Systematic Investigation on Acid-Catalyzed Truncation of N -Acylated Peptoids
Peptoids have emerged as a useful alternative to peptides. However, -acylated peptoids have occasionally undergone truncation at the terminal peptoid unit under acidic conditions. We previously reported on the mechanistic and electronic aspects of the acid-catalyzed truncation of -acylated peptoids....
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| Veröffentlicht in: | International journal of molecular sciences 2024-11, Vol.25 (21), p.11390 |
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| container_title | International journal of molecular sciences |
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| creator | Piao, Ruiqi Kwon, Yong-Uk |
| description | Peptoids have emerged as a useful alternative to peptides. However,
-acylated peptoids have occasionally undergone truncation at the terminal peptoid unit under acidic conditions. We previously reported on the mechanistic and electronic aspects of the acid-catalyzed truncation of
-acylated peptoids. To gain further insight, we systematically investigated the conformational and electronic effects of the terminal side chains of peptoids. The
→
* interaction, based on
-amide bond conformation, is considered to be one of the determining factors. In this study, it was demonstrated that both conformational and electronic factors contribute to this unusual truncation. |
| doi_str_mv | 10.3390/ijms252111390 |
| format | Article |
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-acylated peptoids have occasionally undergone truncation at the terminal peptoid unit under acidic conditions. We previously reported on the mechanistic and electronic aspects of the acid-catalyzed truncation of
-acylated peptoids. To gain further insight, we systematically investigated the conformational and electronic effects of the terminal side chains of peptoids. The
→
* interaction, based on
-amide bond conformation, is considered to be one of the determining factors. In this study, it was demonstrated that both conformational and electronic factors contribute to this unusual truncation.</description><identifier>ISSN: 1422-0067</identifier><identifier>ISSN: 1661-6596</identifier><identifier>EISSN: 1422-0067</identifier><identifier>DOI: 10.3390/ijms252111390</identifier><identifier>PMID: 39518946</identifier><language>eng</language><publisher>Switzerland: MDPI AG</publisher><subject>Acids - chemistry ; Acylation ; Amino acids ; Catalysis ; Communication ; Investigations ; Peptides ; Peptoids - chemistry ; Resins</subject><ispartof>International journal of molecular sciences, 2024-11, Vol.25 (21), p.11390</ispartof><rights>COPYRIGHT 2024 MDPI AG</rights><rights>2024 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><rights>2024 by the authors. 2024</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c369t-5a860bf1142dc2e82df07773465c3e0b397e315f50b5068b06d378b81cf554273</cites><orcidid>0009-0008-6427-9422</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC11547061/pdf/$$EPDF$$P50$$Gpubmedcentral$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://www.ncbi.nlm.nih.gov/pmc/articles/PMC11547061/$$EHTML$$P50$$Gpubmedcentral$$Hfree_for_read</linktohtml><link.rule.ids>230,314,727,780,784,885,27915,27916,53782,53784</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/39518946$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Piao, Ruiqi</creatorcontrib><creatorcontrib>Kwon, Yong-Uk</creatorcontrib><title>Systematic Investigation on Acid-Catalyzed Truncation of N -Acylated Peptoids</title><title>International journal of molecular sciences</title><addtitle>Int J Mol Sci</addtitle><description>Peptoids have emerged as a useful alternative to peptides. However,
-acylated peptoids have occasionally undergone truncation at the terminal peptoid unit under acidic conditions. We previously reported on the mechanistic and electronic aspects of the acid-catalyzed truncation of
-acylated peptoids. To gain further insight, we systematically investigated the conformational and electronic effects of the terminal side chains of peptoids. The
→
* interaction, based on
-amide bond conformation, is considered to be one of the determining factors. In this study, it was demonstrated that both conformational and electronic factors contribute to this unusual truncation.</description><subject>Acids - chemistry</subject><subject>Acylation</subject><subject>Amino acids</subject><subject>Catalysis</subject><subject>Communication</subject><subject>Investigations</subject><subject>Peptides</subject><subject>Peptoids - chemistry</subject><subject>Resins</subject><issn>1422-0067</issn><issn>1661-6596</issn><issn>1422-0067</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2024</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><sourceid>8G5</sourceid><sourceid>ABUWG</sourceid><sourceid>AFKRA</sourceid><sourceid>AZQEC</sourceid><sourceid>BENPR</sourceid><sourceid>CCPQU</sourceid><sourceid>DWQXO</sourceid><sourceid>GNUQQ</sourceid><sourceid>GUQSH</sourceid><sourceid>M2O</sourceid><recordid>eNptkt9PHCEQx4mpqfbaR1-bTfriy-oAy499MpeLbU2smmifCcvClcsunMuuyfnXl4tX6zUNJDDMZ77MwCB0guGM0hrO_apPhBGMcbYO0DGuCCkBuHj3Zn-EPqS0AiCUsPo9OqI1w7Ku-DH6cb9Jo-316E1xFZ5sGv0yGzEUec6Nb8uFHnW3ebZt8TBMweycrrgpyrnZdHrMnju7HqNv00d06HSX7KfdOkM_v14-LL6X17ffrhbz69JQXo8l05JD43DOrzXEStI6EELQijNDLTS0FpZi5hg0DLhsgLdUyEZi4xiriKAzdPGiu56a3rbGhnHQnVoPvtfDRkXt1b4n-F9qGZ8UxqwSwHFWON0pDPFxymWr3idju04HG6ekKCZSVHSb1Qx9-QddxWkIub4txaGqQci_1FJ3VvngYr7YbEXVXGJGKyaBZursP1Qere29icE6n8_3AsqXADPElAbrXovEoLYNoPYaIPOf377MK_3nx-lv6capfA</recordid><startdate>20241101</startdate><enddate>20241101</enddate><creator>Piao, Ruiqi</creator><creator>Kwon, Yong-Uk</creator><general>MDPI AG</general><general>MDPI</general><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>3V.</scope><scope>7X7</scope><scope>7XB</scope><scope>88E</scope><scope>8FI</scope><scope>8FJ</scope><scope>8FK</scope><scope>8G5</scope><scope>ABUWG</scope><scope>AFKRA</scope><scope>AZQEC</scope><scope>BENPR</scope><scope>CCPQU</scope><scope>DWQXO</scope><scope>FYUFA</scope><scope>GHDGH</scope><scope>GNUQQ</scope><scope>GUQSH</scope><scope>K9.</scope><scope>M0S</scope><scope>M1P</scope><scope>M2O</scope><scope>MBDVC</scope><scope>PIMPY</scope><scope>PQEST</scope><scope>PQQKQ</scope><scope>PQUKI</scope><scope>PRINS</scope><scope>Q9U</scope><scope>7X8</scope><scope>5PM</scope><orcidid>https://orcid.org/0009-0008-6427-9422</orcidid></search><sort><creationdate>20241101</creationdate><title>Systematic Investigation on Acid-Catalyzed Truncation of N -Acylated Peptoids</title><author>Piao, Ruiqi ; 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-acylated peptoids have occasionally undergone truncation at the terminal peptoid unit under acidic conditions. We previously reported on the mechanistic and electronic aspects of the acid-catalyzed truncation of
-acylated peptoids. To gain further insight, we systematically investigated the conformational and electronic effects of the terminal side chains of peptoids. The
→
* interaction, based on
-amide bond conformation, is considered to be one of the determining factors. In this study, it was demonstrated that both conformational and electronic factors contribute to this unusual truncation.</abstract><cop>Switzerland</cop><pub>MDPI AG</pub><pmid>39518946</pmid><doi>10.3390/ijms252111390</doi><orcidid>https://orcid.org/0009-0008-6427-9422</orcidid><oa>free_for_read</oa></addata></record> |
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| source | MDPI - Multidisciplinary Digital Publishing Institute; MEDLINE; PubMed Central; EZB Electronic Journals Library |
| subjects | Acids - chemistry Acylation Amino acids Catalysis Communication Investigations Peptides Peptoids - chemistry Resins |
| title | Systematic Investigation on Acid-Catalyzed Truncation of N -Acylated Peptoids |
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