Arylglycine: A Focus on Amino Acid Preparation and Peptide Synthesis

2021 ◽  
Vol 28 (1) ◽  
Author(s):  
Julien Tailhades
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis

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>

Series of sequential polypeptides containing lysine or arginine: Preparation and characterization

1988 ◽  
Vol 53 (1) ◽  
pp. 145-156 ◽  
Author(s):  
Jana Pírková ◽  
Svetlana Churkina ◽  
Vladimír Gut ◽  
Ivo Frič ◽  
Karel Bláha
Keyword(s):  
Molecular Weight ◽  
Amino Acid ◽  
Peptide Synthesis ◽  
Average Molecular Weight ◽  
Basic Amino Acid ◽  
Cd Spectra ◽  
Active Esters ◽  
Marked Tendency

The sequential polypeptides (Lys-Ala)n, (Lys-Ala-Ala)n, (Lys-Ala-Ala-Ala)n, (Lys-Leu-Ala)n, (Lys-Leu-Ala-Ala)n, (Lys-Leu-Ala-Ala-Ala)n, (Lys-Ala-Leu)n, (Lys-Ala-Leu-Ala)n, (Orn-Leu-Ala)n,(Arg-Ala-Ala)n, (Arg-Leu-Ala)n, (Arg-Leu-Ala-Ala)n, (Arg-Ala-Leu)n, and (Arg-Ala-Leu-Ala)n were synthesized by polymerization of active esters (1-succinimidyl or pentafluorophenyl) of the corresponding Nα-deblocked monomers. The monomers were prepared using the usual methods of peptide synthesis in solution. Upon dialysis, the average molecular weight of the polymer was 6 000-9 000 as determined by sedimentation in ultracentrifuge. Polypeptides, containing leucine in addition to the basic amino acid, showed a marked tendency to aggregation. CD spectra of the products were measured for characterization.

ChemInform Abstract: Urethane-Protected Amino Acid N-Carboxy Anhydrides and Their Use in Peptide Synthesis.

ChemInform ◽  
2010 ◽  
Vol 22 (2) ◽  
pp. no-no
Author(s):  
W. D. FULLER ◽  
M. P. COHEN ◽  
M. SHABANKAREH ◽  
R. K. BLAIR ◽  
M. GOODMAN ◽  
...  
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Protected Amino Acid

scholarly journals Halogenation of glycopeptide antibiotics occurs at the amino acid level during non-ribosomal peptide synthesis

2017 ◽  
Vol 8 (9) ◽  
pp. 5992-6004 ◽  
Author(s):  
Tiia Kittilä ◽  
Claudia Kittel ◽  
Julien Tailhades ◽  
Diane Butz ◽  
Melanie Schoppet ◽  
...  
Keyword(s):  
Amino Acid ◽  
Peptide Synthesis ◽  
Acid Level ◽  
Amino Acid Level ◽  
Antibiotic Biosynthesis ◽  
Carrier Protein ◽  
Glycopeptide Antibiotics ◽  
Glycopeptide Antibiotic ◽  
Protein Substrates

Halogenase enzymes involved in glycopeptide antibiotic biosynthesis accept aminoacyl-carrier protein substrates.

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.

Fmoc amino acid fluorides in peptide synthesis — Extension of the method to extremely hindered amino acids

1996 ◽  
Vol 37 (31) ◽  
pp. 5483-5486 ◽  
Author(s):  
Holger Wenschuh ◽  
Michael Beyermann ◽  
Rüdiger Winter ◽  
Michael Bienert ◽  
Dumitru Ionescu ◽  
...  
Keyword(s):  
Amino Acids ◽  
Amino Acid ◽  
Peptide Synthesis ◽  
Amino Acid Fluorides ◽  
Acid Fluorides
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