Biotransformations of Mannich bases and propiophenones by Brazilian microorganisms and enzymatic resolution of phenylpropanols by lipase from Candida antarctica (Novozym 435)

Raminelli, Cristiano; Kagohara, Edna; Pellizari, Vivian H.; Comasseto, J. V.; Andrade, Leandro H.; Porto, André L. M.

doi:10.1016/j.enzmictec.2006.06.002

Cited by 12 publications

(3 citation statements)

References 25 publications

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“…The chemistry from 41 to 42 showcases an effective way to prepare α‐methylated ketones from β‐dialkylamino ketones, which may be decomposed into an unsaturated ketone and an amine through thermal treatment . In 2007, Porto and co‐workers succeeded in the biotransformation of the 41⋅HCl complex by using whole microbial cells to produce 42 in 100% yield …”

Section: C‐methylationmentioning

confidence: 99%

Advances in the Synthesis of Methylated Products through Indirect Approaches

Chen

2019

Adv Synth Catal

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Methylation is a well‐known structural modification in organic and medicinal chemistry. In addition to using conventional methylation reagents for direct methylation, indirect methylation approaches have been also successfully applied, particularly to tackle the isolation difficulty among the methylated product, the unreacted starting material, and the dimethylated by‐product due to the structural similarities between them. This review summarizes recent advances in the synthesis of methylated products through indirect approaches – transforming functionalized intermediates into the methylated products. The indirect methodologies surveyed in this review are useful for chemists to select appropriate methylation strategies, particularly for the challenging synthesis of methylated products at a large scale in drug discovery. Abbreviations: AIBN: azobisisobutyronitrile; Cbz: carbobenzyloxy; DBU: 1,8‐diazabicyclo[5.4.0]undec‐7‐ene; DIBAL: diisobutylaluminium hydride; FA: formic acid; Fmoc: fluorenylmethyloxycarbonyl; KOTMS: potassium trimethylsilanolate; LAH: lithium aluminium hydride; LiHBEt3: lithium triethylborohydride; PC: photocatalyst; PMHS: polymethylhydrosiloxane; PSMS: zinc bis(phenylsulfonylmethanesulfinate); SAM: S‐adenosylmethionine; SET: single electron transfer; TBAF: tetra‐n‐butylammonium fluoride; TBS: tert‐butyldimethylsilyl; TEA: trimethylamine; TFA: trifluoroacetic acid; TMS: trimethylsilyl; Ts: 4‐toluenesulfonyl.

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Section: C‐methylationmentioning

confidence: 99%

Advances in the Synthesis of Methylated Products through Indirect Approaches

Chen

2019

Adv Synth Catal

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“…Antarctic yeast Candida antarctica is probably one of the most useful microorganism, which has been cited in numerous patents, and has also been used in a variety of commercial applications. The lipases A and B isolated from Candida antarctica (and their immobilized forms CAL A and CAL B) catalyze a variety of chemical reactions including ester hydrolysis, transesterification, and amide synthesis [16,17,18]. These enzymes are used advantageously in organic synthesis or biotechnology because of their low cost, good stability in organic solvents, absence of co-factors requirement, and large pH operating range.…”

Section: Introductionmentioning

confidence: 99%

Novel One-Pot Green Synthesis of Indolizines Biocatalysed by Candida antarctica Lipases

et al. 2013

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Marine microorganisms are of considerable interest as a promising source of enzymes with unsuspected potentials as catalysts for chemical synthesis. We describe here an efficient method for one-pot indolizine synthesis that has been developed using lipase A and lipase B from Candida antarctica as biocatalysts. As showed by HPLC/MS analysis, the yield in indolizines was higher in the presence of the biocatalyst than in absence of enzyme. Lipase A, from Candida antarctica, showed high catalytic activity and selectivity for the cycloaddition reactions. When the reactions were performed under ultrasound irradiation, the Candida antarctica lipase catalyzed reactions yielded pure indolozines, in good yields and in very short time.

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“…1918. (MB 191719).Records: Beach water and soilGomes et al 2008); sunflower rhizosphere; soil (SãoPaulo- SP, Tauk-Tornisielo et al 2005;Raminelli et al 2007); soil (Rio de Janeiro-RJ,Fraga et al 2011); soil; waste of castor; beach soil; sediment mangrove; aquatic reservoir; unknown substrate in forest(Paraná- PR, Marcolla et al 2020).SectionUsti Gams et al Advances in Penicillium and Aspergillus systematics. 1985.…”

mentioning

confidence: 99%

Brazilian Atlantic Forest and Pampa Biomes in the spotlight: an overview of Aspergillus, Penicillium, and Talaromyces (Eurotiales) species and the description of Penicillium nordestinense sp. nov.

et al. 2022

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The knowledge of the geographical distribution of fungi is essential to promote the understanding of global and national fungal diversity patterns. In this study, we provide a literature-based checklist of Aspergillus, Penicillium, and Talaromyces species recorded in the biomes of the Brazilian Atlantic Forest and the Brazilian Pampa. Only Penicillium digitatum was reported for the Pampa biome. For the Atlantic Forest, a total of 169 species (68 Aspergillus, 79 Penicillium, and 22 Talaromyces) are reported, of which 20 are typified with specimens from this biome, including the novel species Penicillium nordestinense (section Lanata-Divaricata) that is described in this study. Penicillium nordestinense is phylogenetically related to the invalidly described species Penicillium setosum, and this species is validated here. Soil was the most common substrate from where species were reported. Several reported species are well known in biotechnological processes. Penicilliopsis zonata and Sclerocleista ornata, species previously treated in Aspergillus, are recorded. This checklist reflects the limited knowledge of fungal species in tropical environments, such as the Brazilian Atlantic Forest and Pampa biomes. This information is a good framework for understanding the Brazilian diversity of Aspergillus, Penicillium, and Talaromyces and provides data for future fungal biogeographical studies in tropical environments.

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Biotransformations of Mannich bases and propiophenones by Brazilian microorganisms and enzymatic resolution of phenylpropanols by lipase from Candida antarctica (Novozym 435)

Cited by 12 publications

References 25 publications

Advances in the Synthesis of Methylated Products through Indirect Approaches

Advances in the Synthesis of Methylated Products through Indirect Approaches

Novel One-Pot Green Synthesis of Indolizines Biocatalysed by Candida antarctica Lipases

Brazilian Atlantic Forest and Pampa Biomes in the spotlight: an overview of Aspergillus, Penicillium, and Talaromyces (Eurotiales) species and the description of Penicillium nordestinense sp. nov.

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