Title:
HYPERPOLARISING SUBSTRATES THROUGH RELAYED TRANSFER VIA SYSTEMS CONTAINING EXCHANGEABLE PROTONS
Document Type and Number:
WIPO Patent Application WO/2019/020989
Kind Code:
A3
Abstract:
There is described a method for the preparation of a hyperpolarised target molecule, wherein said molecule comprises at least one -OH, - NH or -SH moiety, via proton exchange from a polarisable molecule, said method comprising the steps of: • (i) preparing a fluid containing a transfer catalyst; parahydrogen; and a polarisable molecule containing at least one exchangeable proton, such as, an -OH, - NH or -SH moiety; • (ii) applying a magnetic field or radio frequency excitation such that hyperpolarisation is transferred via SABRE from parahydrogen to the polarisable molecule when bound to the magnetisation transfer catalyst; • (iii) separately or simultaneously introducing a target molecule, wherein said target molecule contains at least one -OH, -NH or - SH exchangeable proton, enabling hyperpolarisation transfer via proton exchange with the polarisable molecule.
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Inventors:
IALI WISSAM (GB)
RAYNER PETER (GB)
DUCKETT SIMON (GB)
RAYNER PETER (GB)
DUCKETT SIMON (GB)
Application Number:
PCT/GB2018/052080
Publication Date:
March 07, 2019
Filing Date:
July 24, 2018
Export Citation:
Assignee:
UNIV YORK (GB)
International Classes:
G01R33/28; A61K49/10; C07F15/00; G01R33/56
Other References:
KARLOS X. MORENO ET AL: "Nuclear spin hyperpolarization of the solvent using signal amplification by reversible exchange (SABRE)", JOURNAL OF MAGNETIC RESONANCE., vol. 257, 1 August 2015 (2015-08-01), US, pages 15 - 23, XP055528424, ISSN: 1090-7807, DOI: 10.1016/j.jmr.2015.04.013
WISSAM IALI ET AL: "Achieving High Levels of NMR-Hyperpolarization in Aqueous Media With Minimal Catalyst Contamination Using SABRE", CHEMISTRY - A EUROPEAN JOURNAL, vol. 23, no. 44, 19 July 2017 (2017-07-19), DE, pages 10491 - 10495, XP055487138, ISSN: 0947-6539, DOI: 10.1002/chem.201702716
WALDEMAR. ADAM ET AL: "Hydrogen bonding in pyridine", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 90, no. 6, 1 March 1968 (1968-03-01), pages 1509 - 1516, XP055540319, ISSN: 0002-7863, DOI: 10.1021/ja01008a019
RYAN E. MEWIS ET AL: "Deactivation of signal amplification by reversible exchange catalysis, progress towards in vivo application", CHEMICAL COMMUNICATIONS, vol. 51, no. 48, 13 May 2015 (2015-05-13), pages 9857 - 9859, XP055541817, ISSN: 1359-7345, DOI: 10.1039/C5CC01896J
WISSAM IALI ET AL: "Direct and indirect hyperpolarisation of amines using para hydrogen", CHEMICAL SCIENCE, vol. 9, no. 15, 9 March 2018 (2018-03-09), United Kingdom, pages 3677 - 3684, XP055539052, ISSN: 2041-6520, DOI: 10.1039/C8SC00526E
WISSAM IALI ET AL: "Using para hydrogen to hyperpolarize amines, amides, carboxylic acids, alcohols, phosphates, and carbonates", SCIENCE, vol. 4, no. 1, 5 January 2018 (2018-01-05), US, pages eaao6250, XP055516947, ISSN: 0036-8075, DOI: 10.1126/sciadv.aao6250
WISSAM IALI ET AL: "Achieving High Levels of NMR-Hyperpolarization in Aqueous Media With Minimal Catalyst Contamination Using SABRE", CHEMISTRY - A EUROPEAN JOURNAL, vol. 23, no. 44, 19 July 2017 (2017-07-19), DE, pages 10491 - 10495, XP055487138, ISSN: 0947-6539, DOI: 10.1002/chem.201702716
WALDEMAR. ADAM ET AL: "Hydrogen bonding in pyridine", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 90, no. 6, 1 March 1968 (1968-03-01), pages 1509 - 1516, XP055540319, ISSN: 0002-7863, DOI: 10.1021/ja01008a019
RYAN E. MEWIS ET AL: "Deactivation of signal amplification by reversible exchange catalysis, progress towards in vivo application", CHEMICAL COMMUNICATIONS, vol. 51, no. 48, 13 May 2015 (2015-05-13), pages 9857 - 9859, XP055541817, ISSN: 1359-7345, DOI: 10.1039/C5CC01896J
WISSAM IALI ET AL: "Direct and indirect hyperpolarisation of amines using para hydrogen", CHEMICAL SCIENCE, vol. 9, no. 15, 9 March 2018 (2018-03-09), United Kingdom, pages 3677 - 3684, XP055539052, ISSN: 2041-6520, DOI: 10.1039/C8SC00526E
WISSAM IALI ET AL: "Using para hydrogen to hyperpolarize amines, amides, carboxylic acids, alcohols, phosphates, and carbonates", SCIENCE, vol. 4, no. 1, 5 January 2018 (2018-01-05), US, pages eaao6250, XP055516947, ISSN: 0036-8075, DOI: 10.1126/sciadv.aao6250
Attorney, Agent or Firm:
GILHOLM, Stephen Philip (GB)
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