Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions
Peptides as a kind of important chiral scaffold are broadly identified for their obvious advantages, diverse structures and accessibility. Based on promiscuous aldo-keto-reductase enzymes, several mimetic peptides were designed which were synthesized and tested as multifunctional organocatalysts in...
| Main Authors: | , , , , , |
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| Format: | Article |
| Language: | English |
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Royal Society of Chemistry
2014
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| Online Access: | http://psasir.upm.edu.my/id/eprint/35158/1/Rational%20design%20of%20mimetic%20peptides%20based%20on%20aldo-ketoreductase%20enzyme%20as%20asymmetric%20organocatalysts%20in%20aldol%20reactions.pdf |
| _version_ | 1796972651144544256 |
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| author | Bayat, Saadi Tejo, Bimo Ario Abd. Malek, Emilia Salleh, Abu Bakar Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin |
| author_facet | Bayat, Saadi Tejo, Bimo Ario Abd. Malek, Emilia Salleh, Abu Bakar Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin |
| author_sort | Bayat, Saadi |
| collection | UPM |
| description | Peptides as a kind of important chiral scaffold are broadly identified for their obvious advantages, diverse structures and accessibility. Based on promiscuous aldo-keto-reductase enzymes, several mimetic peptides were designed which were synthesized and tested as multifunctional organocatalysts in direct asymmetric aldol reactions. The corresponding aldol products were produced with high yields (up to 97%) and excellent diastereoselectivities (up to 99/1) and enantioselectivities (>98%) under mild reaction selectivity and enantioselectivity. The secondary structures of peptide catalysts provide an understanding of their mechanism. |
| first_indexed | 2024-03-06T08:31:27Z |
| format | Article |
| id | upm.eprints-35158 |
| institution | Universiti Putra Malaysia |
| language | English |
| last_indexed | 2024-03-06T08:31:27Z |
| publishDate | 2014 |
| publisher | Royal Society of Chemistry |
| record_format | dspace |
| spelling | upm.eprints-351582017-04-05T05:03:41Z http://psasir.upm.edu.my/id/eprint/35158/ Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions Bayat, Saadi Tejo, Bimo Ario Abd. Malek, Emilia Salleh, Abu Bakar Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin Peptides as a kind of important chiral scaffold are broadly identified for their obvious advantages, diverse structures and accessibility. Based on promiscuous aldo-keto-reductase enzymes, several mimetic peptides were designed which were synthesized and tested as multifunctional organocatalysts in direct asymmetric aldol reactions. The corresponding aldol products were produced with high yields (up to 97%) and excellent diastereoselectivities (up to 99/1) and enantioselectivities (>98%) under mild reaction selectivity and enantioselectivity. The secondary structures of peptide catalysts provide an understanding of their mechanism. Royal Society of Chemistry 2014 Article PeerReviewed application/pdf en http://psasir.upm.edu.my/id/eprint/35158/1/Rational%20design%20of%20mimetic%20peptides%20based%20on%20aldo-ketoreductase%20enzyme%20as%20asymmetric%20organocatalysts%20in%20aldol%20reactions.pdf Bayat, Saadi and Tejo, Bimo Ario and Abd. Malek, Emilia and Salleh, Abu Bakar and Mohd Yahaya, Normi and Abdul Rahman, Mohd Basyaruddin (2014) Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions. RSC Advances, 4 (73). pp. 38859-38868. ISSN 2046-2069 http://pubs.rsc.org/en/content/articlelanding/2014/ra/c4ra04866k#!divAbstract 10.1039/c4ra04866k |
| spellingShingle | Bayat, Saadi Tejo, Bimo Ario Abd. Malek, Emilia Salleh, Abu Bakar Mohd Yahaya, Normi Abdul Rahman, Mohd Basyaruddin Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
| title | Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
| title_full | Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
| title_fullStr | Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
| title_full_unstemmed | Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
| title_short | Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
| title_sort | rational design of mimetic peptides based on aldo ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
| url | http://psasir.upm.edu.my/id/eprint/35158/1/Rational%20design%20of%20mimetic%20peptides%20based%20on%20aldo-ketoreductase%20enzyme%20as%20asymmetric%20organocatalysts%20in%20aldol%20reactions.pdf |
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