Diguanidinocalix[4]arenes as effective and selective catalysts of the cleavage of diribonucleoside monophosphates

Riccardo Salvio; Roberta Cacciapaglia; Luigi Mandolini; Francesco Sansone; Alessandro Casnati

doi:10.1039/C4RA05751A

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Diguanidinocalix[4]arenes as effective and selective catalysts of the cleavage of diribonucleoside monophosphates†

Riccardo Salvio,*^a Roberta Cacciapaglia,^a Luigi Mandolini,^a Francesco Sansone^b and Alessandro Casnati

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* Corresponding authors

^a Dipartimento di Chimica and IMC – CNR Sezione Meccanismi di Reazione, Università La Sapienza, 00185 Roma, Italy
E-mail: riccardo.salvio@uniroma1.it

^b Dipartimento di Chimica, Università degli Studi di Parma, Parco Area delle Scienze 17/A, 43124 Parma, Italy

Abstract

Calix[4]arenes derivatives 1 and 2, featuring two guanidine units at the upper rim, catalyze the transesterification of diribonucleoside monophosphates much more effectively than that of HPNP. Rate accelerations relative to the background range from 10³ to 10⁴-fold, and approach 10⁵-fold with the most favorable substrate-catalyst combinations.

This article is part of the themed collection: Supramolecular Chemistry in Water

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DOI: https://doi.org/10.1039/C4RA05751A
Article type: Paper
Submitted: 16 شعبان 1435
Accepted: 27 رمضان 1435
First published: 28 رمضان 1435
This article is Open Access

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RSC Adv., 2014,4, 34412-34416

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Diguanidinocalix[4]arenes as effective and selective catalysts of the cleavage of diribonucleoside monophosphates

R. Salvio, R. Cacciapaglia, L. Mandolini, F. Sansone and A. Casnati, RSC Adv., 2014, 4, 34412 DOI: 10.1039/C4RA05751A

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Diguanidinocalix[4]arenes as effective and selective catalysts of the cleavage of diribonucleoside monophosphates†

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Diguanidinocalix[4]arenes as effective and selective catalysts of the cleavage of diribonucleoside monophosphates

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