Thumbnail
Access Restriction
Open

Author Smith, L. E. H. ♦ Mohr, L. H. ♦ Raftery, M. A.
Sponsorship USDOE
Source United States Department of Energy Office of Scientific and Technical Information
Content type Text
Publisher American Chemical Society (ACS)
Language English
Subject Keyword INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY ♦ TRITIUM- ISOTOPE EFFECTS ♦ AMIDES ♦ CATALYSIS ♦ CHEMICAL REACTION KINETICS ♦ HETEROCYCLIC COMPOUNDS ♦ HYDROLYSIS ♦ HYDROXY COMPOUNDS ♦ LYSOZYME ♦ ORGANIC OXYGEN COMPOUNDS
Abstract Secondary alpha -tritium kinetic isotope effects were utilized to probe the nature of the transition state in the lysozyme-catalyzed hydrolysis of chitotriose. A general synthesis of specifically labeled chitin oligomers (in particular 1,1',1''-[<sup> 3</sup>H]chitotriose, the substrate used in these studies) is described. Injection of Drosophila melanogaster larvae with labeled N-acetyl- D-glucosamine yields chitin, which can be hydrolyzed to give a range of chitin oligomers from chitobiose to chitoheptose. The value of k<sub>H</sub>/k<sub>T</sub> obtained for the lysozyme-crtalyzed hydrolysis of chiotri ose was found to be 1.19. This result indicates very considerable carbonium ion character in the transition state, and thus the mechanistic alternatives for lysozyme hydrolysis become distinguishable.
ISSN 00027863
Educational Use Research
Learning Resource Type Article
Publisher Date 1973-10-01
Publisher Department California Inst. of Tech., Pasadena
Journal Journal of the American Chemical Society
Volume Number 95
Issue Number 22
Organization California Inst. of Tech., Pasadena


Open content in new tab

   Open content in new tab