Publicação
Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones
| Resumo: | In order to evaluate the application of quinolone as a new photocleavable protecting group, in comparison with coumarin, a series of model phenylalanine conjugates were prepared by reaction with chloromethylated O and N heterocycles. The photophysical properties of the resulting ester conjugates were evaluated as well as the photosensitivity under irradiation at 250, 300, 350, and 419 nm. The results obtained showed that the quinolone conjugates were readily photolysed, with complete release of the amino acid in short irradiation times and could be considered a new addition to the family of photocleavable protecting groups for the carboxylic acid function of amino acids. |
|---|---|
| Autores principais: | Fonseca, Andrea S. C. |
| Outros Autores: | Gonçalves, M. Sameiro T.; Costa, Susana P. G. |
| Assunto: | Coumarin Quinolone Bioconjugates Amino acids Photocleavable protecting groups |
| Ano: | 2010 |
| País: | Portugal |
| Tipo de documento: | artigo |
| Tipo de acesso: | acesso aberto |
| Instituição associada: | Universidade do Minho |
| Idioma: | inglês |
| Origem: | RepositóriUM - Universidade do Minho |
| _version_ | 1866876211335004160 |
|---|---|
| author | Fonseca, Andrea S. C. |
| author2 | Gonçalves, M. Sameiro T. Costa, Susana P. G. |
| author2_role | author author |
| author_facet | Fonseca, Andrea S. C. Gonçalves, M. Sameiro T. Costa, Susana P. G. |
| author_role | author |
| contributor_name_str_mv | Universidade do Minho |
| country_str | PT |
| creators_json_txt | [{\"Person.name\":\"Fonseca, Andrea S. C.\"},{\"Person.name\":\"Gonçalves, M. Sameiro T.\"},{\"Person.name\":\"Costa, Susana P. G.\"}] |
| datacite.contributors.contributor.contributorName.fl_str_mv | Universidade do Minho |
| datacite.creators.creator.creatorName.fl_str_mv | Fonseca, Andrea S. C. Gonçalves, M. Sameiro T. Costa, Susana P. G. |
| datacite.date.Accepted.fl_str_mv | 2010-08-01T00:00:00Z |
| datacite.date.embargoed.fl_str_mv | 10000-01-01T00:00:00Z |
| datacite.rights.fl_str_mv | http://purl.org/coar/access_right/c_abf2 |
| datacite.subjects.subject.fl_str_mv | Coumarin Quinolone Bioconjugates Amino acids Photocleavable protecting groups |
| datacite.titles.title.fl_str_mv | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| dc.contributor.none.fl_str_mv | Universidade do Minho |
| dc.creator.none.fl_str_mv | Fonseca, Andrea S. C. Gonçalves, M. Sameiro T. Costa, Susana P. G. |
| dc.date.Accepted.fl_str_mv | 2010-08-01T00:00:00Z |
| dc.date.embargoed.fl_str_mv | 10000-01-01T00:00:00Z |
| dc.format.none.fl_str_mv | application/pdf |
| dc.identifier.none.fl_str_mv | https://hdl.handle.net/1822/86437 |
| dc.language.none.fl_str_mv | eng |
| dc.publisher.none.fl_str_mv | Springer |
| dc.rights.none.fl_str_mv | http://purl.org/coar/access_right/c_abf2 |
| dc.subject.none.fl_str_mv | Coumarin Quinolone Bioconjugates Amino acids Photocleavable protecting groups |
| dc.title.fl_str_mv | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| dc.type.none.fl_str_mv | http://purl.org/coar/resource_type/c_6501 |
| description | In order to evaluate the application of quinolone as a new photocleavable protecting group, in comparison with coumarin, a series of model phenylalanine conjugates were prepared by reaction with chloromethylated O and N heterocycles. The photophysical properties of the resulting ester conjugates were evaluated as well as the photosensitivity under irradiation at 250, 300, 350, and 419 nm. The results obtained showed that the quinolone conjugates were readily photolysed, with complete release of the amino acid in short irradiation times and could be considered a new addition to the family of photocleavable protecting groups for the carboxylic acid function of amino acids. |
| dirty | 0 |
| eu_rights_str_mv | openAccess |
| format | article |
| fulltext.url.fl_str_mv | https://prod-dspace.uminho.pt/bitstreams/588f89a8-9830-4e26-ab04-9ba52c564de3/download |
| id | rum_c746ef3f2ea4bcdbeac387b2e56ced9a |
| identifier.url.fl_str_mv | https://hdl.handle.net/1822/86437 |
| instacron_str | repositorium |
| institution | Universidade do Minho |
| instname_str | Universidade do Minho |
| language | eng |
| network_acronym_str | rum |
| network_name_str | RepositóriUM - Universidade do Minho |
| oai_identifier_str | oai:repositorium.uminho.pt:1822/86437 |
| organization_str_mv | urn:organizationAcronym:repositorium |
| person_str_mv | Fonseca, Andrea S. C. Gonçalves, M. Sameiro T. Costa, Susana P. G. |
| publishDate | 2010 |
| publisher.none.fl_str_mv | Springer |
| reponame_str | RepositóriUM - Universidade do Minho |
| repository_id_str | urn:repositoryAcronym:rum |
| service_str_mv | urn:repositoryAcronym:rum |
| spelling | engSpringerporIn order to evaluate the application of quinolone as a new photocleavable protecting group, in comparison with coumarin, a series of model phenylalanine conjugates were prepared by reaction with chloromethylated O and N heterocycles. The photophysical properties of the resulting ester conjugates were evaluated as well as the photosensitivity under irradiation at 250, 300, 350, and 419 nm. The results obtained showed that the quinolone conjugates were readily photolysed, with complete release of the amino acid in short irradiation times and could be considered a new addition to the family of photocleavable protecting groups for the carboxylic acid function of amino acids.application/pdfengLight-induced cleavage of model phenylalanine conjugates based on coumarins and quinolonesFonseca, Andrea S. C.Gonçalves, M. Sameiro T.Costa, Susana P. G.HostingInstitutionOrganizationalUniversidade do Minhoe-mailmailto:repositorium@usdb.uminho.ptrepositorium@usdb.uminho.ptISSNIsPartOf0939-4451DOIIsPartOf10.1007/s00726-010-0492-82010-082023-09-03T09:08:40Z2010-08-01T00:00:00Z10000-01-01T00:00:00ZHandlehttps://hdl.handle.net/1822/86437http://purl.org/coar/access_right/c_abf2open accessCoumarinQuinoloneBioconjugatesAmino acidsPhotocleavable protecting groups553386 bytesliteraturehttp://purl.org/coar/resource_type/c_6501journal articlehttp://purl.org/coar/access_right/c_abf2application/pdffulltexthttps://prod-dspace.uminho.pt/bitstreams/588f89a8-9830-4e26-ab04-9ba52c564de3/download |
| spellingShingle | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones Fonseca, Andrea S. C. Coumarin Quinolone Bioconjugates Amino acids Photocleavable protecting groups |
| status | SINGLETON |
| subject.fl_str_mv | Coumarin Quinolone Bioconjugates Amino acids Photocleavable protecting groups |
| title | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| title_full | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| title_fullStr | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| title_full_unstemmed | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| title_short | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| title_sort | Light-induced cleavage of model phenylalanine conjugates based on coumarins and quinolones |
| topic | Coumarin Quinolone Bioconjugates Amino acids Photocleavable protecting groups |
| topic_facet | Coumarin Quinolone Bioconjugates Amino acids Photocleavable protecting groups |
| url | https://hdl.handle.net/1822/86437 |
| visible | 1 |