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Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside
Infection by M. tuberculosis results in an estimated 1.7 million TB related deaths worldwide. Mycothiol is produced in M. tuberculosis as the dominant low molecular weight thiol and is thought to protect the bacteria against oxidative stress. Since mycothiol is unique to Actinomycetes and is also pr...
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| Other Authors: | |
| Format: | Thesis |
| Language: | English |
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Department of Chemistry
2015
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| _version_ | 1867613373755031552 |
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| access_status_str | Open Access |
| author | Rogers, Ian L |
| author2 | Naidoo, Kevin J |
| author_browse | Naidoo, Kevin J Rogers, Ian L |
| author_facet | Naidoo, Kevin J Rogers, Ian L |
| author_sort | Rogers, Ian L |
| collection | Thesis |
| description | Infection by M. tuberculosis results in an estimated 1.7 million TB related deaths worldwide. Mycothiol is produced in M. tuberculosis as the dominant low molecular weight thiol and is thought to protect the bacteria against oxidative stress. Since mycothiol is unique to Actinomycetes and is also proposed to play an important role in the dormant state of Mycobacteria, the pseudo-dissacharide is seen as a potential target for novel anti-tuberculars. Targeting the mycothiol redox cycle has led to MshB inhibition by a series of substrate analogues. Kinetics studied showed that the competitive inhibition increased when the alkyl linker was lengthened. The binding of the inhibitors was investigated using computational techniques in order to rationalise the observed trend in inhibition. |
| format | Thesis |
| id | oai:open.uct.ac.za:11427/11506 |
| institution | University of Cape Town (South Africa) |
| language | eng |
| last_indexed | 2026-06-10T12:35:07.527Z |
| license_str | Not specified — see source repository |
| provenance_str_mv | Harvested via OAI-PMH from UCTD — University of Cape Town Open Access Repository |
| publishDate | 2015 |
| publishDateRange | 2015 |
| publishDateSort | 2015 |
| publisher | Department of Chemistry |
| publisherStr | Department of Chemistry |
| record_format | dspace |
| source_str | UCTD — University of Cape Town Open Access Repository |
| spelling | oai:open.uct.ac.za:11427/11506 Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside Rogers, Ian L Naidoo, Kevin J Chemistry Infection by M. tuberculosis results in an estimated 1.7 million TB related deaths worldwide. Mycothiol is produced in M. tuberculosis as the dominant low molecular weight thiol and is thought to protect the bacteria against oxidative stress. Since mycothiol is unique to Actinomycetes and is also proposed to play an important role in the dormant state of Mycobacteria, the pseudo-dissacharide is seen as a potential target for novel anti-tuberculars. Targeting the mycothiol redox cycle has led to MshB inhibition by a series of substrate analogues. Kinetics studied showed that the competitive inhibition increased when the alkyl linker was lengthened. The binding of the inhibitors was investigated using computational techniques in order to rationalise the observed trend in inhibition. 2015-01-05T18:57:49Z 2015-01-05T18:57:49Z 2011 Master Thesis Masters MSc http://hdl.handle.net/11427/11506 eng application/pdf Department of Chemistry Faculty of Science University of Cape Town |
| spellingShingle | Chemistry Rogers, Ian L Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside |
| thesis_degree_str | Master's |
| title | Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside |
| title_full | Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside |
| title_fullStr | Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside |
| title_full_unstemmed | Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside |
| title_short | Rationalising the inhibition of M. tuberculosis MshB by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside |
| title_sort | rationalising the inhibition of m tuberculosis mshb by a series of inhibitors constructed from plumbagin conjugated via a viariable alkyl linker to a phenyl thioglycoside |
| topic | Chemistry |
| url | http://hdl.handle.net/11427/11506 |
| work_keys_str_mv | AT rogersianl rationalisingtheinhibitionofmtuberculosismshbbyaseriesofinhibitorsconstructedfromplumbaginconjugatedviaaviariablealkyllinkertoaphenylthioglycoside |