scholarly journals Microwave-assisted solid-phase peptide synthesis of neurosecretory protein GL composed of 80 amino acid residues

2015 ◽  
Vol 21 (6) ◽  
pp. 454-460 ◽  
Author(s):  
Keiko Masuda ◽  
Haruka Ooyama ◽  
Kenshiro Shikano ◽  
Kunihiro Kondo ◽  
Megumi Furumitsu ◽  
...  
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Amino Acid Residues ◽  
Microwave Assisted

scholarly journals Tea Bags for Fmoc Solid-Phase Peptide Synthesis: An Example of Circular Economy

Molecules ◽  
2021 ◽  
Vol 26 (16) ◽  
pp. 5035
Author(s):  
Fanny Guzmán ◽  
Adriana Gauna ◽  
Tanya Roman ◽  
Omar Luna ◽  
Claudio Álvarez ◽  
...  
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Circular Economy ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Wide Field ◽  
Amino Acid Residues ◽  
Recycling System ◽  
Physicochemical Features

Peptide synthesis is an area with a wide field of application, from biomedicine to nanotechnology, that offers the option of simultaneously synthesizing a large number of sequences for the purpose of preliminary screening, which is a powerful tool. Nevertheless, standard protocols generate large volumes of solvent waste. Here, we present a protocol for the multiple Fmoc solid-phase peptide synthesis in tea bags, where reagent recycling steps are included. Fifty-two peptides with wide amino acid composition and seven to twenty amino acid residues in length were synthesized in less than three weeks. A clustering analysis was performed, grouping the peptides by physicochemical features. Although a relationship between the overall yield and the physicochemical features of the sequences was not established, the process showed good performance despite sequence diversity. The recycling system allowed to reduce N, N-dimethylformamide usage by 25–30% and reduce the deprotection reagent usage by 50%. This protocol has been optimized for the simultaneous synthesis of a large number of peptide sequences. Additionally, a reagent recycling system was included in the procedure, which turns the process into a framework of circular economy, without affecting the quality of the products obtained.

A Strategy for Thioamide Incorporation During Fmoc Solid-Phase Peptide Synthesis with Robust Stereochemical Integrity

2019 ◽  
Author(s):  
luis camacho III ◽  
Bryan J. Lampkin ◽  
Brett VanVeller
Keyword(s):  
Amino Acid ◽  
Functional Groups ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Side Chains ◽  
Amino Acid Side Chains ◽  
Peptide Elongation

We describe a method to protect the sensitive stereochemistry of the thioamide—in analogy to the protection of the functional groups of amino acid side chains—in order to preserve the thioamide moiety during peptide elongation.<br>

Microwave-assisted guanidinylation in solid phase peptide synthesis: comparison of various reagents

2014 ◽  
Vol 55 (45) ◽  
pp. 6198-6203 ◽  
Author(s):  
Ewa Witkowska ◽  
Karolina Kubik ◽  
Jolanta Krosnicka ◽  
Karolina Grabowska ◽  
Anna Niescioruk ◽  
...  
Keyword(s):  
Peptide Synthesis ◽  
Solid Phase ◽  
Solid Phase Peptide Synthesis ◽  
Microwave Assisted

Preparation of Peptide o-Aminoanilides Using a Modified Dawson's Linker for Microwave-Assisted Peptide Synthesis

Synlett ◽  
2017 ◽  
Vol 28 (15) ◽  
pp. 1956-1960 ◽  
Author(s):  
Shugo Tsuda ◽  
Taku Yoshiya ◽  
Tsuyoshi Uemura ◽  
Masayoshi Mochizuki ◽  
Hideki Nishio
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Solid Phase ◽  
Side Reactions ◽  
Microwave Assisted Synthesis ◽  
Terminal Amino Acid ◽  
Nitrobenzoic Acid ◽  
Microwave Assisted ◽  
Peptide Thioester ◽  
Terminal Amino

Based on the structure of Dawson’s 3,4-diaminobenzoic acid (Dbz) linker designed for Fmoc solid-phase peptide-thioester synthesis, the 4-amino-3-nitrobenzoic acid [Dbz(NO2)] linker was developed for microwave-assisted synthesis. The Dbz(NO2) linker can be readily converted into the Dbz linker by on-resin reduction with SnCl2 after construction of the protected peptide resin. Although epimerization of C-terminal amino acid restricts the use of Dbz(NO2) linker to the synthesis of peptide-Gly-thioester, use of this linker can prevent side reactions that arise when Dbz or Dbz(Aloc) linkers are used in the microwave-assisted synthesis of Gly-rich peptides.

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