Solid-phase peptide synthesis in water. Part 3: A water-soluble N-protecting group, 2-[phenyl(methyl)sulfonio]ethoxycarbonyl tetrafluoroborate, and its application to solid phase peptide synthesis in water

Tetrahedron ◽  
2004 ◽  
Vol 60 (8) ◽  
pp. 1875-1886 ◽  
Author(s):  
Keiko Hojo ◽  
Mitsuko Maeda ◽  
Koichi Kawasaki
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Water Soluble ◽  
Protecting Group ◽  
Group 2

2-(2-Nitrophenyl) propyl: a rapidly released photolabile COOH-protecting group for solid-phase peptide synthesis

RSC Advances ◽  
2015 ◽  
Vol 5 (36) ◽  
pp. 28344-28348 ◽  
Author(s):  
Gang Wang ◽  
Tao Peng ◽  
Shouguo Zhang ◽  
Junyi Wang ◽  
Xiaoxue Wen ◽  
...  
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Carboxyl Group ◽  
Protecting Group ◽  
Group 2 ◽  
Photolabile Protecting Group

We developed a new efficient photolabile protecting group, 2-(2-nitrophenyl) propyl (Npp) that blocks the carboxyl group in peptide synthesis.

scholarly journals Automated solid-phase peptide synthesis to obtain therapeutic peptides

2014 ◽  
Vol 10 ◽  
pp. 1197-1212 ◽  
Author(s):  
Veronika Mäde ◽  
Sylvia Els-Heindl ◽  
Annette G Beck-Sickinger
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Protecting Group ◽  
Drug Candidates ◽  
Tremendous Progress ◽  
Pharmacokinetic Properties ◽  
Critical Issues ◽  
Therapeutic Peptides ◽  
Automated Methods

The great versatility and the inherent high affinities of peptides for their respective targets have led to tremendous progress for therapeutic applications in the last years. In order to increase the drugability of these frequently unstable and rapidly cleared molecules, chemical modifications are of great interest. Automated solid-phase peptide synthesis (SPPS) offers a suitable technology to produce chemically engineered peptides. This review concentrates on the application of SPPS by Fmoc/t-Bu protecting-group strategy, which is most commonly used. Critical issues and suggestions for the synthesis are covered. The development of automated methods from conventional to essentially improved microwave-assisted instruments is discussed. In order to improve pharmacokinetic properties of peptides, lipidation and PEGylation are described as covalent conjugation methods, which can be applied by a combination of automated and manual synthesis approaches. The synthesis and application of SPPS is described for neuropeptide Y receptor analogs as an example for bioactive hormones. The applied strategies represent innovative and potent methods for the development of novel peptide drug candidates that can be manufactured with optimized automated synthesis technologies.

Pyruvoyl, a novel amino protecting group on the solid phase peptide synthesis and the peptide condensation reaction

2009 ◽  
Vol 50 (7) ◽  
pp. 818-821 ◽  
Author(s):  
Hidekazu Katayama ◽  
Takumi Utsumi ◽  
Chinatsu Ozawa ◽  
Yuko Nakahara ◽  
Hironobu Hojo ◽  
...  
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Condensation Reaction ◽  
Solid Phase Peptide Synthesis ◽  
Protecting Group
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