Enantioselective reduction of γ-hydroperoxy-α,β-unsaturated carbonyl compounds catalyzed by lipid-coated peroxidase in organic solvents

Nagatomo, Hidetaka; Matsushita, Yoh‐ichi; Sugamoto, Kazuhiro; Matsui, Takanao

doi:10.1016/s0957-4166(03)00436-1

Cited by 6 publications

(1 citation statement)

References 68 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…[53][54][55] Therefore, its association with lipid nanostructures can give to synthetic porphyrins catalytic properties similar to those of hemeproteins. [56][57][58][59] The peroxidase activity of metaloporphyrins associated with lipid nanostructures has been also used for therapeutic applications. Metaloporphyrins associated with liposomes have been used for cancer treatment as inducers of oxidative stress and cell death.…”

Section: Protoporphyrin IX and Synthetic Porphyrinsmentioning

confidence: 99%

Modulation of the catalytic activity of porphyrins by lipid-and surfactant-containing nanostructures

Nantes¹,

Pinto²,

Silva³

et al. 2011

J. Braz. Chem. Soc.

View full text Add to dashboard Cite

Fatores estruturais que modulam a atividade das porfirinas englobam os ligantes equatoriais, o metal central e o número e estrutura dos seus ligantes axiais. A esses fatores se associam o microambiente fornecido por apoproteínas, solventes e membranas. Porfirinas são bastante utilizadas para a construção de estruturas supramoleculares com diferentes aplicações. A modulação da atividade das porfirinas tem sido freqüentemente obtida pela imitação da natureza, ou seja, fornecimento de diferentes microambientes. A associação das porfirinas a nanoestruturas lipídicas pode mudar a atividade destes compostos de tal forma a mimetizar diferentes enzimas como a SOD, citocromo P450, peroxidases e outros. As formas reativas das porfirinas são estados de alta valência: metal-oxo-p cátion e metal-oxo produzidos pela reação com peróxidos e perácidos. A modulação da atividade de porfirinas por nanoestruturas lipídicas também tem sido obtida para hemeproteínas uma vez que nanoestruturas lipídicas afetam a conformação das proteínas. The structural factors modulating porphyrin activity encompass pyrrole and equatorial ligands, as well as the central metal and the number and structure of their axial ligands. Of equal importance is the microenvironment provided by apoproteins, solvents and membranes. Porphyrins are often used to construct supramolecular structures with different applications. The modulation of activity of the porphyrins has been frequently achieved by mimicking nature, i.e., by the provision of different microenvironments for these molecules. The association of porphyrins to surfactant-and lipid-containing nanostructures has changed the activity of these compounds to mimic different enzymes such as SOD, cytochrome P450, peroxidases and others. In determined conditions, the reactive forms of the porphyrins are high-valence states of oxo-metal-p cations and oxo-metal produced by the reaction with peroxides and peracids. The modulation of porphyrin activity by surfactant-and lipid-containing nanostructures has also been achieved for hemeproteins, as the lipid nanostructures affect the conformation of proteins.

show abstract