Asymmetric Michael reaction catalyzed by mimicked peptides
Peptides mimicked from active site of promiscuous aldo-ketoreductase were synthesized and tested as asymmetry catalysts in the Michael adduct reaction of aldehydes or ketones with nitroolefins to furnish the corresponding γ-nitroaldehydes, γ-nitroketones with up to 93 % yield, 99:1 dr and 71 % ee at...
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Springer
2014
|
| Online Access: | http://psasir.upm.edu.my/id/eprint/36591/ http://psasir.upm.edu.my/id/eprint/36591/1/Asymmetric%20Michael%20reaction%20catalyzed%20by%20mimicked%20peptides.pdf |
| _version_ | 1848848375712055296 |
|---|---|
| author | Bayat, Saadi Tejo, Bimo Ario Salleh, Abu Bakar Abd. Malek, Emilia Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin |
| author_facet | Bayat, Saadi Tejo, Bimo Ario Salleh, Abu Bakar Abd. Malek, Emilia Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin |
| author_sort | Bayat, Saadi |
| building | UPM Institutional Repository |
| collection | Online Access |
| description | Peptides mimicked from active site of promiscuous aldo-ketoreductase were synthesized and tested as asymmetry catalysts in the Michael adduct reaction of aldehydes or ketones with nitroolefins to furnish the corresponding γ-nitroaldehydes, γ-nitroketones with up to 93 % yield, 99:1 dr and 71 % ee at room temperature and on eco-friendly solvents. Aspartic acid residue as second amino acid produced greater enantioselectivity. |
| first_indexed | 2025-11-15T09:33:30Z |
| format | Article |
| id | upm-36591 |
| institution | Universiti Putra Malaysia |
| institution_category | Local University |
| language | English |
| last_indexed | 2025-11-15T09:33:30Z |
| publishDate | 2014 |
| publisher | Springer |
| recordtype | eprints |
| repository_type | Digital Repository |
| spelling | upm-365912015-08-21T03:15:56Z http://psasir.upm.edu.my/id/eprint/36591/ Asymmetric Michael reaction catalyzed by mimicked peptides Bayat, Saadi Tejo, Bimo Ario Salleh, Abu Bakar Abd. Malek, Emilia Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin Peptides mimicked from active site of promiscuous aldo-ketoreductase were synthesized and tested as asymmetry catalysts in the Michael adduct reaction of aldehydes or ketones with nitroolefins to furnish the corresponding γ-nitroaldehydes, γ-nitroketones with up to 93 % yield, 99:1 dr and 71 % ee at room temperature and on eco-friendly solvents. Aspartic acid residue as second amino acid produced greater enantioselectivity. Springer 2014 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/36591/1/Asymmetric%20Michael%20reaction%20catalyzed%20by%20mimicked%20peptides.pdf Bayat, Saadi and Tejo, Bimo Ario and Salleh, Abu Bakar and Abd. Malek, Emilia and Mohd Yahaya, Normi and Abdul Rahman, Mohd Basyaruddin (2014) Asymmetric Michael reaction catalyzed by mimicked peptides. Catalysis Letters, 144 (2). pp. 222-228. ISSN 1011-372X; ESSN:1572-879X 10.1007/s10562-013-1156-6 |
| spellingShingle | Bayat, Saadi Tejo, Bimo Ario Salleh, Abu Bakar Abd. Malek, Emilia Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin Asymmetric Michael reaction catalyzed by mimicked peptides |
| title | Asymmetric Michael reaction catalyzed by mimicked peptides |
| title_full | Asymmetric Michael reaction catalyzed by mimicked peptides |
| title_fullStr | Asymmetric Michael reaction catalyzed by mimicked peptides |
| title_full_unstemmed | Asymmetric Michael reaction catalyzed by mimicked peptides |
| title_short | Asymmetric Michael reaction catalyzed by mimicked peptides |
| title_sort | asymmetric michael reaction catalyzed by mimicked peptides |
| url | http://psasir.upm.edu.my/id/eprint/36591/ http://psasir.upm.edu.my/id/eprint/36591/ http://psasir.upm.edu.my/id/eprint/36591/1/Asymmetric%20Michael%20reaction%20catalyzed%20by%20mimicked%20peptides.pdf |