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: 14 Jun 2014
Accepted: 24 Jul 2014
First published: 25 Jul 2014
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

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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

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