Literature DB >> 27071959

Developing imidazoles as CEST MRI pH sensors.

Xing Yang1, Xiaolei Song1,2, Sangeeta Ray Banerjee1, Yuguo Li1,2, Youngjoo Byun3, Guanshu Liu1,2, Zaver M Bhujwalla1, Martin G Pomper1, Michael T McMahon1,2.   

Abstract

A series of intra-molecular hydrogen bonded imidazoles and related heterocyclic compounds were screened for their N-H chemical exchange saturation transfer (CEST) magnetic resonance imaging (MRI) contrast properties. Of the compounds, imidazole-4,5-dicarboxamides (I45DCs) were found to provide the strongest contrast, with the contrast produced at a large chemical shift from water (7.8 ppm) and strongly dependent on pH. We have tested several probes based on this scaffold, and demonstrated that these probes could be applied for in vivo detection of kidney pH after intravenous administration.
Copyright © 2016 John Wiley & Sons, Ltd. Copyright © 2016 John Wiley & Sons, Ltd.

Entities:  

Keywords:  chemical exchange saturation transfer; imidazole-4,5-dicarboxamides; molecular imaging; pH imaging

Mesh：

Substances：

Year:  2016        PMID： 27071959      PMCID： PMC5201433          DOI： 10.1002/cmmi.1693

Source DB:  PubMed          Journal:  Contrast Media Mol Imaging        ISSN： 1555-4309            Impact factor:   3.161


  65 in total

1.  Novel pH-reporter MRI contrast agents.

Authors:  Silvio Aime; Daniela Delli Castelli; Enzo Terreno
Journal:  Angew Chem Int Ed Engl       Date:  2002-11-15       Impact factor: 15.336

2.  Yb(III)-HPDO3A: a dual pH- and temperature-responsive CEST agent.

Authors:  Daniela Delli Castelli; Enzo Terreno; Silvio Aime
Journal:  Angew Chem Int Ed Engl       Date:  2011-01-18       Impact factor: 15.336

3.  Simultaneous in vivo pH and temperature mapping using a PARACEST-MRI contrast agent.

Authors:  Nevin McVicar; Alex X Li; Mojmír Suchý; Robert H E Hudson; Ravi S Menon; Robert Bartha
Journal:  Magn Reson Med       Date:  2012-11-19       Impact factor: 4.668

4.  High resolution pH(e) imaging of rat glioma using pH-dependent relaxivity.

Authors:  Maria L Garcia-Martin; Gary V Martinez; Natarajan Raghunand; A Dean Sherry; Shanrong Zhang; Robert J Gillies
Journal:  Magn Reson Med       Date:  2006-02       Impact factor: 4.668

5.  Measuring in vivo tumor pHe with CEST-FISP MRI.

Authors:  Vipul R Sheth; Yuguo Li; Liu Qi Chen; Christine M Howison; Chris A Flask; Mark D Pagel
Journal:  Magn Reson Med       Date:  2011-10-25       Impact factor: 4.668

6.  Chemical exchange saturation transfer (CEST): what is in a name and what isn't?

Authors:  Peter C M van Zijl; Nirbhay N Yadav
Journal:  Magn Reson Med       Date:  2011-02-17       Impact factor: 4.668

7.  Imaging of glutamate in the spinal cord using GluCEST.

Authors:  Feliks Kogan; Anup Singh; Catherine Debrosse; Mohammad Haris; Kejia Cai; Ravi Prakash Nanga; Mark Elliott; Hari Hariharan; Ravinder Reddy
Journal:  Neuroimage       Date:  2013-04-09       Impact factor: 6.556

8.  Natural D-glucose as a biodegradable MRI contrast agent for detecting cancer.

Authors:  Kannie W Y Chan; Michael T McMahon; Yoshinori Kato; Guanshu Liu; Jeff W M Bulte; Zaver M Bhujwalla; Dmitri Artemov; Peter C M van Zijl
Journal:  Magn Reson Med       Date:  2012-10-16       Impact factor: 4.668

9.  Transforming thymidine into a magnetic resonance imaging probe for monitoring gene expression.

Authors:  Amnon Bar-Shir; Guanshu Liu; Yajie Liang; Nirbhay N Yadav; Michael T McMahon; Piotr Walczak; Sridhar Nimmagadda; Martin G Pomper; Keri A Tallman; Marc M Greenberg; Peter C M van Zijl; Jeff W M Bulte; Assaf A Gilad
Journal:  J Am Chem Soc       Date:  2013-01-16       Impact factor: 15.419

10.  An improved method for the synthesis of dissymmetric N,N'-disubstituted imidazole-4,5-dicarboxamides.

Authors:  Alexander V Wiznycia; Paul W Baures
Journal:  J Org Chem       Date:  2002-10-04       Impact factor: 4.354
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  21 in total

1.  Free-base porphyrins as CEST MRI contrast agents with highly upfield shifted labile protons.

Authors:  Xiaoxiao Zhang; Yaping Yuan; Sha Li; Qingbin Zeng; Qianni Guo; Na Liu; Minghui Yang; Yunhuang Yang; Maili Liu; Michael T McMahon; Xin Zhou
Journal:  Magn Reson Med       Date:  2019-04-10       Impact factor: 4.668

2.  Renal pH Imaging Using Chemical Exchange Saturation Transfer (CEST) MRI: Basic Concept.

Authors:  Dario Livio Longo; Pietro Irrera; Lorena Consolino; Phillip Zhe Sun; Michael T McMahon
Journal:  Methods Mol Biol       Date:  2021

Review 3.  Cellular and Molecular Imaging Using Chemical Exchange Saturation Transfer.

Authors:  Michael T McMahon; Assaf A Gilad
Journal:  Top Magn Reson Imaging       Date:  2016-10

4.  Gear Up for a pH Shift: A Responsive Iron(II) 2-Amino-6-picolyl-Appended Macrocyclic paraCEST Agent That Protonates at a Pendent Group.

Authors:  Pavel B Tsitovich; Jordan M Cox; Joseph A Spernyak; Janet R Morrow
Journal:  Inorg Chem       Date:  2016-11-04       Impact factor: 5.165

5.  A generalized ratiometric chemical exchange saturation transfer (CEST) MRI approach for mapping renal pH using iopamidol.

Authors:  Yin Wu; Iris Y Zhou; Takahiro Igarashi; Dario L Longo; Silvio Aime; Phillip Zhe Sun
Journal:  Magn Reson Med       Date:  2017-07-07       Impact factor: 4.668

Review 6.  Clinical applications of chemical exchange saturation transfer (CEST) MRI.

Authors:  Kyle M Jones; Alyssa C Pollard; Mark D Pagel
Journal:  J Magn Reson Imaging       Date:  2017-08-09       Impact factor: 4.813

7.  Rapid and quantitative chemical exchange saturation transfer (CEST) imaging with magnetic resonance fingerprinting (MRF).

Authors:  Ouri Cohen; Shuning Huang; Michael T McMahon; Matthew S Rosen; Christian T Farrar
Journal:  Magn Reson Med       Date:  2018-05-13       Impact factor: 4.668

Review 8.  Chemistry of MRI Contrast Agents: Current Challenges and New Frontiers.

Authors:  Jessica Wahsner; Eric M Gale; Aurora Rodríguez-Rodríguez; Peter Caravan
Journal:  Chem Rev       Date:  2018-10-16       Impact factor: 60.622

9.  Amplified detection of phosphocreatine and creatine after supplementation using CEST MRI at high and ultrahigh magnetic fields.

Authors:  KowsalyaDevi Pavuluri; Jens T Rosenberg; Shannon Helsper; Shaowei Bo; Michael T McMahon
Journal:  J Magn Reson       Date:  2020-02-27       Impact factor: 2.229

Review 10.  Two decades of dendrimers as versatile MRI agents: a tale with and without metals.

Authors:  Michael T McMahon; Jeff W M Bulte
Journal:  Wiley Interdiscip Rev Nanomed Nanobiotechnol       Date:  2017-09-11
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