Kinetics of enzymatic solid-to-solid peptide synthesis: Synthesis ofZ-aspartame and control of acid-base conditions by using inorganic salts

Erbeldinger, Markus; Ni, Xiongwei; Halling, Peter J.

doi:10.1002/1097-0290(20010105)72:1<69::aid-bit10>3.0.co;2-p

Cited by 24 publications

(1 citation statement)

References 26 publications

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“…This observation agrees with the documented selectivity35 of this enzyme and also with results found using polymer hydrogels 36. The reduced adsorption of thermolysin on the surface may be explained by its well-documented stability in harsh conditions, including organic solvents,37 high salt concentrations38 and high temperatures. Enzyme engineering approaches may be employed to evolve enzymes with improved activities and stabilities at the solid/liquid interface for applications that involve enzyme reactions at the solid/liquid interface.…”

Section: Resultssupporting

confidence: 91%

Controlling protein retention on enzyme‐responsive surfaces

Rawsterne

Gough

Rutten

et al. 2006

Surface & Interface Analysis

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The ability to change the properties of solid surfaces on demand is a key component of a multitude of established and emerging technologies. Stimuli that have previously been used to trigger changes in surface properties include changes in solvent, light, pH, ionic strength, temperature and magnetic or electric fields. We are interested in developing surfaces that can be triggered by the catalytic action of enzymes. We demonstrate the selective protease (alpha-chymotrypsin and thermolysin) catalysed peptide hydrolysis of surface-tethered fluorenylmethoxycarbonyl-dipeptides. We highlight some of the challenges evident from surface analysis in overcoming enzyme retention to the surface addressed by physical adsorption of soluble PEG(200) to the surface prior to enzyme exposure. Analysis by ToF-SIMS and XPS shows that alpha-chymotrypsin is deposited and retained on the surfaces and that thermolysin, a much more stable enzyme, selectively cleaves the tethered peptides as intended, and is removed from the surface by washing.

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Section: Resultssupporting

confidence: 91%

Controlling protein retention on enzyme‐responsive surfaces

Rawsterne

Gough

Rutten

et al. 2006

Surface & Interface Analysis

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Biocatalysis in Non‐conventional Media

Bommarius

Riebel

2008

Protein Science Encyclopedia

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Originally published in: Biocatalysis. Andreas Sebastian Bommarius and Bettina R. Riebel. Copyright © 2004 Wiley‐VCH Verlag GmbH & Co. KGaA Weinheim. Print ISBN: 3‐527‐30344‐1 The sections in this article are Introduction Enzymes in Organic Solvents Evidence for the Perceived Advantages of Biocatalysts in Organic Media Advantage 1: Enhancement of Solubility of Reactants Advantage 2: Shift of Equilibria in Organic Media Biphasic Reactors Advantage 3: Easier Separation Advantage 4: Enhanced Stability of Enzymes in Organic Solvents Advantage 5: Altered Selectivity of Enzymes in Organic Solvents State of Knowledge of Functioning of Enzymes in Solvents Range of Enzymes, Reactions, and Solvents The Importance of Water in Enzyme Reactions in Organic Solvents Exchange of Water Molecules between Enzyme Surface and Bulk Organic Solvent Relevance of Water Activity Physical Organic Chemistry of Enzymes in Organic Solvents Active Site and Mechanism Flexibility of Enzymes in Organic Solvents Polarity and Hydrophobicity of Transition State and Binding Site Correlation of Enzyme Performance with Solvent Parameters Control through Variation of Hydrophobocity: log P Concept Correlation of Enantioselectivity with Solvent Polarity and Hydrophobicity Optimal Handling of Enzymes in Organic Solvents Enzyme Memory in Organic Solvents Low Activity in Organic Solvents Compared to Water Enhancement of Selectivity of Enzymes in Organic Solvents Novel Reaction Media for Biocatalytic Transformations Substrate as Solvent (Neat Substrates): Acrylamide from Acrylonitrile with Nitrile Hydratase Supercritical Solvents Ionic Liquids Emulsions [Manufacture of Phosphatidylglycerol (PG)] Microemulsions Liquid Crystals Ice‐Water Mixtures High‐Density Eutectic Suspensions High‐Density Salt Suspensions Solid‐to‐Solid Syntheses Solvent as a Parameter for Reaction Optimization (“Medium Engineering”) Change of Substrate Specificity with Change of ReactionM: Specificity of Serine Proteases Change of Regioselectivity by Organic Solvent Medium Solvent Control of Enantiospecificity of Nifedipines

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