Ligase-controlled cyclo-oligomerization of peptides
A biomimetic one-step ligase-catalyzed cyclo-oligomerization mediated by butelase 1, an Asn/Asp-specific ligase, is introduced that is time-, concentration-, length-, and sequence-dependent. This reaction yields cyclic mono-, di-, tri-, and tetramers from peptide precursors containing 3-15 amino aci...
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sg-ntu-dr.10356-1438862023-02-28T17:07:03Z Ligase-controlled cyclo-oligomerization of peptides Hemu, Xinya Zhang, Xiaohong Tam, James P. School of Biological Sciences Science::Biological sciences Peptides And Proteins Bacteria A biomimetic one-step ligase-catalyzed cyclo-oligomerization mediated by butelase 1, an Asn/Asp-specific ligase, is introduced that is time-, concentration-, length-, and sequence-dependent. This reaction yields cyclic mono-, di-, tri-, and tetramers from peptide precursors containing 3-15 amino acids ended with Asn and a His-Val tail. The cyclomonomers were favored when the peptide lengths were >9 amino acids. A turn-forming Pro residue at the P2 position favored the formation of higher-order cyclo-oligomers. Ministry of Education (MOE) Accepted version We thank National University Hospital of Singapore for providing the drug-resistant bacteria strains for the research purpose. This research was supported by Academic Research Grant Tier 3 (MOE2016-T3-1-003) from Singapore Minister of Education (MOE). 2020-09-29T07:47:55Z 2020-09-29T07:47:55Z 2019 Journal Article Hemu, X., Zhang, X., & Tam, J. P. (2019). Ligase-Controlled Cyclo-oligomerization of Peptides. Organic Letters, 21(7), 2029–2032. doi:10.1021/acs.orglett.9b00151 1523-7060 https://hdl.handle.net/10356/143886 10.1021/acs.orglett.9b00151 30763108 7 21 2029 2032 en Organic letters This document is the Accepted Manuscript version of a Published Work that appeared in final form in Organic letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://doi.org/10.1021/acs.orglett.9b00151 application/pdf |
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Science::Biological sciences Peptides And Proteins Bacteria |
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Science::Biological sciences Peptides And Proteins Bacteria Hemu, Xinya Zhang, Xiaohong Tam, James P. Ligase-controlled cyclo-oligomerization of peptides |
| description |
A biomimetic one-step ligase-catalyzed cyclo-oligomerization mediated by butelase 1, an Asn/Asp-specific ligase, is introduced that is time-, concentration-, length-, and sequence-dependent. This reaction yields cyclic mono-, di-, tri-, and tetramers from peptide precursors containing 3-15 amino acids ended with Asn and a His-Val tail. The cyclomonomers were favored when the peptide lengths were >9 amino acids. A turn-forming Pro residue at the P2 position favored the formation of higher-order cyclo-oligomers. |
| author2 |
School of Biological Sciences |
| author_facet |
School of Biological Sciences Hemu, Xinya Zhang, Xiaohong Tam, James P. |
| format |
Article |
| author |
Hemu, Xinya Zhang, Xiaohong Tam, James P. |
| author_sort |
Hemu, Xinya |
| title |
Ligase-controlled cyclo-oligomerization of peptides |
| title_short |
Ligase-controlled cyclo-oligomerization of peptides |
| title_full |
Ligase-controlled cyclo-oligomerization of peptides |
| title_fullStr |
Ligase-controlled cyclo-oligomerization of peptides |
| title_full_unstemmed |
Ligase-controlled cyclo-oligomerization of peptides |
| title_sort |
ligase-controlled cyclo-oligomerization of peptides |
| publishDate |
2020 |
| url |
https://hdl.handle.net/10356/143886 |
| _version_ |
1759853715320209408 |