Improving the performance of an acid-labile 4-hydroxymethyl phenoxyacetic acid (HMP) linker on resin and SynPhase? grafted solid-supports

Peptide Self-Assembled Monolayers for Label-Free and Unamplified Surface Plasmon Resonance Biosensing in Crude Cell Lysate

“…Amino acids were bought from Novabiochem (distributed by EMD biochemicals, Ville Mont-Royal, Quebec, Canada) with the amine and sidechain protected (Fmoc−Phe−OH, Fmoc−Leu−OH, Fmoc−His(Trt)−OH, Fmoc−Asp(OtBu)−OH, Fmoc−Ser(tBu)−OH) to avoid multiple couplings and side reactions during the solid-phase synthesis. Polystyrene SynPhase lanterns , (A-Series, Mimotopes, Australia) that expose a hydroxymethylphenoxy linker were first immersed in dichloromethane (DCM) twice for 30 min, to prepare the linker for the coupling of a first amino acid to the phenoxy groups of the lantern. A solution containing 6 equiv of amino acid mixed with 3 equiv of diisopropylcarbodiimide (Sigma−Aldrich, Milwaukee, WI) was prepared in N , N -dimethylformamide (DMF) for immersion of the lanterns.…”

“…These peptides carried C-terminal amide functions, not allowing the immobilization of molecular receptors. Peptides with an amino-terminal thiol linker are not commercially available, but they can be readily synthesized using Fmoc-protected amino acids coupled to a phenoxy resin, , followed by reaction with a carboxylic acid thiol. These peptide conjugates should form monolayers on gold, which can then be reacted with a desired molecular receptor to construct a biosensor.…”

Peptide Self-Assembled Monolayers for Label-Free and Unamplified Surface Plasmon Resonance Biosensing in Crude Cell Lysate

“…Amino acids were bought from Novabiochem (distributed by EMD biochemicals, Ville Mont-Royal, Quebec, Canada) with the amine and sidechain protected (Fmoc−Phe−OH, Fmoc−Leu−OH, Fmoc−His(Trt)−OH, Fmoc−Asp(OtBu)−OH, Fmoc−Ser(tBu)−OH) to avoid multiple couplings and side reactions during the solid-phase synthesis. Polystyrene SynPhase lanterns , (A-Series, Mimotopes, Australia) that expose a hydroxymethylphenoxy linker were first immersed in dichloromethane (DCM) twice for 30 min, to prepare the linker for the coupling of a first amino acid to the phenoxy groups of the lantern. A solution containing 6 equiv of amino acid mixed with 3 equiv of diisopropylcarbodiimide (Sigma−Aldrich, Milwaukee, WI) was prepared in N , N -dimethylformamide (DMF) for immersion of the lanterns.…”

“…These peptides carried C-terminal amide functions, not allowing the immobilization of molecular receptors. Peptides with an amino-terminal thiol linker are not commercially available, but they can be readily synthesized using Fmoc-protected amino acids coupled to a phenoxy resin, , followed by reaction with a carboxylic acid thiol. These peptide conjugates should form monolayers on gold, which can then be reacted with a desired molecular receptor to construct a biosensor.…”

Peptide Self-Assembled Monolayers for Label-Free and Unamplified Surface Plasmon Resonance Biosensing in Crude Cell Lysate

“…Amino acids were bought from Novabiochem (distributed by EMD biochemicals, Ville Mont-Royal, Quebec, Canada) with the amine and sidechain protected (Fmoc−Phe−OH, Fmoc−Leu−OH, Fmoc−His(Trt)−OH, Fmoc−Asp(OtBu)−OH, Fmoc−Ser(tBu)−OH) to avoid multiple couplings and side reactions during the solid-phase synthesis. Polystyrene SynPhase lanterns , (A-Series, Mimotopes, Australia) that expose a hydroxymethylphenoxy linker were first immersed in dichloromethane (DCM) twice for 30 min, to prepare the linker for the coupling of a first amino acid to the phenoxy groups of the lantern. A solution containing 6 equiv of amino acid mixed with 3 equiv of diisopropylcarbodiimide (Sigma−Aldrich, Milwaukee, WI) was prepared in N , N -dimethylformamide (DMF) for immersion of the lanterns.…”

“…These peptides carried C-terminal amide functions, not allowing the immobilization of molecular receptors. Peptides with an amino-terminal thiol linker are not commercially available, but they can be readily synthesized using Fmoc-protected amino acids coupled to a phenoxy resin, , followed by reaction with a carboxylic acid thiol. These peptide conjugates should form monolayers on gold, which can then be reacted with a desired molecular receptor to construct a biosensor.…”

Peptide Self-Assembled Monolayers for Label-Free and Unamplified Surface Plasmon Resonance Biosensing in Crude Cell Lysate

“…Amino acids were bought from Novabiochem (distributed by EMD biochemicals, Ville Mont-Royal, Quebec, Canada) with the amine and sidechain protected (Fmoc−Phe−OH, Fmoc−Leu−OH, Fmoc−His(Trt)−OH, Fmoc−Asp(OtBu)−OH, Fmoc−Ser(tBu)−OH) to avoid multiple couplings and side reactions during the solid-phase synthesis. Polystyrene SynPhase lanterns , (A-Series, Mimotopes, Australia) that expose a hydroxymethylphenoxy linker were first immersed in dichloromethane (DCM) twice for 30 min, to prepare the linker for the coupling of a first amino acid to the phenoxy groups of the lantern. A solution containing 6 equiv of amino acid mixed with 3 equiv of diisopropylcarbodiimide (Sigma−Aldrich, Milwaukee, WI) was prepared in N , N -dimethylformamide (DMF) for immersion of the lanterns.…”

“…These peptides carried C-terminal amide functions, not allowing the immobilization of molecular receptors. Peptides with an amino-terminal thiol linker are not commercially available, but they can be readily synthesized using Fmoc-protected amino acids coupled to a phenoxy resin, , followed by reaction with a carboxylic acid thiol. These peptide conjugates should form monolayers on gold, which can then be reacted with a desired molecular receptor to construct a biosensor.…”