{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,10,22]],"date-time":"2026-10-22T07:24:34Z","timestamp":1792653874892,"version":"4.5.0"},"reference-count":87,"publisher":"Wiley","issue":"12","license":[{"start":{"date-parts":[[2021,2,12]],"date-time":"2021-02-12T00:00:00Z","timestamp":1613088000000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"funder":[{"DOI":"10.13039\/501100001809","name":"National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["91753124"],"award-info":[{"award-number":["91753124"]}],"id":[{"id":"10.13039\/501100001809","id-type":"DOI","asserted-by":"publisher"}]},{"DOI":"10.13039\/100014718","name":"Innovative Research Group Project of the National Natural Science Foundation of China","doi-asserted-by":"publisher","award":["21725204"],"award-info":[{"award-number":["21725204"]}],"id":[{"id":"10.13039\/100014718","id-type":"DOI","asserted-by":"publisher"}]}],"content-domain":{"domain":["onlinelibrary.wiley.com"],"crossmark-restriction":true},"short-container-title":["Angew Chem Int Ed"],"published-print":{"date-parts":[[2021,3,15]]},"abstract":"<jats:title>Abstract<\/jats:title>\n                  <jats:p>Stapling of peptides by intramolecular crosslinking of two neighboring amino acid side chains offers an important tool to modulate the structure and properties of peptides. In comparison to the stapling of artificially engineered peptide substrates, methods for stapling native peptides are more desirable for easier accessibility and genetic encodability. However, the existing strategy for selectivity control in the stapling of native peptides is relatively limited: the site of anchoring is often dominated by Cys, and the means for achieving the position selectivity among the same type of residues at different locations is lacking. We have developed a simple and powerful strategy for stapling native peptides at lysine residues with formaldehyde by the cooperation of nearby tyrosine or arginine residues. The stapling reactions can proceed with high efficiency and residue selectivity under mild conditions, and generate linchpins with distinct physiochemical properties. The new method for peptide stapling enables unique control of position\u2010selectivity for substrates bearing multiple reaction sites by reactivity that can be readily built in the peptide sequence.<\/jats:p>","DOI":"10.1002\/anie.202016267","type":"journal-article","created":{"date-parts":[[2020,12,18]],"date-time":"2020-12-18T16:44:22Z","timestamp":1608309862000},"page":"6646-6652","update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":78,"title":["Cooperative Stapling of Native Peptides at Lysine and Tyrosine or Arginine with Formaldehyde"],"prefix":"10.1002","volume":"60","author":[{"given":"Bo","family":"Li","sequence":"first","affiliation":[{"name":"State Key Laboratory and Institute of Elemento-Organic Chemistry College of Chemistry Nankai University  Tianjin 300071 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Hong","family":"Tang","sequence":"additional","affiliation":[{"name":"State Key Laboratory and Institute of Elemento-Organic Chemistry College of Chemistry Nankai University  Tianjin 300071 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Aneta","family":"Turlik","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry University of California  Los Angeles CA 90095 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Zhao","family":"Wan","sequence":"additional","affiliation":[{"name":"State Key Laboratory and Institute of Elemento-Organic Chemistry College of Chemistry Nankai University  Tianjin 300071 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiao\u2010Song","family":"Xue","sequence":"additional","affiliation":[{"name":"State Key Laboratory and Institute of Elemento-Organic Chemistry College of Chemistry Nankai University  Tianjin 300071 China"},{"name":"Department of Chemistry and Biochemistry University of California  Los Angeles CA 90095 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Li","family":"Li","sequence":"additional","affiliation":[{"name":"Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation Institute of Materia Medica Chinese Academy of Medical Sciences Peking Union Medical College  Beijing 100050 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Xiaoxiao","family":"Yang","sequence":"additional","affiliation":[{"name":"Beijing Key Laboratory of Active Substances Discovery and Druggability Evaluation Institute of Materia Medica Chinese Academy of Medical Sciences Peking Union Medical College  Beijing 100050 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jiuyuan","family":"Li","sequence":"additional","affiliation":[{"name":"Asymchem Life Science Co., Ltd. TEDA  Tianjin 300457 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Gang","family":"He","sequence":"additional","affiliation":[{"name":"State Key Laboratory and Institute of Elemento-Organic Chemistry College of Chemistry Nankai University  Tianjin 300071 China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Kendall N.","family":"Houk","sequence":"additional","affiliation":[{"name":"Department of Chemistry and Biochemistry University of California  Los Angeles CA 90095 USA"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-5067-9889","authenticated-orcid":false,"given":"Gong","family":"Chen","sequence":"additional","affiliation":[{"name":"State Key Laboratory and Institute of Elemento-Organic Chemistry College of Chemistry Nankai University  Tianjin 300071 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KaY and KaR linkages are stable in aqueous solution of a wide range of pH (1\u201312) at ambient temperature. They are also stable at 60\u2009\u00b0C at pH\u20057.3 (6\u2005h). In comparison KaR linkage is slightly less stable and partially breaks down in TFA at rt (<10\u2009% 6\u2005h) (see SI for details)."},{"key":"e_1_2_6_73_1","unstructured":"\u00a0"},{"key":"e_1_2_6_74_2","doi-asserted-by":"publisher","DOI":"10.1002\/cbic.201600362"},{"key":"e_1_2_6_75_2","first-page":"1950","volume":"42","author":"Ternois F.","year":"2012","journal-title":"Nat. Struct. Mol. 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