Busca avançada
Ano de início
Entree


Synthesis of 2,5-Disubstituted Pyrrolidine Alkaloids via A One-Pot Cascade Using Transaminase and Reductive Aminase Biocatalysts

Texto completo
Autor(es):
Costa, Bruna Z. ; Galman, James L. ; Slabu, Iustina ; France, Scott P. ; Marsaioli, Anita J. ; Turner, Nicholas J.
Número total de Autores: 6
Tipo de documento: Artigo Científico
Fonte: CHEMCATCHEM; v. 10, n. 20, p. 6-pg., 2018-10-23.
Resumo

A multi-enzymatic cascade process involving transaminases (TAs) and reductive aminases (RedAms) to produce enantiomerically pure 2,5-disubstituted pyrrolidine alkaloids from their respective 1,4-diketones is reported. Several TAs were screened and the best results for diketone monoamination were obtained with an R-selective TA from Mycobacterium chlorophenicum and with an S-selective TA from Bacillus megaterium. Pyrroline reduction was best performed by a reductive aminase from Ajellomyces dermatitidis (AdRedAm). Finally, a biocatalytic one-pot cascade was implemented using the aforementioned enzymes and a variety of 2-methyl-5-alkylpyrrolidines were produced with high (>99%) conversion, diastereomeric and enantiomeric excess values. (AU)

Processo FAPESP: 14/50249-8 - Green chemistry: sustainable synthetic methods employing benign solvents, safer reagents, and bio-renewable feedstock
Beneficiário:Arlene Gonçalves Corrêa
Modalidade de apoio: Auxílio à Pesquisa - Programa Centros de Pesquisa Aplicada
Processo FAPESP: 15/22513-5 - Processos biocatalíticos envolvendo transaminases e imino redutases para a síntese de alcalóides de veneno de formiga.
Beneficiário:Bruna Zucoloto da Costa
Modalidade de apoio: Bolsas no Exterior - Estágio de Pesquisa - Pós-Doutorado
Processo FAPESP: 14/22967-3 - Síntese de Alcalóides Piperidínicos e Pirrolidínicos em Sistemas Multienzimáticos
Beneficiário:Bruna Zucoloto da Costa
Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado