Convergent Total Synthesis of the Siderophore Piscibactin as Its Ga3+ Complex
| UDC.coleccion | Investigación | es_ES |
| UDC.departamento | Química | es_ES |
| UDC.endPage | 345 | es_ES |
| UDC.grupoInv | Química Molecular e de Materiais (QUIMOLMAT) | es_ES |
| UDC.issue | 2 | es_ES |
| UDC.journalTitle | Organic Letters | es_ES |
| UDC.startPage | 340 | es_ES |
| UDC.volume | 23 | es_ES |
| dc.contributor.author | De la Fuente, Carmen | |
| dc.contributor.author | Segade Parrado, Yuri | |
| dc.contributor.author | Valderrama Pereira, Andrea Katherine | |
| dc.contributor.author | Rodríguez, Jaime | |
| dc.contributor.author | Jiménez, Carlos | |
| dc.date.accessioned | 2024-10-10T10:24:12Z | |
| dc.date.available | 2024-10-10T10:24:12Z | |
| dc.date.issued | 2021-01-15 | |
| dc.description | Author accepted manuscript | es_ES |
| dc.description.abstract | [Abstract] The siderophore piscibactin is a key virulence factor involved in the iron uptake of pathogenic bacteria Photobacterium damselae subsp. piscicida and Vibrio anguillarum, responsible for the fish diseases photobacterioisis (pasteurellosis) and vibriosis, respectively. A convergent total synthesis of its Ga3+ complex using l-/d-cysteine as chiral agents and Meldrum’s acid is described. A Staudinger reduction/Aza-Wittig process in the synthesis of the acid-sensitive β-hydroxy-2,4-disubstituted thiazoline moiety and the convenient protecting groups was a key step in this synthesis. | es_ES |
| dc.description.sponsorship | This work was supported by grants RTI2018-093634-B-C22 (AEI/FEDER, EU) from the State Agency for Research (AEI) of Spain, cofunded by the FEDER Programme from the European Union, GRC2018/039 and ED431E 2018/03 of CICA-INIBIC strategic group from Xunta de Galicia, and BLUEBIOLAB (0474_BLUEBIOLAB_1_E), Programme INTERREG V A of Spain-Portugal (POCTEP). We also are thankful for one of the referee’s comments about the possible applications of the deuterated form of Pcb that were enclosed in the manuscript | es_ES |
| dc.description.sponsorship | Xunta de Galicia; GRC2018/039 | es_ES |
| dc.description.sponsorship | Xunta de Galicia; ED431E 2018/03 | es_ES |
| dc.identifier.citation | de la Fuente, M. C.; Segade, Y.; Valderrama, K.; Rodríguez, J.; Jiménez, C. Convergent Total Synthesis of the Siderophore Piscibactin as Its Ga3+ Complex. Org. Lett. 2021, 23 (2), 340–345. https://doi.org/10.1021/acs.orglett.0c03850. | es_ES |
| dc.identifier.doi | 10.1021/acs.orglett.0c03850 | |
| dc.identifier.issn | 1523-7052 | |
| dc.identifier.issn | 1523-7060 | |
| dc.identifier.uri | http://hdl.handle.net/2183/39553 | |
| dc.language.iso | eng | es_ES |
| dc.publisher | American Chemical Society | es_ES |
| dc.relation.projectID | info:eu-repo/grantAgreement/AEI/Plan Estatal de Investigación Científica y Técnica y de Innovación 2017-2020/RTI2018-093634-B-C22/ES/ACTORES DE VIRULENCIA BACTERIANOS COMO DIANAS TERAPEUTICAS EN PECES: CARACTERIZACION DE SIDEROFOROS Y DESARROLLO DE NUEVOS TRATAMIENTOS CONTRA FORUNCULOSIS Y TENACIBACULOSIS | es_ES |
| dc.relation.uri | https://doi.org/10.1021/acs.orglett.0c03850 | es_ES |
| dc.rights.accessRights | open access | es_ES |
| dc.title | Convergent Total Synthesis of the Siderophore Piscibactin as Its Ga3+ Complex | es_ES |
| dc.type | journal article | es_ES |
| dspace.entity.type | Publication | |
| relation.isAuthorOfPublication | 4f74f579-b8ea-46ec-a9c1-5783a449e587 | |
| relation.isAuthorOfPublication | 5b28838e-d3db-4925-9246-cb19f8f8da9d | |
| relation.isAuthorOfPublication.latestForDiscovery | 4f74f579-b8ea-46ec-a9c1-5783a449e587 |
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