Y-benzyl-l-glutamate N-carboxyanhydride

Ab A) measured by CO evolution method as a function of time for an Afl 400 sodium methoxide initiated polymerization of y-benzyl-L glutamate-N-carboxyanhydride... 

The microphase-separated structures formed by the PB-based y-benzyl-L-glutamate containing triblock copolymers appeared to be sensitive to the conformation of the peptide blocks [28]. When instead of y-benzyl-L-glutamate N-carboxyanhydride an equimolar mixture of y-benzyl-L-glutamate AT-car-boxyanhydride and y-benzyl-D-glutamate AT-carboxyanhydride was used for... 

Poly(y-benzyl-i.-glutamate) macromonomers were synthesized starting with the polymerization of benzyl (S)-3-(2,5-dioxo-l,3-oxazolidin-4-yl) propionate (or y-benzyl-L- glutamate-N-carboxyanhydride [189]) with the primary amino group of the N-methyl-N-(4-vinylphenethyl) ethylene diamine (1) [190] (Scheme 58). 

Two series of 4-arm star polypeptides of y-benzyl-L-glutamate N-carboxyanhydride (NCA) and e-benzyloxycarbonyl-L-lysine NCA were prepared via ROP. A tetra-amino-substituted per-ylene fluoropore was used as the initiator. The polymerization was performed imder dry inert atmosphere conditions and the... 

Summary A double-headed initiator was synthesized yielding two functional groups for the initiation of the nickel mediated ring-opening polymerization of y-benzyl-L-glutamate-N-carboxyanhydride and controlled radical polymerization of vinyl monomers via ATRP or NMP. Well-defined block copolymers combining polypeptides and synthetic polymers were obtained. 

In the paper by Carlstrom et al. just cited the authors address themselves to the question of the molecular weight dependence of the Cl line width in 0.5 M NaCl solutions containing a mercury labelled PGA-cysteine copolymer. The cysteine was introduced into PGA by a copolymerization of about 5 mol % 5-carbobenzoxy-L-cysteine N-carboxy-anhydride with y-benzyl-L-glutamate N-carboxyanhydride. Precautions were taken to avoid the formation of -S-S- bonds in the final product which was reacted with 0.01 M HgCl2 and subsequently fractioned accord-... 

Fig. 7. GPC traces illustrating the evolution of pols peptide molecular weight and monomer consumption during the pol3rmerization of y-benzyl-L-glutamate N-carboxyanhydride (Bn-Glu NCA). Targeted number-average degree of polymerization was 440. After 17 h, monomer consumption is >99%.

The synthesis of temperature-responsive poly[(TMC)-b-(i-glutamic acid)] copolymer was investigated by Sanson and co-workers. PTMC-PGA diblock copolymer was synthesized by ROP of y-benzyl-L-glutamate N-carboxyanhydride initiated by a primary amine end-functionalized PTMC macroinitiator. 

The catalytic polyaddition reaction of divinylbenzene and disecondary amines in the presence of a lithium amide yields polyamines with a p-vinylbenzyl (VB) substituent as in equation (21) using iV,iV -diethylethylenediamine. Macromonomers of poly(crown ethers) were also prepared by this method. Macromonomers of polypeptides were synthesized by the ring-opening polymerization of y-benzyl-L-glutamate-N-carboxyanhydride initiated by N-methyl-N-(4-vinylphenethyl) ethylenediamine, and of DL-phenylalanine-N-carboxyanhydride initiated by m, p-vinylbenzyl-... 

SYNTHESIS Similar to the synthesis of poly(7-benzyl-L-glutamate) (see the entry on Poly( y-benzyl-L-glutamate) in this handbook) involves the conversion of the amino acid to the N-carboxyanhydride (NCA) monomer by reaction with phosgene gas followed by polymerization of the NCA with an appropriate initiator (e.g., n-butyl amine). Typical comonomers include other amino acid NCAs. 

Polystyrene-block-poly(L-lysine), polybutadiene-block-poly(L-lysine) [65], and block copolymers of polystyrene or polybutadiene with poly(carboxy-benzoxy-L-lysine) [66] were also synthesized by Gallot et al. and evidence for lamellar assemblies was presented. Polysaccharide-block-polypeptide rod-coil systems were obtained by polymerizing the N-carboxyanhydrides of y-benzyl-L-glutamate from the asparagine a-amino function of carbohydrate fractions of ovomucoid (a glycoprotein extracted from hen egg white). Lamellar assemblies in concentrated solutions and in the dry state were again observed [67]. The chain folding of the polypeptides in the lamellar structures was studied for these block... 

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