Title:
TRIFLUOROBORATE MASS SPECTROMETRIC TAGS
Document Type and Number:
WIPO Patent Application WO/2014/160739
Kind Code:
A3
Abstract:
The invention provides compositions and methods for mass spectrometric (MS), organic synthesis, and applications of organo-trifluoroborate, for example, as mass tags for use in negative ion mode. When subject to MS fragmentation, organo-trifluoroborates preferentially undergo neutral losses of hydrogen fluoride (HF) or boron trifluoride (BF3) molecules, transferring the negative charge to the rest of the molecule. Such a fragmentation pattern is used to detect and quantitate analytes of interest after derivatization with organo-trifluoroborates.
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Inventors:
HUANG YUMEI (US)
Application Number:
PCT/US2014/031795
Publication Date:
December 04, 2014
Filing Date:
March 26, 2014
Export Citation:
Assignee:
CELLMOSAIC INC (US)
International Classes:
B01D59/44; G01N30/04; G01N30/72; C02F5/02
Foreign References:
| US20090082403A1 | 2009-03-26 | |||
| US20100056788A1 | 2010-03-04 | |||
| US20080242859A1 | 2008-10-02 |
Other References:
PETRILLO DANIEL E. ET AL.: "Accurate Mass Determination of Organotrifluoroborates.", J AM SOC MASS SPECTROM, vol. 18, 2007, pages 404 - 405, XP005895737, DOI: doi:10.1016/j.jasms.2006.10.013
MOLANDER GARY A. ET AL.: "Preparation of Potassium Alkoxymethyltrifluoroborates and Their Cross-Coupling with Aryl Chlorides.", ORGANIC LETTERS, vol. 10, no. 11, 2008, pages 2135 - 2138
REITER MAUD ET AL.: "The organocatalytic three-step total synthesis of (+)-frondosin B.", CHEM. SCI., vol. 1, 2010, pages 37 - 42
LINDH JONAS ET AL.: "Synthesis of Styrenes by Palladium (II)-Catalyzed Vinylation of Arylboronic Acids and Aryltrifluoroborates by Using Vinyl Acetate.", CHEM. EUR. J., vol. 15, 2009, pages 4630 - 4636
MOLANDER GARY A. ET AL.: "Sunthesis of Functionalized Organotrifluoroborates via Halomethyltrifluoroborates.", ORGANIC LETTERS, vol. 8, no. 10, 2006, pages 2031 - 2034, XP003019986, DOI: doi:10.1021/ol060375a
MOLANDER GARY A. ET AL.: "Orthogonal Reactivity in Boryl-Substituted Organotrifluoroborates.", J. AM CHEM. SOC., vol. 130, 2008, pages 15792 - 15793
SREEDHAR B. ET AL.: "Nanocrystalline Titania-Supported Palladium (0) Nanoparticles for Suzuki-Miyaura Cross-Coupling of Aryl and Heteroaryl Halides.", ADV. SYNTH. CATAL., vol. 353, 2011, pages 2823 - 2836
MOLANDER GARY A. ET AL.: "Preparation of Potassium Alkoxymethyltrifluoroborates and Their Cross-Coupling with Aryl Chlorides.", ORGANIC LETTERS, vol. 10, no. 11, 2008, pages 2135 - 2138
REITER MAUD ET AL.: "The organocatalytic three-step total synthesis of (+)-frondosin B.", CHEM. SCI., vol. 1, 2010, pages 37 - 42
LINDH JONAS ET AL.: "Synthesis of Styrenes by Palladium (II)-Catalyzed Vinylation of Arylboronic Acids and Aryltrifluoroborates by Using Vinyl Acetate.", CHEM. EUR. J., vol. 15, 2009, pages 4630 - 4636
MOLANDER GARY A. ET AL.: "Sunthesis of Functionalized Organotrifluoroborates via Halomethyltrifluoroborates.", ORGANIC LETTERS, vol. 8, no. 10, 2006, pages 2031 - 2034, XP003019986, DOI: doi:10.1021/ol060375a
MOLANDER GARY A. ET AL.: "Orthogonal Reactivity in Boryl-Substituted Organotrifluoroborates.", J. AM CHEM. SOC., vol. 130, 2008, pages 15792 - 15793
SREEDHAR B. ET AL.: "Nanocrystalline Titania-Supported Palladium (0) Nanoparticles for Suzuki-Miyaura Cross-Coupling of Aryl and Heteroaryl Halides.", ADV. SYNTH. CATAL., vol. 353, 2011, pages 2823 - 2836
Attorney, Agent or Firm:
ZHANG, Yin, Philip (2000 Commonwealth AveSuite 40, Newton MA, US)
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