Rotaxane probes for protease detection by 129Xe hyperCEST NMR

Clancy C. Slack; Joel A. Finbloom; Keunhong Jeong; Carson J. Bruns; David E. Wemmer; Alexander Pines; Matthew B. Francis

doi:10.1039/C6CC09302G

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Rotaxane probes for protease detection by ¹²⁹Xe hyperCEST NMR†

Clancy C. Slack,

‡^ab Joel A. Finbloom,

‡^a Keunhong Jeong,^ab Carson J. Bruns,^a David E. Wemmer,^ac Alexander Pines^ab and Matthew B. Francis

*^ab

Author affiliations

* Corresponding authors

^a Department of Chemistry, University of California, Berkeley, Berkeley, CA, USA
E-mail: mbfrancis@berkeley.edu

^b Materials Sciences Division, Lawrence Berkeley National Laboratories, Berkeley, CA, USA

^c Physical Biosciences Division, Lawrence Berkeley National Laboratory, Berkeley, CA, USA

Abstract

We report a CB6 rotaxane for the ¹²⁹Xe hyperCEST NMR detection of matrix metalloprotease 2 (MMP-2) activity. MMP-2 is overexpressed in cancer tissue, and hence is a cancer marker. A peptide containing an MMP-2 recognition sequence was incorporated into the rotaxane, synthesized via CB6-promoted click chemistry. Upon cleavage of the rotaxane by MMP-2, CB6 became accessible for ¹²⁹Xe@CB6 interactions, leading to protease-responsive hyperCEST activation.

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Article information

DOI: https://doi.org/10.1039/C6CC09302G
Article type: Communication
Submitted: 21 Nov 2016
Accepted: 15 Dec 2016
First published: 15 Dec 2016

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Chem. Commun., 2017,53, 1076-1079

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Rotaxane probes for protease detection by ¹²⁹Xe hyperCEST NMR

C. C. Slack, J. A. Finbloom, K. Jeong, C. J. Bruns, D. E. Wemmer, A. Pines and M. B. Francis, Chem. Commun., 2017, 53, 1076 DOI: 10.1039/C6CC09302G

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