Hypervalent Iodine‐Mediated Late‐Stage Peptide and Protein Functionalization
Hypervalent iodine compounds are powerful reagents for the development of novel transformations. As they exhibit low toxicity, high functional group tolerance, and stability in biocompatible media, they have been used for the functionalization of biomolecules. Herein, we report recent advances up to...
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| Veröffentlicht in: | Angewandte Chemie International Edition 2022-02, Vol.61 (7), p.e202112287-n/a |
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| creator | Allouche, Emmanuelle M. D. Grinhagena, Elija Waser, Jerome |
| description | Hypervalent iodine compounds are powerful reagents for the development of novel transformations. As they exhibit low toxicity, high functional group tolerance, and stability in biocompatible media, they have been used for the functionalization of biomolecules. Herein, we report recent advances up to June 2021 in peptide and protein modification using hypervalent iodine reagents. Their use as group transfer or oxidizing reagents is discussed in this Minireview, including methods targeting polar, aromatic, or aliphatic amino acids and peptide termini.
Hypervalent iodine reagents are commonly used for the development of novel transformations. As they are highly reactive and biocompatible, they have been employed more recently for the functionalization of biomolecules. This Minireview discusses the development of hypervalent iodine reagents for the modification of peptides and proteins as well as their application, such as for labeling and peptide stapling. |
| doi_str_mv | 10.1002/anie.202112287 |
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Hypervalent iodine reagents are commonly used for the development of novel transformations. As they are highly reactive and biocompatible, they have been employed more recently for the functionalization of biomolecules. This Minireview discusses the development of hypervalent iodine reagents for the modification of peptides and proteins as well as their application, such as for labeling and peptide stapling.</description><edition>International ed. in English</edition><identifier>ISSN: 1433-7851</identifier><identifier>ISSN: 1521-3773</identifier><identifier>EISSN: 1521-3773</identifier><identifier>DOI: 10.1002/anie.202112287</identifier><identifier>PMID: 34674359</identifier><language>eng</language><publisher>Germany: Wiley Subscription Services, Inc</publisher><subject>Amino acids ; Biocompatibility ; bioconjugation ; Biomolecules ; Functional groups ; hypervalent iodine ; Iodine ; Iodine - chemistry ; Iodine compounds ; late-stage functionalization ; Minireview ; Minireviews ; Molecular Structure ; Oxidation ; Peptides ; Peptides - chemistry ; Proteins ; Proteins - chemistry ; Reagents ; Toxicity</subject><ispartof>Angewandte Chemie International Edition, 2022-02, Vol.61 (7), p.e202112287-n/a</ispartof><rights>2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH</rights><rights>2021 The Authors. Angewandte Chemie International Edition published by Wiley-VCH GmbH.</rights><rights>2021. This article is published under http://creativecommons.org/licenses/by/4.0/ (the “License”). Notwithstanding the ProQuest Terms and Conditions, you may use this content in accordance with the terms of the License.</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c5347-b22620939830e0c28cdddb8fc5d003813956aa7ff25270af50de6d10cf7cfd073</citedby><cites>FETCH-LOGICAL-c5347-b22620939830e0c28cdddb8fc5d003813956aa7ff25270af50de6d10cf7cfd073</cites><orcidid>0000-0002-8756-4559 ; 0000-0002-4570-914X ; 0000-0001-5268-5660</orcidid></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://onlinelibrary.wiley.com/doi/pdf/10.1002%2Fanie.202112287$$EPDF$$P50$$Gwiley$$Hfree_for_read</linktopdf><linktohtml>$$Uhttps://onlinelibrary.wiley.com/doi/full/10.1002%2Fanie.202112287$$EHTML$$P50$$Gwiley$$Hfree_for_read</linktohtml><link.rule.ids>230,314,776,780,881,1411,27901,27902,45550,45551</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/34674359$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Allouche, Emmanuelle M. D.</creatorcontrib><creatorcontrib>Grinhagena, Elija</creatorcontrib><creatorcontrib>Waser, Jerome</creatorcontrib><title>Hypervalent Iodine‐Mediated Late‐Stage Peptide and Protein Functionalization</title><title>Angewandte Chemie International Edition</title><addtitle>Angew Chem Int Ed Engl</addtitle><description>Hypervalent iodine compounds are powerful reagents for the development of novel transformations. As they exhibit low toxicity, high functional group tolerance, and stability in biocompatible media, they have been used for the functionalization of biomolecules. Herein, we report recent advances up to June 2021 in peptide and protein modification using hypervalent iodine reagents. Their use as group transfer or oxidizing reagents is discussed in this Minireview, including methods targeting polar, aromatic, or aliphatic amino acids and peptide termini.
Hypervalent iodine reagents are commonly used for the development of novel transformations. As they are highly reactive and biocompatible, they have been employed more recently for the functionalization of biomolecules. 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D.</creatorcontrib><creatorcontrib>Grinhagena, Elija</creatorcontrib><creatorcontrib>Waser, Jerome</creatorcontrib><collection>Wiley Online Library Open Access</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Nucleic Acids Abstracts</collection><collection>ProQuest Health & Medical Complete (Alumni)</collection><collection>MEDLINE - Academic</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Angewandte Chemie International Edition</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Allouche, Emmanuelle M. 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Their use as group transfer or oxidizing reagents is discussed in this Minireview, including methods targeting polar, aromatic, or aliphatic amino acids and peptide termini.
Hypervalent iodine reagents are commonly used for the development of novel transformations. As they are highly reactive and biocompatible, they have been employed more recently for the functionalization of biomolecules. This Minireview discusses the development of hypervalent iodine reagents for the modification of peptides and proteins as well as their application, such as for labeling and peptide stapling.</abstract><cop>Germany</cop><pub>Wiley Subscription Services, Inc</pub><pmid>34674359</pmid><doi>10.1002/anie.202112287</doi><tpages>15</tpages><edition>International ed. in English</edition><orcidid>https://orcid.org/0000-0002-8756-4559</orcidid><orcidid>https://orcid.org/0000-0002-4570-914X</orcidid><orcidid>https://orcid.org/0000-0001-5268-5660</orcidid><oa>free_for_read</oa></addata></record> |
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| subjects | Amino acids Biocompatibility bioconjugation Biomolecules Functional groups hypervalent iodine Iodine Iodine - chemistry Iodine compounds late-stage functionalization Minireview Minireviews Molecular Structure Oxidation Peptides Peptides - chemistry Proteins Proteins - chemistry Reagents Toxicity |
| title | Hypervalent Iodine‐Mediated Late‐Stage Peptide and Protein Functionalization |
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