Title:
SULFENYL COMPOUND, LABELING REAGENT, AND METHOD OF ANALYZING PEPTIDE
Document Type and Number:
WIPO Patent Application WO/2004/002950
Kind Code:
A1
Abstract:
A sulfenyl compound represented by the general formula R-S-X (1) (wherein R represents an organic group having at least one constituent element labeled with an isotope; and X represents a leaving group); a labeling reagent containing the compound; and a method of peptide analysis which comprises using the labeling reagent. Preferably, the organic group R comprises as constituent elements carbon, hydrogen, and nitrogen and optionally contains oxygen and/or phosphorus, and the isotope is a stable one selected from the group consisting of 2H, 13C, 15N, 17O, and 18O.
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Inventors:
KUYAMA HIROKI (JP)
ANDO EIJI (JP)
NISHIMURA OSAMU (JP)
ANDO EIJI (JP)
NISHIMURA OSAMU (JP)
Application Number:
PCT/JP2003/004308
Publication Date:
January 08, 2004
Filing Date:
April 03, 2003
Export Citation:
Assignee:
SHIMADZU CORP (JP)
KUYAMA HIROKI (JP)
ANDO EIJI (JP)
NISHIMURA OSAMU (JP)
KUYAMA HIROKI (JP)
ANDO EIJI (JP)
NISHIMURA OSAMU (JP)
International Classes:
C07C313/08; G01N33/68; (IPC1-7): C07C313/08; A61K38/00; C07B59/00; G01N27/62; G01N33/68
Domestic Patent References:
| WO2000011208A1 | 2000-03-02 |
Other References:
MIURA YUZO ET AL.: "Generation, isolation and characterization of N-(arylthio)-7-tert-butyl-and N-(arylthio)-2,7-di-tert-butyl-1-pyrenylaminyl radicals", JOURNAL OF ORGANIC CHEMISTRY, vol. 59, no. 12, 1994, pages 3294 - 3300, XP002972239
MIURA YUZO ET AL.: "ESR studies of nitrogen-centered free radicals. 40. Exceptionally persistent nitrogen-centered free radicals", JOURNAL OF ORGANIC CHEMISTRY, vol. 56, no. 23, 1991, pages 6638 - 6643, XP002972240
MIURA YUZO ET AL.: "ESR studies of nitrogen-centered free radicals. 28. Oxygen-17- and sulfur-33-hyperfine splittings for aromatic RCO(ArS)N. radicals", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 59, no. 10, 1986, pages 3291 - 3292, XP002972241
EFFENBERGER FRANZ ET AL.: "Synthesis and reactions of sulfenic trifluoromethanesulfonic anhydrides", CHEMISCHE BERICHTE, vol. 115, no. 12, 1982, pages 3719 - 3736, XP002109154
HARPP DAVID ET AL.: "Organic sulfur chemistry. 33. Chemistry of sulfenic sulfonic thioanhydrides", JOURNAL OF ORGANIC CHEMISTRY, vol. 44, no. 23, 1979, pages 4135 - 4140, XP002972242
SAITO HIROSHI ET AL.: "Matrix IR spectra and normal coordinate analysis for methanesulfenyl chloride and isotopic analogs", SPECTROCHIMICA ACTA, PART A: MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol. 51A, no. 14, 1995, pages 2447 - 2451, XP002972243
NOEL J.P. ET AL.: "Synthesis of 3-((2,6-14C)-2-pyridinyl-dithio)propanoic acid, a covalent coupling reagent", JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS, vol. 20, no. 11, 1983, pages 1243 - 1256, XP002972244
THE JAPANESE BIOCHEMICAL SOCIETY, 1991, TOKYO KAGAKU DOJIN, article "Tanpakushitsu IV kozo kino sokan", XP002972245
See also references of EP 1533296A4
MIURA YUZO ET AL.: "ESR studies of nitrogen-centered free radicals. 40. Exceptionally persistent nitrogen-centered free radicals", JOURNAL OF ORGANIC CHEMISTRY, vol. 56, no. 23, 1991, pages 6638 - 6643, XP002972240
MIURA YUZO ET AL.: "ESR studies of nitrogen-centered free radicals. 28. Oxygen-17- and sulfur-33-hyperfine splittings for aromatic RCO(ArS)N. radicals", BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, vol. 59, no. 10, 1986, pages 3291 - 3292, XP002972241
EFFENBERGER FRANZ ET AL.: "Synthesis and reactions of sulfenic trifluoromethanesulfonic anhydrides", CHEMISCHE BERICHTE, vol. 115, no. 12, 1982, pages 3719 - 3736, XP002109154
HARPP DAVID ET AL.: "Organic sulfur chemistry. 33. Chemistry of sulfenic sulfonic thioanhydrides", JOURNAL OF ORGANIC CHEMISTRY, vol. 44, no. 23, 1979, pages 4135 - 4140, XP002972242
SAITO HIROSHI ET AL.: "Matrix IR spectra and normal coordinate analysis for methanesulfenyl chloride and isotopic analogs", SPECTROCHIMICA ACTA, PART A: MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol. 51A, no. 14, 1995, pages 2447 - 2451, XP002972243
NOEL J.P. ET AL.: "Synthesis of 3-((2,6-14C)-2-pyridinyl-dithio)propanoic acid, a covalent coupling reagent", JOURNAL OF LABELLED COMPOUNDS AND RADIOPHARMACEUTICALS, vol. 20, no. 11, 1983, pages 1243 - 1256, XP002972244
THE JAPANESE BIOCHEMICAL SOCIETY, 1991, TOKYO KAGAKU DOJIN, article "Tanpakushitsu IV kozo kino sokan", XP002972245
See also references of EP 1533296A4
Attorney, Agent or Firm:
Okada, Masahiro (12th Shinko Bldg. 10F 1-6, Zaimoku-cho, Chuo-k, Osaka-shi Osaka, JP)
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