Reaction medium engineering in enzymatic peptide fragment condensation: synthesis of Eledoisin and LH-RH

1998 ◽  
Vol 6 (7) ◽  
pp. 891-901 ◽  
Author(s):  
Peter Björup ◽  
Josep Lluı́s Torres ◽  
Patrick Adlercreutz ◽  
Pere Clapés
Keyword(s):  
Reaction Medium ◽  
Peptide Fragment ◽  
Fragment Condensation ◽  
Lh Rh

An alternative solid phase peptide fragment condensation protocol with improved efficiency

2001 ◽  
Vol 7 (10) ◽  
pp. 565-568 ◽  
Author(s):  
Nikolett Mihala ◽  
József Bódi ◽  
Ágnes Gömöry ◽  
Helga Süli-Vargha
Keyword(s):  
Solid Phase ◽  
Peptide Fragment ◽  
Fragment Condensation

Ynamide: A New Coupling Reagent for Amide and Peptide Synthesis

Synlett ◽  
2017 ◽  
Vol 28 (14) ◽  
pp. 1663-1670 ◽  
Author(s):  
Long Hu ◽  
Junfeng Zhao
Keyword(s):  
Peptide Synthesis ◽  
Phosphonium Salt ◽  
Peptide Fragment ◽  
Coupling Reagents ◽  
Development History ◽  
Coupling Reagent ◽  
History Of ◽  
Fragment Condensation ◽  
Carbodiimide Coupling ◽  
Guanidinium Salt

The discovery and application of ynamide coupling reagents is highlighted with a brief summary of the development history of coupling reagents in amide and peptide synthesis. As novel coupling reagents, ynamides are not only effective for simple amide and dipeptide synthesis but also can be used for peptide fragment condensation. More importantly, no racemization was detected during the activation of α-chiral carboxylic acids by employing ynamide coupling reagents.1 Introduction2 Carbodiimide Coupling Reagents3 Uronium/Guanidinium Salt Coupling Reagents4 Phosphonium Salt Coupling Reagents5 Ethoxyacetylene as a Coupling Reagent6 Ynamine Coupling Reagents7 Ynamide Coupling Reagents8 Summary and Outlook

Enzymatic peptide fragment condensation. Choice of reaction media for the synthesis of an insect neuropeptide derivative

1992 ◽  
Vol 6 (1) ◽  
pp. 69-72 ◽  
Author(s):  
N. Xaus ◽  
X. Jorba ◽  
S. Calvet ◽  
F. Albericio ◽  
P. Clapés ◽  
...  
Keyword(s):  
Peptide Fragment ◽  
Insect Neuropeptide ◽  
Fragment Condensation ◽  
Reaction Media

scholarly journals Solid Phase Peptide Synthesis by Oxidation-Reduction Condensation. Synthesis of LH–RH by Fragment Condensation on Solid Support

1973 ◽  
Vol 46 (10) ◽  
pp. 3240-3247 ◽  
Author(s):  
Rei Matsueda ◽  
Hiroshi Maruyama ◽  
Eiichi Kitazawa ◽  
Hidekuni Takahagi ◽  
Teruaki Mukaiyama
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Solid Support ◽  
Oxidation Reduction ◽  
Fragment Condensation ◽  
Lh Rh

Synthesis and carbon 13 N.M.R. spectrum of the peptide fragment of myelin basic protein (human)

1980 ◽  
Vol 33 (11) ◽  
pp. 2427 ◽  
Author(s):  
SJ Pasaribu
Keyword(s):  
Methyl Ester ◽  
Room Temperature ◽  
Basic Protein ◽  
Protecting Groups ◽  
Phase Method ◽  
Peptide Fragment ◽  
Methyl Ester Derivative ◽  
Carboxyl Terminal ◽  
Fragment Condensation ◽  
Solution Phase Method

The tridecapeptide Phe-Lys-Leu-Gly-Gly-Arg-Asp-Ser-Arg-Ser-Gly-Ser-Pro- OH, and its methyl ester derivative at the carboxyl terminal, -Pro-OMe,�were synthesized by the solution-phase method. The synthesis was accomplished by fragment condensation of a tetrapeptide, Boc-Phe- Lys(N8-Cbz)-Leu-Gly-OH, and a nonapeptide, H-Gly-Arg(NO2)-Asp(OBzl)- Ser(OBzl)-Arg(NO2)-Ser(OBzl)-Gly-Ser(OBzl)-Pro-OR (R = Me or Bzl), in the presence of dicyclohexylcarbodiimide and benzo-triazol-1-ol, to give the protected tridecapeptide. This compound, when OR = OBzl, was hydrogenated at room temperature, with Pd/C as catalyst, followed by treatment with boron tristrifluoro-acetate to remove all the protecting groups. When OR = OMe, the final product was the methyl ester of the tridecapeptide. The mixed anhydride method (REMA) was followed in the synthesis of the intermediates. 13C n.m.r. spectra of the tridecapeptide and of the peptide intermediates are discussed.

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