Conductance measurements in solid phase peptide synthesis. I. Monitoring coupling and deprotection in Fmoc chemistry.

Potentiated conductance shows promise for monitoring the progress of both coupling and deprotection reactions in solid phase peptide synthesis using Fmoc chemistry. Sterically hindered base may be added to the aprotic polar solvents used for synthesis, this induces ionisation of acids formed in the coupling and deprotection reactions, thus giving rise to a conductance signal in the solvent. Changes in this signal allow reactions occurring at the resin to be followed with no degradation of coupling efficiency.

[1]  A. Trzeciak,et al.  New coupling reagents in peptide chemistry , 1989 .

[2]  S. Kent Chemical synthesis of peptides and proteins. , 1988, Annual review of biochemistry.

[3]  M. Lebl,et al.  Noninvasive continuous monitoring of solid-phase peptide synthesis by acid-base indicator. , 2009, International journal of peptide and protein research.

[4]  H. Rink Solid-phase synthesis of protected peptide fragments using a trialkoxy-diphenyl-methylester resin. , 1987 .

[5]  R. Sheppard,et al.  Peptide synthesis. Part 8. A system for solid-phase synthesis under low pressure continuous flow conditions , 1986 .

[6]  M. Meldal,et al.  Self-indicating activated esters for use in solid phase peptide synthesis. Fluorenylmethoxycarbonylamino acid derivatives of 3-hydroxy-4-oxodihydrobenzotriazine , 1986 .

[7]  H. Ogura,et al.  A convenient synthesis of peptide using oxallates , 1983 .

[8]  R. B. Merrifield,et al.  Quantitative monitoring of solid-phase peptide synthesis by the ninhydrin reaction. , 1981, Analytical biochemistry.

[9]  R. Arshady,et al.  Peptide synthesis. Part 1. Preparation and use of polar supports based on poly(dimethylacrylamide) , 1981 .

[10]  Vassilis Dourtoglou,et al.  L'hexafluorophosphate de O-benzotriazolyl-N,N-tetramethyluronium: Un reactif de couplage peptidique nouveau et efficace , 1978 .

[11]  C. Selve,et al.  Reactifs de couplage peptidique I (1) - l'hexafluorophosphate de benzotriazolyl N-oxytrisdimethylamino phosphonium (B.O.P.) , 1975 .

[12]  E. Kaiser,et al.  Color test for detection of free terminal amino groups in the solid-phase synthesis of peptides. , 1970, Analytical biochemistry.