The synthesis of poly-L-arginine hydrobromide and copolymers of L-arginine and other amino acids.

  title={The synthesis of poly-L-arginine hydrobromide and copolymers of L-arginine and other amino acids.},
  author={Tadao Hayakawa and Yoshiyuki Kondo and H Yamamoto and Yukiko Murakami},
  journal={Bulletin of the Chemical Society of Japan},
  volume={42 2},
Pure crystalline Nω,ω′-dicarbobenzyloxy-L-arginine N-carboxyanhydride hydrochloride was obtained from Nα,ω,ω′-tricarbobenzyloxy-L-arginine and thionyl chloride. It was polymerized to poly-Nω,ω′-dicarbobenzyloxy-L-arginine. This polymer was converted to poly-Nω-carbobenzyloxy-L-arginine by treating it with alcoholic potassium hydroxide; also, both carbobenzyloxy groups of the protected polymer were completely removed into poly-L-arginine by treating them with hydrogen bromide in glacial acetic… Expand
The Synthesis of Poly- L -arginine
Nω-Tosyl-L-arginine-Na-carboxylic acid anhydride hydrochloride was obtained as a crystal by the reaction of Na-carbobenzyloxy-Nω-tosyl-L-arginine and thionyl chloride. After treatment with silverExpand
Secondary Structure of Poly- L -arginine and Its Derivatives
The conformations of poly-Nω,ω′-dicarbobenzyloxy-L-arginine, poly-Nω-carbobenzyloxy-L-arginine, and poly-L-arginine hydrobromide were studied by means of their infrared spectra (IR), X-rayExpand
6-Membered ring intermediates in polymerization of N-carboxyanhydride-L-α-arginine in H2O
In polymerization of N-carboxyanhydride-L-α-arginine (L-Arg-NCA) in H2O, nucleophilic reaction of guanidine group with the carbonyl group of L-Arg-NCA leads to quick intramolecular rearrangement,Expand
Catalytic actions of synthetic polypeptides: 2. stereoselective inhibition of ascorbic acid oxidation by the basic polypeptide-copper (II) complexes
Abstract The oxidation of l -ascorbic acid and d -isoascorbic acid by the poly( l -lysine) (PLL), poly( d -lysine) (PDL), poly( l -ornithine), poly( l -arginine) and poly( l -histidne) Cu(II)Expand
Functional polypeptide and hybrid materials: Precision synthesis via α-amino acid N-carboxyanhydride polymerization and emerging biomedical applications
Polypeptides derived from naturally occurring a-amino acids have emerged as a unique and versatile family of bio-inspired biomaterials that can be tailor-made for varying biomedical applications suchExpand
Induced optical activity in the complex of poly(L‐arginine) with azo dyes
The absorption and CD spectra of the complexes of poly(L‐arginine) (PLA) and azo dyes have been measured in aqueous solution. On complexation, Blue‐shifted additional absorption bands were observed.Expand
Induced Circular Dichroism in the Complex of Poly(L-arginine) Hydrochloride with Azo Dyes
The induced circular dichroism (CD) spectra of the poly(L-arginine) hydrochloride–azo dye complexes were measured. The induced CD arose from the azo dyes bound to the polypeptide in the α-helicalExpand
Peptide Synthesis with Minimal Protection of Side-Chain Functions
This chapter discusses peptide synthesis with minimal protection of side-chain functions, which allows greater opportunities for highly discriminatory separations at intermediate stages and involve less risk at final deprotection. Expand


A new method of reducing nitroarginine-peptide into arginine-peptide, with reference to the synthesis of poly-L-arginine hydrochloride.
This new method for the removal of the nitro group was applied successfully in the synthesis of poly- L-arginine hydrochloride from poly-L-nitro arginine, which had been prepared by the polymerization of N-carbothiophenyl-L -nitroarginines in dimethylsulfoxide at 120°C for 14 hr. Expand
Synthesis of poly‐L‐arginine
Poly‐L‐arginine was prepared by the guanidization of poly‐L‐ornithine with 1‐guanyl‐3,5‐dimethylpyrazole. The poly‐L‐ornithine was derived from poly‐δ,N‐trifluroacetyl‐L‐ornithine by removal of theExpand
Copolymerization of the Leuchs anhydrides of the eighteen amino acids common to protein.
The eighteen amino acids common to protein have been simultaneously condensed through the N-carboxy anhydrides and the polymer obtained resembles in quantitative composition an average natural protein. Expand