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Volumn 33, Issue 20, 2003, Pages 3503-3511

Tris(2-Carboxyethyl)phosphine (TCEP) for the reduction of sulfoxides, sulfonylchlorides, N-oxides, and azides

Author keywords

[No Author keywords available]

Indexed keywords

AZIDE; CHLORINE DERIVATIVE; DISULFIDE; FUNCTIONAL GROUP; HYPOCHLORITE; HYPOCHLOROUS ACID; IODATE; IODINE; OXIDE; PHOSPHINE DERIVATIVE; SULFIDE; SULFONYL CHLORIDE; SULFOXIDE; TRIS(2 CARBOXYETHYL)PHOSPHINE; UNCLASSIFIED DRUG;

EID: 0141531046     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-120024730     Document Type: Article
Times cited : (26)

References (19)
  • 1
    • 0014675923 scopus 로고
    • Reduction of biological substances by water-soluble phosphines: Gamma-globuline (IgG)
    • Levison, M.E.; Josephson, A.S.; Kirschenbaum, D.M. Reduction of biological substances by water-soluble phosphines: gamma-globuline (IgG). Experientia 1969, 25 (2), 126-127.
    • (1969) Experientia , vol.25 , Issue.2 , pp. 126-127
    • Levison, M.E.1    Josephson, A.S.2    Kirschenbaum, D.M.3
  • 2
    • 0001153517 scopus 로고
    • Selective reduction of disulfides by tris(2-carboxyethyl)phosphines
    • Burns, J.A.; Butler, J.C.; Moran, J.; Whitesides, G.M. Selective reduction of disulfides by tris(2-carboxyethyl)phosphines. J. Org. Chem. 1991, 56 (8) 2648-2650.
    • (1991) J. Org. Chem. , vol.56 , Issue.8 , pp. 2648-2650
    • Burns, J.A.1    Butler, J.C.2    Moran, J.3    Whitesides, G.M.4
  • 3
    • 0033567060 scopus 로고    scopus 로고
    • A comparison between the sulfhydryl reductants tris(2-carboxyethyl)phosphine and dithiothreitol for use in protein biochemistry
    • Getz, E.B., Xiao, M.; Chakrabarty, T.; Cooke, R.; Selvin, P.R. A comparison between the sulfhydryl reductants tris(2-carboxyethyl)phosphine and dithiothreitol for use in protein biochemistry. Anal. Biochem. 1999, 273 (1) 73-80.
    • (1999) Anal. Biochem. , vol.273 , Issue.1 , pp. 73-80
    • Getz, E.B.1    Xiao, M.2    Chakrabarty, T.3    Cooke, R.4    Selvin, P.R.5
  • 4
    • 0034424902 scopus 로고    scopus 로고
    • Determination of total glutathione in cell lysates by high performance liquid chromatography with O-phthalaldehyde precolumn derivatization in the presence of tris(2-carboxyethyl)phosphine
    • For example: (a) Sack, R.; Willi, A.; Hunziker, P.E. Determination of total glutathione in cell lysates by high performance liquid chromatography with O-phthalaldehyde precolumn derivatization in the presence of tris(2-carboxyethyl)phosphine. J. Liq. Chromatogr. Relat. Technol. 2000, 23 (19), 2947-2962;
    • (2000) J. Liq. Chromatogr. Relat. Technol. , vol.23 , Issue.19 , pp. 2947-2962
    • Sack, R.1    Willi, A.2    Hunziker, P.E.3
  • 5
    • 0141629570 scopus 로고    scopus 로고
    • Spectrophotometric assay for hypochlorite/hypochlorous acid using tris(2-carboxyethyl) phosphine
    • (b) Han, J.; Chu, T.-C.; Han, G.; Browne, J.; Brown, I.; Han, P.; Spectrophotometric assay for hypochlorite/hypochlorous acid using tris(2-carboxyethyl) phosphine. Microchem. J. 1998, 58 (2), 218-224;
    • (1998) Microchem. J. , vol.58 , Issue.2 , pp. 218-224
    • Han, J.1    Chu, T.-C.2    Han, G.3    Browne, J.4    Brown, I.5    Han, P.6
  • 6
    • 0030298126 scopus 로고    scopus 로고
    • Use of tris(2-carboxyethyl)phosphine for Quantitation of Iodine and Iodate
    • (c) Han, J.; Payne, V.; Yen, S.; Han, G.; Han, P. Use of tris(2-carboxyethyl)phosphine for Quantitation of Iodine and Iodate. Anal. Biochem. 1996, 242 (1), 150-152.
    • (1996) Anal. Biochem. , vol.242 , Issue.1 , pp. 150-152
    • Han, J.1    Payne, V.2    Yen, S.3    Han, G.4    Han, P.5
  • 7
    • 0000104645 scopus 로고
    • Reduction of sulfoxides. A review
    • and references cited therein
    • Drabowicz, J.; Togo, H.; Mikolajczyk, M.; Oae, S. Reduction of sulfoxides. A review. Org. Prep. Proc. Int. 1984, 16 (3-4), 171-198, and references cited therein.
    • (1984) Org. Prep. Proc. Int. , vol.16 , Issue.3-4 , pp. 171-198
    • Drabowicz, J.1    Togo, H.2    Mikolajczyk, M.3    Oae, S.4
  • 8
    • 0001071649 scopus 로고
    • Reduction of sulfoxides to thioethers
    • and references cited therein
    • Madesclaire, M. Reduction of sulfoxides to thioethers. Tetrahedron 1988, 44 (21), 6537-6580, and references cited therein.
    • (1988) Tetrahedron , vol.44 , Issue.21 , pp. 6537-6580
    • Madesclaire, M.1
  • 10
    • 84990669305 scopus 로고
    • Synthetic methods and reactions. 54. Deoxygenation of sulfoxides and azoxides with tris(dimethylamino)phosphine/iodine/sodium iodide reagent
    • Olah, G.A.; Gupta, B.G.B.; Narang, S.C. Synthetic methods and reactions. 54. Deoxygenation of sulfoxides and azoxides with tris(dimethylamino)phosphine/iodine/sodium iodide reagent. Synthesis 1978, 137-138.
    • (1978) Synthesis , pp. 137-138
    • Olah, G.A.1    Gupta, B.G.B.2    Narang, S.C.3
  • 11
    • 84990669305 scopus 로고
    • Synthetic methods and reactions. 45. Deoxygenation of sulfoxides with triphenylphosphine/iodine/sodium iodide reagent
    • Olah, G.A.; Gupta, B.G.B.; Narang, S.C. Synthetic methods and reactions. 45. Deoxygenation of sulfoxides with triphenylphosphine/iodine/sodium iodide reagent. Synthesis 1978, 137-138.
    • (1978) Synthesis , pp. 137-138
    • Olah, G.A.1    Gupta, B.G.B.2    Narang, S.C.3
  • 12
    • 0001417669 scopus 로고
    • Iodine catalyzed reduction of arenesulfonic acid to the arenethiol with triphenylphosphine
    • (a) Fujimori, K.; Togo, H; Oae, S. Iodine catalyzed reduction of arenesulfonic acid to the arenethiol with triphenylphosphine. Tet. Lett. 1980, 21, 4921-4924;
    • (1980) Tet. Lett. , vol.21 , pp. 4921-4924
    • Fujimori, K.1    Togo, H.2    Oae, S.3
  • 13
    • 84952510634 scopus 로고
    • Biomimetic reduction of sulfuric acid
    • (b) Oae, S.; Togo, H. Biomimetic reduction of sulfuric acid. Chem. Letters 1981, 1387-1390;
    • (1981) Chem. Letters , pp. 1387-1390
    • Oae, S.1    Togo, H.2
  • 14
    • 0000699366 scopus 로고
    • Reduction of sulfonic acids and related organosulfur compounds with triphenylphosphine-iodine system
    • (c) Oae, S.; Togo, H. Reduction of sulfonic acids and related organosulfur compounds with triphenylphosphine-iodine system. Bull. Chem. Soc. Jpn. 1983, 56 (12), 3802-3812.
    • (1983) Bull. Chem. Soc. Jpn. , vol.56 , Issue.12 , pp. 3802-3812
    • Oae, S.1    Togo, H.2
  • 15
    • 0000092230 scopus 로고
    • Selective reduction of the N-O bond in N-Oxides and in nitrones by sodium hydrogene telluride
    • Barton, D.H.; Fekih, A.; Lusinchi, X. Selective reduction of the N-O bond in N-Oxides and in nitrones by sodium hydrogene telluride. Tet. Lett. 1985, 26 (38), 4603-4606.
    • (1985) Tet. Lett. , vol.26 , Issue.38 , pp. 4603-4606
    • Barton, D.H.1    Fekih, A.2    Lusinchi, X.3
  • 17
    • 0034679498 scopus 로고    scopus 로고
    • Novel reactions initiated by titanocene methylidenes: Deoxygenation of sulfoxides, N-oxides, and selenoxides
    • Nicolaou, K.C.; Koumbis, A.E.; Snyder, S.A.; Simonsen, K.B. Novel reactions initiated by titanocene methylidenes: deoxygenation of sulfoxides, N-oxides, and selenoxides. Angew. Chem. Int. Ed. 2000, 39 (14), 2529-2533.
    • (2000) Angew. Chem. Int. Ed. , vol.39 , Issue.14 , pp. 2529-2533
    • Nicolaou, K.C.1    Koumbis, A.E.2    Snyder, S.A.3    Simonsen, K.B.4
  • 18
    • 0343177218 scopus 로고
    • New organic compounds of phosphorus. III. Phosphinemethylene derivatives and phosphinimines
    • Staudinger, H.; Meyer, J.; New organic compounds of phosphorus. III. Phosphinemethylene derivatives and phosphinimines. Helvetica Chim. Acta 1919, 2, 635-646.
    • (1919) Helvetica Chim. Acta , vol.2 , pp. 635-646
    • Staudinger, H.1    Meyer, J.2
  • 19
    • 0001073140 scopus 로고
    • Reduction of azides by triphenylphosphine in the presence of water: A general and chemoselective access to primary amines
    • Knouzi, N.; Vaultier, M.; Carrie, R. Reduction of azides by triphenylphosphine in the presence of water: a general and chemoselective access to primary amines. Bull. Chem. Soc. Fr. 1985, (5), 815-819.
    • (1985) Bull. Chem. Soc. Fr. , Issue.5 , pp. 815-819
    • Knouzi, N.1    Vaultier, M.2    Carrie, R.3


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.