Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides
The creation of peptide libraries by site‐selective modification of a few peptide substrates would increase the efficiency of discovery processes, but still is a real synthetic challenge. The site‐selective modification of small peptides at serine or threonine residues, by using a short scission–addition procedure, allows the preparation of peptides with unnatural α‐aryl glycines. In a similar way, the scission of hydroxyproline residues is the key step in the production of optically pure α‐alkyl glycines which are precursors or components of branched peptides. With these versatile processes, a single peptide can be transformed into a variety of peptide derivatives. The process takes place under mild conditions, and good global yields are obtained.
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Wiley-Blackwell
2015-09
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| Subjects: | Organic Synthesis, Peptides, Site‐selective Modification, Sequential Processes, Amino acids, |
| Online Access: | http://hdl.handle.net/10261/181141 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100003339 http://dx.doi.org/10.13039/501100003329 |
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dig-ipna-es-10261-1811412021-06-21T11:56:26Z Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides Romero Estudillo, Iván Omar Saavedra, Carlos Javier Boto, Alicia Álvarez, Eleuterio Consejo Superior de Investigaciones Científicas (España) European Commission Ministerio de Economía y Competitividad (España) Organic Synthesis Peptides Site‐selective Modification Sequential Processes Amino acids The creation of peptide libraries by site‐selective modification of a few peptide substrates would increase the efficiency of discovery processes, but still is a real synthetic challenge. The site‐selective modification of small peptides at serine or threonine residues, by using a short scission–addition procedure, allows the preparation of peptides with unnatural α‐aryl glycines. In a similar way, the scission of hydroxyproline residues is the key step in the production of optically pure α‐alkyl glycines which are precursors or components of branched peptides. With these versatile processes, a single peptide can be transformed into a variety of peptide derivatives. The process takes place under mild conditions, and good global yields are obtained. Contract grant sponsor: Research Programs SAF-2013–48399-R and CTQ2009-07109. Contract grant sponsor: Plan Estatal de I1D, Ministerio de Economía y Competitividad, Spain. Contract grant sponsor: European Social Funds (FSE) .Contract grant sponsor: CSIC (Spanish Research Council) for a JAE predoctoral contract. Peer Reviewed 2019-05-09T09:07:59Z 2019-05-09T09:07:59Z 2015-09 2019-05-09T09:07:59Z artículo http://purl.org/coar/resource_type/c_6501 Biopolymers 104(5): 650-662 (2015) 0006-3525 http://hdl.handle.net/10261/181141 10.1002/bip.22642 1097-0282 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100003339 http://dx.doi.org/10.13039/501100003329 #PLACEHOLDER_PARENT_METADATA_VALUE# info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2013–48399-R https://doi.org/10.1002/bip.22642 Sí none Wiley-Blackwell |
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Organic Synthesis Peptides Site‐selective Modification Sequential Processes Amino acids Organic Synthesis Peptides Site‐selective Modification Sequential Processes Amino acids |
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Organic Synthesis Peptides Site‐selective Modification Sequential Processes Amino acids Organic Synthesis Peptides Site‐selective Modification Sequential Processes Amino acids Romero Estudillo, Iván Omar Saavedra, Carlos Javier Boto, Alicia Álvarez, Eleuterio Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides |
| description |
The creation of peptide libraries by site‐selective modification of a few peptide substrates would increase the efficiency of discovery processes, but still is a real synthetic challenge. The site‐selective modification of small peptides at serine or threonine residues, by using a short scission–addition procedure, allows the preparation of peptides with unnatural α‐aryl glycines. In a similar way, the scission of hydroxyproline residues is the key step in the production of optically pure α‐alkyl glycines which are precursors or components of branched peptides. With these versatile processes, a single peptide can be transformed into a variety of peptide derivatives. The process takes place under mild conditions, and good global yields are obtained. |
| author2 |
Consejo Superior de Investigaciones Científicas (España) |
| author_facet |
Consejo Superior de Investigaciones Científicas (España) Romero Estudillo, Iván Omar Saavedra, Carlos Javier Boto, Alicia Álvarez, Eleuterio |
| format |
artículo |
| topic_facet |
Organic Synthesis Peptides Site‐selective Modification Sequential Processes Amino acids |
| author |
Romero Estudillo, Iván Omar Saavedra, Carlos Javier Boto, Alicia Álvarez, Eleuterio |
| author_sort |
Romero Estudillo, Iván Omar |
| title |
Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides |
| title_short |
Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides |
| title_full |
Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides |
| title_fullStr |
Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides |
| title_full_unstemmed |
Site‐selective modification of peptides: From “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides |
| title_sort |
site‐selective modification of peptides: from “customizable units” to novel α‐aryl and α‐alkyl glycine derivatives, and components of branched peptides |
| publisher |
Wiley-Blackwell |
| publishDate |
2015-09 |
| url |
http://hdl.handle.net/10261/181141 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100003339 http://dx.doi.org/10.13039/501100003329 |
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