Design and synthesis of a bifunctional label for selection of β-lactamase displayed on filamentous bacteriophage by catalytic activity

Marchand‐Brynaert, Jacqueline; Bouchet, Michèle; Touillaux, Roland; Beauve, Cécile; Fastrez, Jacques

doi:10.1016/0040-4020(96)00197-4

Cited by 22 publications

(8 citation statements)

References 43 publications

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“…Sodium isethionate is used on an industrial scale in electroplating baths and for the preparation of tensides, so it is commercially available at low cost. Ethylvinyl sulfonate ( 19a ) and N ‐benzylvinylsulfonamide ( 19b ) were synthesized from 21 by reaction with ethanol or benzylamine, respectively, as described previously in the literature. Tertiary vinylsulfonamide 19c was synthesized by methylation of 19b under basic conditions (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

Styrylsulfonates and ‐Sulfonamides through Pd‐Catalysed Matsuda–Heck Reactions of Vinylsulfonic Acid Derivatives and Arenediazonium Salts

2016

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Arene diazonium salts undergo Matsuda-Heck reactions with vinylsulfonates and -sulfonamides to give styrylsulfonic acid derivatives in high to excellent yields and with high to excellent selectivities. By quantifying the evolution of nitrogen over time in a gas-meter apparatus, the reactivities of ethylvinylsulfonate and the benchmark olefin methyl acrylate were compared for an electron-rich and an -deficient arene diazonium salt. Tertiary sulfonamides react in Matsuda-Heck couplings with high conversions, but require long reaction

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Section: Resultsmentioning

confidence: 99%

Styrylsulfonates and ‐Sulfonamides through Pd‐Catalysed Matsuda–Heck Reactions of Vinylsulfonic Acid Derivatives and Arenediazonium Salts

2016

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“…The synthesis of 3‐((2‐aminoethyl) disulfanyl) propanoic acid was adapted from the literature . In brief, 4 g (17.4 mmol, 1 eq.)…”

Section: Methodsmentioning

confidence: 99%

Bioreducible Poly‐l‐Lysine–Poly[HPMA] Block Copolymers Obtained by RAFT‐Polymerization as Efficient Polyplex‐Transfection Reagents

Tappertzhofen

Beck²,

Montermann

et al. 2015

Macromolecular Bioscience

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Polylysine-b-p[HPMA] block copolymers containing a redox-responsive disulfide bond between both blocks are synthesized by RAFT polymerization of pentafluorphenyl-methacrylate with a macro-CTA from Nϵ-benzyloxycarbonyl (Cbz) protected polylysine (synthesized by NCA polymerization). This polylysine-b-p[PFMA] precursor block copolymer is converted to polylysine(Cbz)-b-p[HPMA] by postpolymerization modification with 2-hydroxypropylamine. After removal of the Cbz protecting group, cationic polylysine-b-p[HPMA] copolymers with a biosplittable disulfide moiety became available, which can be used as polymeric transfection vectors. These disulfide linked polylysine-S-S-b-p[HPMA] block copolymers show low cytotoxicity and increased transfection efficiencies (HEK-293T cells) compared to analogous blockcopolymers without disulfide group making them interesting for the transfection of sensitive immune cells.

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“…This indicates that the more active enzymes bind more efficiently to the inhibitor for greater recovery. These experiments illustrate phage display is a viable system for selection of enzymes based on catalytic activity [79][80][81].…”

Section: Phage Display For Directed Evolution Of Enzymesmentioning

confidence: 98%

Separation methods applicable to the evaluation of enzyme–inhibitor and enzyme–substrate interactions

Burns

May

2003

Journal of Chromatography B

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Design and synthesis of a bifunctional label for selection of β-lactamase displayed on filamentous bacteriophage by catalytic activity

Cited by 22 publications

References 43 publications

Styrylsulfonates and ‐Sulfonamides through Pd‐Catalysed Matsuda–Heck Reactions of Vinylsulfonic Acid Derivatives and Arenediazonium Salts

Styrylsulfonates and ‐Sulfonamides through Pd‐Catalysed Matsuda–Heck Reactions of Vinylsulfonic Acid Derivatives and Arenediazonium Salts

Bioreducible Poly‐l‐Lysine–Poly[HPMA] Block Copolymers Obtained by RAFT‐Polymerization as Efficient Polyplex‐Transfection Reagents

Separation methods applicable to the evaluation of enzyme–inhibitor and enzyme–substrate interactions

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