45736-33-2Relevant articles and documents
Synthesis and Properties of High Molecular Weight Polypeptides Containing Proline
Iizuka, Yasuko,Uchida, Chieko,Wakamatsu, Kaori,Oya, Masanao
, p. 1269 - 1272 (1993)
High-purity N-carboxy-L-proline anhydride (N-carboxy-2-pyrrolidinecarboxylic acid anhydride) was synthesized.We used triethylamine instead of expensive Ag2O to remove HCl during the synthesis.Copolypeptides with a random sequence of L-proline (Pro) with glycine, L-alanine (Ala), L-α-aminobutyric acid (Abu), L-Norvaline (Nva) or L-leucine (Leu) were synthesized by copolymerization of the corresponding N-carboxy-α-amino acid anhydrides in solution.Copolypeptides of Pro with Ala or Abu were partially soluble in water.However, the copolypeptides of proline with Nva or Leu with longer side chains were insoluble in water.The conformation of water-soluble copolymer at various pH was analyzed by circular dichroism (CD).The structures of the polypeptides in aqueous solution were almost independent of the pH, and were in a collagen-like conformation.
Thermoresponsive and Mechanical Properties of Poly(l -proline) Gels
Gkikas, Manos,Avery, Reginald K.,Olsen, Bradley D.
, p. 399 - 406 (2016)
Gelation of the left helical N-substituted homopolypeptide poly(l-proline) (PLP) in water was explored, employing rheological and small-angle scattering studies at different temperatures and concentrations in order to investigate the network structure and its mechanical properties. Stiff gels were obtained at 10 wt % or higher at 5 °C, the first time gelation has been observed for homopolypeptides. The secondary structure and helical rigidity of PLP has large structural similarities to gelatin but as gels the two materials show contrasting trends with temperature. With increasing temperature in D2O, the network stiffens, with broad scattering features of similar correlation length for all concentrations and molar masses of PLP. A thermoresponsive transition was also achieved between 5 and 35 °C, with moduli at 35 °C higher than gelatin at 5 °C. The brittle gels could tolerate strains of 1% before yielding with a frequency-independent modulus over the observed range, similar to natural proline-rich proteins, suggesting the potential for thermoresponsive or biomaterial-based applications.
METHOD FOR PRODUCING AMINO ACID-N-CARBOXYLIC ACID ANHYDRIDE
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Paragraph 0085, (2020/08/07)
PROBLEM TO BE SOLVED: To provide: a method for safely and efficiently producing amino acid-N-carboxylic acid anhydride; and a method for producing peptide by using the obtained amino acid-N-carboxylic acid anhydride. SOLUTION: The method for producing an amino acid-N-carboxylic acid anhydride according to the present invention is characterized in that the amino acid-N-carboxylic acid anhydride is represented by the following formula (II), and a step of irradiating a composition containing a halogenated methane and an amino acid compound represented by the following formula (I) with high energy light in the presence of oxygen is included. [In the formula, R1 represents an amino acid side chain group in which the reactive group is protected, and R2 represents H or the like.]. SELECTED DRAWING: None COPYRIGHT: (C)2020,JPOandINPIT
METHOD OF SYNTHESIZING N-CARBOXYANHYDRIDE USING FLOW REACTOR
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Paragraph 0092-0096; 0115-0116, (2020/03/26)
PROBLEM TO BE SOLVED: To provide a synthesis method that allows high-yield continuous production of a compound of interest in synthesis and production of N-carboxyanhydride (NCA) and the like using a flow reactor. SOLUTION: In a synthesis method using a flow reactor 100, a basic solution adjusted in advance to a pH of 7-14 becomes acidic with a pH of 0-7, or an acidic solution adjusted in advance to a pH of 0-7 becomes basic with a pH of 7-14, within 60 seconds after the start of mixture of at least two ingredient solutions. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2020,JPOandINPIT