<b>Imidazole-containing Polymers. Synthesis and Polymerization of the Monomer 4(5)-Vinylimidazole</b>

Overberger, C. G.; Vorchheimer, N.

doi:10.1021/ja00890a026

Cited by 107 publications

(49 citation statements)

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“…Overberger et al had extensively examined them as catalysts for the hydrolysis of phenyl esters (15,16). We had previously seen that they are good catalysts with our reversibly bound pyridoxamine coenzyme mimic for the transamination of phenylpyruvate to form phenylaniline (14).…”

Section: Resultsmentioning

confidence: 99%

Binding and biomimetic cleavage of the RNA poly(U) by synthetic polyimidazoles

Cheng

Abhilash

Breslow

2012

Proc. Natl. Acad. Sci. U.S.A.

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Four polyimidazoles were used in the binding and cleavage studies with poly(U). The two polydisperse polyvinylimidazoles were previously described by others, while the other two new polymers of polyethyleneimines were prepared by cationic polymerization of oxazolines. The latter had imidazole units attached to each nitrogen of the polymers. They were characterized by gel permeation chromatography and had very low polydispersities. When they were partially protonated they bound to the poly(U) and catalyzed its cleavage by a process analogous to that used by the enzyme ribonuclease A. The kinetics of the cleavage were followed by an assay we had previously described using phosphodiesterase I from Crotalus venom after the cleavage processes. Cleavage of poly(U) with Zn 2+ was also examined, with and without the polymers. A scheme is described in which these cleavages could be made sequence selective with various RNAs, particularly with important targets, such as viral RNAs.

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Section: Resultsmentioning

confidence: 99%

Binding and biomimetic cleavage of the RNA poly(U) by synthetic polyimidazoles

Cheng

Abhilash

Breslow

2012

Proc. Natl. Acad. Sci. U.S.A.

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“…Azobisisobutyronitrile (AIBN; Merk) was recrystallized from methanol prior to use. 4-Vinylimidazole (4-VIm) was prepared according to literature [8]. Anhydrous uraconic acid was decomposed at 220 jC under high vacuum, in a distilling apparatus.…”

Section: Materials and Monomer Synthesismentioning

confidence: 99%

Proton conducting copolymers on the basis of vinylphosphonic acid and 4-vinylimidazole

et al. 2003

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“…The substitution reaction with SOCl 2 following the reaction of 6 with NaNO 2 yielded 4-(2-chloroethyl)imidazole hydrochloride (7) in 70% yield. 4,5) The synthesis of intermediate 5 was achieved by the coupling reaction of 7 with N-tert-butoxycarbonyl(Boc)-O-benyloxyamine 6) and a deprotection reaction.…”

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confidence: 99%