Total synthesis of himastatin
<jats:p>The natural product himastatin has an unusual homodimeric structure that presents a substantial synthetic challenge. We report the concise total synthesis of himastatin from readily accessible precursors, incorporating a final-stage dimerization strategy that was inspired by a detailed...
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Language: | English |
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American Association for the Advancement of Science (AAAS)
2022
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Online Access: | https://hdl.handle.net/1721.1/141147 |
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author | D’Angelo, Kyan A Schissel, Carly K Pentelute, Bradley L Movassaghi, Mohammad |
author2 | Massachusetts Institute of Technology. Department of Chemistry |
author_facet | Massachusetts Institute of Technology. Department of Chemistry D’Angelo, Kyan A Schissel, Carly K Pentelute, Bradley L Movassaghi, Mohammad |
author_sort | D’Angelo, Kyan A |
collection | MIT |
description | <jats:p>The natural product himastatin has an unusual homodimeric structure that presents a substantial synthetic challenge. We report the concise total synthesis of himastatin from readily accessible precursors, incorporating a final-stage dimerization strategy that was inspired by a detailed consideration of the compound’s biogenesis. Combining this approach with a modular synthesis enabled expedient access to more than a dozen designed derivatives of himastatin, including synthetic probes that provide insight into its antibiotic activity.</jats:p> |
first_indexed | 2024-09-23T17:05:04Z |
format | Article |
id | mit-1721.1/141147 |
institution | Massachusetts Institute of Technology |
language | English |
last_indexed | 2024-09-23T17:05:04Z |
publishDate | 2022 |
publisher | American Association for the Advancement of Science (AAAS) |
record_format | dspace |
spelling | mit-1721.1/1411472023-02-13T21:09:50Z Total synthesis of himastatin D’Angelo, Kyan A Schissel, Carly K Pentelute, Bradley L Movassaghi, Mohammad Massachusetts Institute of Technology. Department of Chemistry <jats:p>The natural product himastatin has an unusual homodimeric structure that presents a substantial synthetic challenge. We report the concise total synthesis of himastatin from readily accessible precursors, incorporating a final-stage dimerization strategy that was inspired by a detailed consideration of the compound’s biogenesis. Combining this approach with a modular synthesis enabled expedient access to more than a dozen designed derivatives of himastatin, including synthetic probes that provide insight into its antibiotic activity.</jats:p> 2022-03-10T20:27:04Z 2022-03-10T20:27:04Z 2022-02-25 2022-03-10T20:22:32Z Article http://purl.org/eprint/type/JournalArticle https://hdl.handle.net/1721.1/141147 D’Angelo, Kyan A, Schissel, Carly K, Pentelute, Bradley L and Movassaghi, Mohammad. 2022. "Total synthesis of himastatin." Science, 375 (6583). en 10.1126/science.abm6509 Science Creative Commons Attribution-Noncommercial-Share Alike http://creativecommons.org/licenses/by-nc-sa/4.0/ application/pdf American Association for the Advancement of Science (AAAS) chemRxiv |
spellingShingle | D’Angelo, Kyan A Schissel, Carly K Pentelute, Bradley L Movassaghi, Mohammad Total synthesis of himastatin |
title | Total synthesis of himastatin |
title_full | Total synthesis of himastatin |
title_fullStr | Total synthesis of himastatin |
title_full_unstemmed | Total synthesis of himastatin |
title_short | Total synthesis of himastatin |
title_sort | total synthesis of himastatin |
url | https://hdl.handle.net/1721.1/141147 |
work_keys_str_mv | AT dangelokyana totalsynthesisofhimastatin AT schisselcarlyk totalsynthesisofhimastatin AT pentelutebradleyl totalsynthesisofhimastatin AT movassaghimohammad totalsynthesisofhimastatin |