Enzymatic Fragment Condensation of Side Chain-Protected Peptides using Subtilisin A in Anhydrous Organic Solvents: A General Strategy for Industrial Peptide Synthesis

2013 ◽  
pp. n/a-n/a ◽  
Author(s):  
Timo Nuijens ◽  
Annette H. M. Schepers ◽  
Claudia Cusan ◽  
John A. W. Kruijtzer ◽  
Dirk T. S. Rijkers ◽  
...  
Keyword(s):  
Organic Solvents ◽  
Peptide Synthesis ◽  
Side Chain ◽  
General Strategy ◽  
Fragment Condensation ◽  
Protected Peptides

Fmoc Solid Phase Peptide Synthesis

1999 ◽  
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Peptide Chain ◽  
Standard Approach ◽  
Side Chain ◽  
Complex Structures ◽  
Protein Conjugation ◽  
Chemoselective Ligation ◽  
Routine Production

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.

Peptide synthesis catalyzed by lipases in anhydrous organic solvents

1987 ◽  
Vol 109 (12) ◽  
pp. 3802-3804 ◽  
Author(s):  
Alexey L. Margolin ◽  
Alexander M. Klibanov
Keyword(s):  
Organic Solvents ◽  
Peptide Synthesis

scholarly journals Pyrrole-Mediated Peptide Cyclization Identified through Genetically Reprogrammed Peptide Synthesis

Biomedicines ◽  
2018 ◽  
Vol 6 (4) ◽  
pp. 99 ◽  
Author(s):  
Klaas Decoene ◽  
Willem Vannecke ◽  
Toby Passioura ◽  
Hiroaki Suga ◽  
Annemieke Madder
Keyword(s):  
Peptide Synthesis ◽  
Cyclic Peptide ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Screening Method ◽  
In Vitro Translation ◽  
Side Chain ◽  
One Pot ◽  
Depth Analysis

Flexible in vitro translation (FIT) was used as a screening method to uncover a new methodology for peptide constraining based on the attack of a nucleophilic side-chain functionality onto an oxidized furylalanine side chain. A set of template peptides, each containing furylalanine as furan-modified amino acid and a nucleophilic residue (Cys, His, Lys, Arg, Ser, or Tyr), was produced through FIT. The translation mixtures were treated with N-bromosuccinimide (NBS) to achieve selective furan oxidation and subsequent MALDI analysis demonstrated Lys and Ser as promising residues for cyclisation. Solid-phase peptide synthesis (SPPS) was used to synthesize suitable amounts of material for further in-depth analysis and characterisation. It was found that in the case of the peptide containing lysine next to a furylalanine residue, a one-pot oxidation and reduction reaction leads to the generation of a cyclic peptide featuring a pyrrole moiety as cyclisation motif, resulting from the attack of the lysine side chain onto the oxidized furylalanine side chain. Structural evidence was provided via NMR and the generality of the methodology was explored. We hereby expand the scope of our previously developed furan-based peptide labeling and crosslinking strategy.

Synthesis of thymosin α1 by fragment condensation using tert.-butyl side chain protection

2009 ◽  
Vol 26 (2) ◽  
pp. 130-148 ◽  
Author(s):  
ARTHUR M. FELIX ◽  
EDGAR P. HEIMER ◽  
CHING-TSO WANG ◽  
THEODORE J. LAMBROS ◽  
JOSEPH SWISTOK ◽  
...  
Keyword(s):  
Side Chain ◽  
Thymosin Α1 ◽  
Tert Butyl ◽  
Fragment Condensation

New strategies of peptide synthesis: Urethane N-carboxy anhydrides (UNCAs) and ‘allyl’ side chain protection

1993 ◽  
pp. 33-36
Author(s):  
A. Loffet ◽  
H. X. Zhang ◽  
P. A. Swain ◽  
N. J. Krotzer ◽  
W. D. Fuller ◽  
...  
Keyword(s):  
Peptide Synthesis ◽  
Side Chain ◽  
New Strategies
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