Protease-catalyzed peptide synthesis on solid support

R.V. Ulijn, B. Baragana, P.J. Halling, S.L. Flitsch

Research output: Contribution to journalArticle

84 Citations (Scopus)

Abstract

The direct enzymatic synthesis of peptides from amino acids is widely used as a useful alternative to chemical synthesis. However, good yields of such enzyme-catalyzed reactions require altered reaction conditions to overcome the bias for hydrolysis in aqueous medium. We argue that the synthesis/hydrolysis equilibrium can be shifted toward synthesis in aqueous medium by immobilizing the amine on solid support. In this report, we show the first examples of solid-phase peptide synthesis catalyzed by a protease in bulk aqueous buffer.
LanguageEnglish
Pages10988-10989
Number of pages1
JournalJournal of the American Chemical Society
Volume124
Issue number37
DOIs
Publication statusPublished - 18 Sep 2002

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Peptides
Hydrolysis
Peptide Hydrolases
Solid-Phase Synthesis Techniques
Amines
Buffers
Amino Acids
Enzymes
Amino acids

Keywords

  • Soluble polymeric support
  • safety catch linker
  • enzymatic- synthesis
  • organic-solvents
  • biocatalysis
  • enzymes
  • phase
  • chemistry
  • resin

Cite this

Ulijn, R.V. ; Baragana, B. ; Halling, P.J. ; Flitsch, S.L. / Protease-catalyzed peptide synthesis on solid support. In: Journal of the American Chemical Society. 2002 ; Vol. 124, No. 37. pp. 10988-10989.
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Protease-catalyzed peptide synthesis on solid support. / Ulijn, R.V.; Baragana, B.; Halling, P.J.; Flitsch, S.L.

In: Journal of the American Chemical Society, Vol. 124, No. 37, 18.09.2002, p. 10988-10989.

Research output: Contribution to journalArticle

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T1 - Protease-catalyzed peptide synthesis on solid support

AU - Ulijn, R.V.

AU - Baragana, B.

AU - Halling, P.J.

AU - Flitsch, S.L.

PY - 2002/9/18

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N2 - The direct enzymatic synthesis of peptides from amino acids is widely used as a useful alternative to chemical synthesis. However, good yields of such enzyme-catalyzed reactions require altered reaction conditions to overcome the bias for hydrolysis in aqueous medium. We argue that the synthesis/hydrolysis equilibrium can be shifted toward synthesis in aqueous medium by immobilizing the amine on solid support. In this report, we show the first examples of solid-phase peptide synthesis catalyzed by a protease in bulk aqueous buffer.

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KW - safety catch linker

KW - enzymatic- synthesis

KW - organic-solvents

KW - biocatalysis

KW - enzymes

KW - phase

KW - chemistry

KW - resin

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