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dc.contributor.authorNinniss, Ronald William.en_US
dc.date.accessioned2009-11-04T14:55:21Z
dc.date.available2009-11-04T14:55:21Z
dc.date.issued1988-11-04T14:55:21Z
dc.identifier.urihttp://hdl.handle.net/10464/2816
dc.description.abstractTwo enzyme mechanisms were investigated: the 21-dehydroxylation of corticosteroids by Eubacterium lentum and the dehalogenation of 4-chlorobenzoic acid by Pseudomonas sp. CBS 3. , Chemical and enzymic methods of reduction of 21-oxo steroids were used to generate C-21-d1 compounds of tetrahydrodeoxycorticosterone, with both predominant stereochemistries. It was found that during the dehydroxylation the pro-S hydrogen at the C-21 position was lost preferentially. This suggests that the enzyme removes the pro-S hydrogen during binding to the active site as the ene-diol. To study the hydrolytic replacement of chlorine by hydroxyl , p-chlorobenzoic acid-d4 was prepared and sent to Germany for an ~ncubation with an enzyme preparation of 4-Chlorobenzo~te Dehalogenase. Results suggests the possible loss of deuterium during the conversion of p-chlorobenzoate to p-hydroxybenzoate, from all four ring positions. Many methods of preparing the control compound p-hydroxybenzoic acid-d4 were investigated.en_US
dc.language.isoengen_US
dc.publisherBrock Universityen_US
dc.subjectAdrenocortical hormones.en_US
dc.subjectEubacterium lentum.en_US
dc.subjectChlorobenzoate dehalogenase.en_US
dc.subjectHydroxylation.en_US
dc.subjectHalogenation.en_US
dc.subjectBenzoic acid.en_US
dc.titleThe 21-dehydroxglation of corticosteroids of Eubacterium lentum and the dehalogenation of 4-chlorobenzoic acid by 4-chlorobenzoate dehalogenaseen_US
dc.typeElectronic Thesis or Dissertationen_US
dc.degree.nameM.Sc. Chemistryen_US
dc.degree.levelMastersen_US
dc.contributor.departmentDepartment of Chemistryen_US
dc.degree.disciplineFaculty of Mathematics and Scienceen_US


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