Bioconjugation of triosmium carbonyl clusters
This thesis describes the conjugation of triosmium carbonyl clusters to biomolecules, in particular, nucleosides and oligopeptides. Several different approaches were employed for this conjugation, including the copper-catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC) reaction. Various triosmi...
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| Format: | Thesis |
| Language: | English |
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2017
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| Online Access: | http://hdl.handle.net/10356/69452 |
| _version_ | 1826114972423290880 |
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| author | Tan, Yu Qian |
| author2 | Leong Weng Kee |
| author_facet | Leong Weng Kee Tan, Yu Qian |
| author_sort | Tan, Yu Qian |
| collection | NTU |
| description | This thesis describes the conjugation of triosmium carbonyl clusters to biomolecules, in particular, nucleosides and oligopeptides. Several different approaches were employed for this conjugation, including the copper-catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC) reaction. Various triosmium carbonyl clusters were successfully conjugated to nucleosides, and the conjugation was also extended to hexaosmium carbonyl clusters. The effect of bioconjugation on the biological activity of the cluster was examined, with several clusters showing promising anti-proliferative activity. The CuAAC reaction was also utilized for the labelling of oligopeptides with osmium carbonyl clusters for TEM imaging.
Oligopeptides were successfully conjugated to functionalized disubstituted phosphine clusters via simultaneous biorthogonal reactions. These oligopeptide-cluster conjugates underwent stereochemical changes upon protonation, and the effect of these changes on the structure and conformation of the oligopeptide were investigated. Cluster protonation was also investigated for development into SERS-based intracellular pH sensors. |
| first_indexed | 2024-10-01T03:47:55Z |
| format | Thesis |
| id | ntu-10356/69452 |
| institution | Nanyang Technological University |
| language | English |
| last_indexed | 2024-10-01T03:47:55Z |
| publishDate | 2017 |
| record_format | dspace |
| spelling | ntu-10356/694522023-02-28T23:37:40Z Bioconjugation of triosmium carbonyl clusters Tan, Yu Qian Leong Weng Kee School of Physical and Mathematical Sciences DRNTU::Science::Chemistry This thesis describes the conjugation of triosmium carbonyl clusters to biomolecules, in particular, nucleosides and oligopeptides. Several different approaches were employed for this conjugation, including the copper-catalyzed 1,3-dipolar azide-alkyne cycloaddition (CuAAC) reaction. Various triosmium carbonyl clusters were successfully conjugated to nucleosides, and the conjugation was also extended to hexaosmium carbonyl clusters. The effect of bioconjugation on the biological activity of the cluster was examined, with several clusters showing promising anti-proliferative activity. The CuAAC reaction was also utilized for the labelling of oligopeptides with osmium carbonyl clusters for TEM imaging. Oligopeptides were successfully conjugated to functionalized disubstituted phosphine clusters via simultaneous biorthogonal reactions. These oligopeptide-cluster conjugates underwent stereochemical changes upon protonation, and the effect of these changes on the structure and conformation of the oligopeptide were investigated. Cluster protonation was also investigated for development into SERS-based intracellular pH sensors. Doctor of Philosophy (SPMS) 2017-01-12T04:17:50Z 2017-01-12T04:17:50Z 2017 Thesis Tan, Y. Q. (2017). Bioconjugation of triosmium carbonyl clusters. Doctoral thesis, Nanyang Technological University, Singapore. http://hdl.handle.net/10356/69452 10.32657/10356/69452 en 319 p. application/pdf |
| spellingShingle | DRNTU::Science::Chemistry Tan, Yu Qian Bioconjugation of triosmium carbonyl clusters |
| title | Bioconjugation of triosmium carbonyl clusters |
| title_full | Bioconjugation of triosmium carbonyl clusters |
| title_fullStr | Bioconjugation of triosmium carbonyl clusters |
| title_full_unstemmed | Bioconjugation of triosmium carbonyl clusters |
| title_short | Bioconjugation of triosmium carbonyl clusters |
| title_sort | bioconjugation of triosmium carbonyl clusters |
| topic | DRNTU::Science::Chemistry |
| url | http://hdl.handle.net/10356/69452 |
| work_keys_str_mv | AT tanyuqian bioconjugationoftriosmiumcarbonylclusters |