Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide
The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a “masked” alkyne equivalent with [Mn(N3)(bpyCH3,CH3)(CO)3] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to the metal moiety via a...
| Main Authors: | , , , , , , |
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| Format: | Journal Article |
| Published: |
2014
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| Online Access: | http://hdl.handle.net/20.500.11937/21454 |
| _version_ | 1848750594702966784 |
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| author | Henry, L. Schneider, C. Mützel, B. Simpson, Peter Nagel, C. Fucke, K. Schatzschneider, U. |
| author_facet | Henry, L. Schneider, C. Mützel, B. Simpson, Peter Nagel, C. Fucke, K. Schatzschneider, U. |
| author_sort | Henry, L. |
| building | Curtin Institutional Repository |
| collection | Online Access |
| description | The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a “masked” alkyne equivalent with [Mn(N3)(bpyCH3,CH3)(CO)3] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to the metal moiety via a N-2-coordinated triazolate formed in a cycloaddition-retro-Diels–Alder (crDA) reaction sequence, in a novel approach to bioorthogonal coupling reactions based on metal-centered reactivity. |
| first_indexed | 2025-11-14T07:39:19Z |
| format | Journal Article |
| id | curtin-20.500.11937-21454 |
| institution | Curtin University Malaysia |
| institution_category | Local University |
| last_indexed | 2025-11-14T07:39:19Z |
| publishDate | 2014 |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | curtin-20.500.11937-214542018-03-29T09:06:35Z Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide Henry, L. Schneider, C. Mützel, B. Simpson, Peter Nagel, C. Fucke, K. Schatzschneider, U. The catalyst-free room temperature iClick reaction of an unsymmetrically 2,3-disubstituted oxanorbornadiene (OND) as a “masked” alkyne equivalent with [Mn(N3)(bpyCH3,CH3)(CO)3] leads to isolation of a phenylalanine ester bioconjugate, in which the model amino acid is linked to the metal moiety via a N-2-coordinated triazolate formed in a cycloaddition-retro-Diels–Alder (crDA) reaction sequence, in a novel approach to bioorthogonal coupling reactions based on metal-centered reactivity. 2014 Journal Article http://hdl.handle.net/20.500.11937/21454 10.1039/c4cc07892f restricted |
| spellingShingle | Henry, L. Schneider, C. Mützel, B. Simpson, Peter Nagel, C. Fucke, K. Schatzschneider, U. Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide |
| title | Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide |
| title_full | Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide |
| title_fullStr | Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide |
| title_full_unstemmed | Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide |
| title_short | Amino acid bioconjugation via iClick reaction of an oxanorbornadiene-masked alkyne with a MnI(bpy)(CO)3-coordinated azide |
| title_sort | amino acid bioconjugation via iclick reaction of an oxanorbornadiene-masked alkyne with a mni(bpy)(co)3-coordinated azide |
| url | http://hdl.handle.net/20.500.11937/21454 |