Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids
Trabajo presentado en "Peptides in Paris Symposium PIPS" celebrado en París del 5 al 8 de octubre de 2014.
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2014-10-05
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| Online Access: | http://hdl.handle.net/10261/180967 http://dx.doi.org/10.13039/501100003329 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100003339 |
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dig-ipna-es-10261-1809672019-11-14T12:32:15Z Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids Saavedra, Carlos Javier Boto, Alicia Hernández, Dácil Ministerio de Economía y Competitividad (España) Gobierno de Canarias Consejo Superior de Investigaciones Científicas (España) European Commission Trabajo presentado en "Peptides in Paris Symposium PIPS" celebrado en París del 5 al 8 de octubre de 2014. The dehydroamino acids can be found in a variety of bioactive peptides. The introduction of dehydroamino acids into synthetic analogues of bioactive peptides can increase their resistance to enzymatic degradation and allow the modulation of their biological properties. We report herein a synthetic strategy which allows the transformation of serine or threonine residues of simple peptides into dehydroamino acid units. The substrate undergoes the one-pot oxidative radical fragmentation-phosphorylation reaction, to obtain the aminophophonate, and later a Horner-Wadsworth-Emmon reaction with different aldehydes to provide peptides, with different dehydroamino acids units, in good yield and high stereoselectivity. This short, efficient procedure allows the generation of a library of peptides with dehydroamino acid units from a single starting peptide To programs CTQ2009-07109 and SAF2013-48399-R, Ministerio de Economía y Competitividad, and European Funds FEDER/FSE. CS and DH thank their contracts to Gobierno de Canarias and CSIC, respectively. Peer Reviewed 2019-05-06T12:39:25Z 2019-05-06T12:39:25Z 2014-10-05 2019-05-06T12:39:25Z póster de congreso http://purl.org/coar/resource_type/c_6670 Peptides in Paris Symposium PIPS (2014) http://hdl.handle.net/10261/180967 http://dx.doi.org/10.13039/501100003329 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100003339 #PLACEHOLDER_PARENT_METADATA_VALUE# info:eu-repo/grantAgreement/MINECO/Plan Estatal de Investigación Científica y Técnica y de Innovación 2013-2016/SAF2013-48399-R Sí none |
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Biblioteca del IPNA España |
| description |
Trabajo presentado en "Peptides in Paris Symposium PIPS" celebrado en París del 5 al 8 de octubre de 2014. |
| author2 |
Ministerio de Economía y Competitividad (España) |
| author_facet |
Ministerio de Economía y Competitividad (España) Saavedra, Carlos Javier Boto, Alicia Hernández, Dácil |
| format |
póster de congreso |
| author |
Saavedra, Carlos Javier Boto, Alicia Hernández, Dácil |
| spellingShingle |
Saavedra, Carlos Javier Boto, Alicia Hernández, Dácil Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids |
| author_sort |
Saavedra, Carlos Javier |
| title |
Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids |
| title_short |
Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids |
| title_full |
Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids |
| title_fullStr |
Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids |
| title_full_unstemmed |
Selective modification of peptides. Conversion of serine or threonine units into substituted dehydroamino acids |
| title_sort |
selective modification of peptides. conversion of serine or threonine units into substituted dehydroamino acids |
| publishDate |
2014-10-05 |
| url |
http://hdl.handle.net/10261/180967 http://dx.doi.org/10.13039/501100003329 http://dx.doi.org/10.13039/501100000780 http://dx.doi.org/10.13039/501100003339 |
| work_keys_str_mv |
AT saavedracarlosjavier selectivemodificationofpeptidesconversionofserineorthreonineunitsintosubstituteddehydroaminoacids AT botoalicia selectivemodificationofpeptidesconversionofserineorthreonineunitsintosubstituteddehydroaminoacids AT hernandezdacil selectivemodificationofpeptidesconversionofserineorthreonineunitsintosubstituteddehydroaminoacids |
| _version_ |
1777669771227037696 |