Chemo-enzymatic synthesis of chiral cyclic compounds: Efficient kinetic resolution of 2-bromo-2-cyclohexenol

Noheda, Pedro; García, Germán; Pozuelo, M. C.; Herradón, Bernardo

doi:10.1016/0957-4166(96)00366-7

Cited by 9 publications

(1 citation statement)

References 12 publications

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“…This enzyme from Aspergillus sp. is useful for a broad spectrum of reactions, such as enantioselective hydrolysis of amino acid esters and amides [161], regioselective alcoholysis of carboxylic acid esters [162][163][164], acylation of primary and secondary alcohols [165][166][167][168], and acylation of amines [165][166][167][168][169]. Immobilization of L-aminoacylase from Aspergillus melleus using coaggregation with polyethyleneimine and subsequent cross-linking with glutaraldehyde resulted in stable aminoacylase-polyethyleneimine CLEAs (AP-CLEA) with significantly higher temperature and storage stability of the enzyme without affecting its enantioselectivity [170].…”

Section: A Broad Spectrum Of Biotechnological Reactions May Be Catalymentioning

confidence: 99%

Micro‐ and Nanocarriers for Immobilization of Enzymes

Leitgeb¹,

Knez²,

Vasić³

2016

Micro and Nanotechnologies for Biotechnology

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Two types of micro-and nanocarriers for immobilization of enzymes for biotechnological and biomedical applications are described: magnetic nanoparticles and crosslinked enzyme aggregates (CLEAs). Nanosized structures with their large surface and smaller size volume ratio, which is dependent on their strong magnetic dipole, give key features that make magnetic nanoparticles useful in many biotechnological and biomedical applications. They are therefore used as carriers to which different active substances can bind. The preparation of the magnetic nanoparticles, possible surface coating methods, and functionalization with different materials are described. Enzyme immobilization methods, such as adsorption, affinity binding, chelation, or metal binding or covalent binding, enable the preparation of efficient and stable enzyme bound to magnetic nanoparticles. Such a product may be used among bioreactor applications for targeted drug delivery in biosensors or bioimaging and magnetic resonance imaging. Preparation of CLEAs, the microsized enzyme structures without a carrier, is described as well. Their main advantage is very simple preparation, where two steps, precipitation of the enzyme and cross-linking, are joined. A broad spectrum of enzymes for CLEA preparation has been used and many biotechnological reactions are catalyzed. The improvement in CLEA preparation to enhance their stability and operability is also shown.

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Section: A Broad Spectrum Of Biotechnological Reactions May Be Catalymentioning

confidence: 99%

Micro‐ and Nanocarriers for Immobilization of Enzymes

Leitgeb¹,

Knez²,

Vasić³

2016

Micro and Nanotechnologies for Biotechnology

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ChemInform Abstract: Chemoenzymatic Synthesis of Chiral Cyclic Compounds: Efficient Kinetic Resolution of 2‐Bromo‐2‐cyclohexenol.

et al. 1997

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biochemical syntheses, microbiological syntheses biochemical syntheses, microbiological syntheses O 0035 -044Chemoenzymatic Synthesis of Chiral Cyclic Compounds: Efficient Kinetic Resolution of 2-Bromo-2-cyclohexenol.-The enantioselectivity is found to depend on the used enzyme and solvent. Best results are observed using porcine pancreas lipase in Et2O. In addition, it is shown that the ring size and the nature of substituent at C-2 strongly affect the enantioselectivity. -(NOHEDA, P.; GARCIA, G.; POZUELO, M. C.; HERRADON,

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