English   español  
Please use this identifier to cite or link to this item: http://hdl.handle.net/10261/220553
Share/Impact:
Statistics
logo share SHARE logo core CORE   Add this article to your Mendeley library MendeleyBASE

Visualizar otros formatos: MARC | Dublin Core | RDF | ORE | MODS | METS | DIDL | DATACITE
Exportar a otros formatos:

Title

Diastereopure synthesis of novel cyclohexane-ring-based constrained lanthionine and α-methyllanthionine through an SN2 reaction with a β-bromoalanine as a key step

AuthorsGracia-Vitoria, Jaime; Carretero, Ángel; Cativiela, Carlos
Issue Date2020
PublisherThieme
CitationSynlett 31(04): 383-387 (2020)
AbstractHere we report the diastereopure synthesis of a novel protected lanthionine derivative substituted with a cyclohexane ring as well as the diastereopure synthesis of an α-methyllanthionine derivative. By starting from enantiopure α,β-cyclohexane-substituted cystine, or α-methylcysteine, we designed a straightforward route that permits the preparation of orthogonally protected modified lanthionines in diastereopure form. The key step of the methodology is the formation of a thioether bond through the use of an β-bromoalanine derivative. The strategy developed should be valuable in the preparation of a wide range of modified constrained lanthionines that might be finally attached to a peptide sequence, which would be especially useful in the syntheses of novel lantibiotics.
Publisher version (URL)https://doi.org/10.1055/s-0039-1690790
URIhttp://hdl.handle.net/10261/220553
DOIhttp://dx.doi.org/10.1055/s-0039-1690790
ISSN0936-5214
E-ISSN1437-2096
Appears in Collections:(ISQCH) Artículos
Files in This Item:
File Description SizeFormat 
accesoRestringido.pdf59,24 kBAdobe PDFThumbnail
View/Open
Show full item record
Review this work
 


WARNING: Items in Digital.CSIC are protected by copyright, with all rights reserved, unless otherwise indicated.