Use of phenylacetyl group for protection of the lysine Nε-amino group in synthesis of peptides

1981 ◽  
Vol 46 (8) ◽  
pp. 1983-1989 ◽  
Author(s):  
František Brtník ◽  
Tomislav Barth ◽  
Karel Jošt

Nε-Phenylacetyllysine was used in the synthesis of deamino-lysine-vasopressin. The phenylacetyl protecting group is stable under conditions of peptide synthesis and can be removed by action of penicillin amidohydrolase (E.C.3.5.1.11) without damaging the built peptide chain.

In the years since the publication of Atherton and Sheppard's volume, the technique of Fmoc solid-phase peptide synthesis has matured considerably and is now the standard approach for the routine production of peptides. The basic problems outstanding at the time of publication of this earlier work have now been, for the most part, solved. As a result, innovators in the field have focussed their efforts to develop methodologies and chemistry for the synthesis of more complex structures. The focus of this new volume is much broader, and covers not only the essential procedures for the production of linear peptides but also more advanced techniques for preparing cyclic, side-chain modified, phospho- and glycopeptides. Many other methods also deserving attention have been included: convergent peptide synthesis; peptide-protein conjugation; chemoselective ligation; and chemoselective purification. The difficult preparation of cysteine and methionine-containing peptides is also covered, as well as methods for overcoming aggregation during peptide chain assembly and a survey of available automated instrumentation.


Tetrahedron ◽  
1973 ◽  
Vol 29 (4) ◽  
pp. 625-628 ◽  
Author(s):  
A.K. Koul ◽  
J.M. Bachhawat ◽  
B. Prashad ◽  
N.S. Ramegowda ◽  
A.K. Mathur ◽  
...  

1990 ◽  
Vol 55 (1) ◽  
pp. 251-259 ◽  
Author(s):  
Louis A. Carpino ◽  
Beri J. Cohen ◽  
Yao Zhong Lin ◽  
Kenton E. Stephens ◽  
Salvatore A. Triolo

ChemInform ◽  
2010 ◽  
Vol 31 (16) ◽  
pp. no-no
Author(s):  
Antonella Leggio ◽  
Angelo Liguori ◽  
Anna Napoli ◽  
Carlo Siciliano ◽  
Giovanni Sindona

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