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...
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| Veröffentlicht in: | RSC advances 2014-01, Vol.4 (73), p.38859-38868 |
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| container_end_page | 38868 |
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| container_issue | 73 |
| container_start_page | 38859 |
| container_title | RSC advances |
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| creator | Bayat, Saadi Tejo, Bimo A. Abdulmalek, Emilia Salleh, Abu Bakar Normi, Yahaya M. Abdul Rahman, Mohd Basyaruddin |
| 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. |
| doi_str_mv | 10.1039/C4RA04866K |
| format | Article |
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| ispartof | RSC advances, 2014-01, Vol.4 (73), p.38859-38868 |
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| language | eng |
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| source | Royal Society Of Chemistry Journals 2008- |
| subjects | Accessibility Aldehydes Asymmetry Catalysis Enzymes Peptides Scaffolds Synthesis (chemistry) |
| title | Rational design of mimetic peptides based on aldo-ketoreductase enzyme as asymmetric organocatalysts in aldol reactions |
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