha-chymotrypsin catalyzed hydrolyses of acylated amino acid esters at low enzyme concentrations--studies of surface effects. III. The synthesis and rate of acetolysis of 1-bicyclo[2.2.1]heptylmethyl tosylate. Dissertation (Ph.D.), California Institute of Technology. http://resolver.caltech.edu/CaltechETD:etd-07012004-100202
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Methods for the preparation of pyridine and pyridine 1-oxide substituted alanines for use as substrates for the enzyme alpha-chymotrypsin were studied. As a consequence of this work, N-benzoyl-L-4-pyridylalanine 1-oxide methyl and ethyl esters, N-acetyl-DL-4-pyridylalanine 1-oxide methyl ester, and N-(nicotinyl 1-oxide)-L-phenylalanine methyl ester were prepared. The method for the synthesis of 4-pyridyl-alanine via a malonic ester condensation has been improved to the point where it is preparatively useful.
It has been demonstrated that the catalytic reduction of pyridine 1-oxides in water with a platinum catalyst is nonspecific, the pyridine and pyridine 1-oxide groups being reduced at comparable rates.
A kinetic study of the effect of surface on alpha-chymotrypsin catalyzed hydrolyses of acylated amino acid esters was carried out. It was shown that there was no effect of surface on the kinetics, varying the surface by a factor of 3000. However, it was shown that serious losses of enzyme can occur during transfer operations at an enzyme to surface ratio of [...] or greater. The possibility of avoiding these losses of enzyme during transfer by adding a "carrier" for the enzyme, in the form of colloidal silica, was investigated, and shown to have promise. It was shown that the enzyme was adsorbed on colloidal silica.
Bicylo[2.2.1]hepty1methyl tosylate has been prepared, and its rate of acetolysis at 99[degrees]C. determined.
|Item Type:||Thesis (Dissertation (Ph.D.))|
|Degree Grantor:||California Institute of Technology|
|Division:||Chemistry and Chemical Engineering|
|Thesis Availability:||Public (worldwide access)|
|Defense Date:||1 January 1957|
|Default Usage Policy:||No commercial reproduction, distribution, display or performance rights in this work are provided.|
|Deposited By:||Imported from ETD-db|
|Deposited On:||02 Jul 2004|
|Last Modified:||26 Dec 2012 02:54|
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