ABSTRACT:We report methods for the synthesis of polypeptides that are fully functionalized with desirable phosphorylcholine, PC, groups. Due to inherent challenges in the direct incorporation of the PC group into α-amino acid N-carboxyanhydride (NCA) monomers, we developed a synthetic approach that combined functional NCA polymerization with efficient postpolymerization modification. While poly(L-phosphorylcholine serine) was found to be unstable upon synthesis, we successfully prepared poly(L-phosphorylcholine homoserine) with controlled chain lengths, and found these to be water soluble with disordered chain conformations.
ABSTRACT:We have synthesized new phosphonate containing α-amino acid N-carboxyanhydride (NCA) monomers, and used these to prepare well-defined phosphonate containing polypeptides and block copolypeptides. These NCAs were found to undergo living polymerization to high molecular weights with narrow chain length distributions. The methods described here demonstrate that phosphono polypeptides are also readily incorporated into block copolymers with controlled architecture and composition. One polymer, poly(L-phosphonohomoalanine), poly(Pha), is an isosteric analog of poly(L-phosphoserine) and was found to display a pH responsive conformational change. The pH responsive α-helical conformation of poly(Pha) is unprecedented, and may prove to be useful in preparation of stimuli responsive block copolypeptides containing poly(Pha) segments.
carboxylic amidescarboxylic amides (benzene compounds) Q 0490
-078Amides and Hydrazides of Acylpyruvic Acids. Part 4. Synthesis and Pharmacological Activity of Some Amides of Aroyl-and Pivaloylpyruvic Acids.-A variety of new amides of aroyl-(cf. (III), (IV)) and pivaloylpyruvic acid (cf. (VII)) are synthesized and evaluated for their pharmacological activity. The majority of the synthesized amides diplays antimicrobial activity and analgetic effects comparable to analgin. -(IGIDOV, N. M.; KOZ'MINYKH, E. N.; MILYUTIN, A. V.; BEREZINA, E. S.; SHAVKUNOVA, G. A.; YAKOVLEV, I. B.; SHELENKOVA, S. A.; KOLLA, V. E.; VORONINA, E. V.; KOZ'MINYKH, V. O.; Khim. -Farm. Zh. 30 (1996) 11, 21-25; Permskaya gos. farm. akad., Perm', Russia; RU)
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.