Method for the preparation of sulfo-N-hydroxy succinimade salts

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

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564199, 562594, 548544, 549262, C07D20746, C07D20712, C07D30760, C07C23331

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059426284

ABSTRACT:
The salt of a sulfonated succinic acid is cyclized, then converted to novel sulfonated hydroxamic acids by reaction with hydroxylamine (which is added or formed in situ), and the novel hydroxamic acid is then cyclized to the sulfo-N-hydroxysuccinimide salt. This synthetic procedure is simple, direct, and more rapid than present procedures for synthesis of the succinimide. Novel sulfo-hydroxamic acid intermediates are formed during this procedure.

REFERENCES:
patent: 4540778 (1985-09-01), Tessler et al.
patent: 4794189 (1988-12-01), Leone-Bay et al.
patent: 5087705 (1992-02-01), Okada et al.
patent: 5493031 (1996-02-01), Govindan
patent: 5536643 (1996-07-01), Mock
Chemical Abstracts, Columbus, Ohio, US, vol. 50, No. 3, (Feb. 10, 1956).
Anjaneyulu, P.S., et al., "Reactions of N-hydroxysulfosuccinimide active esters", Chemical Abstracts, Columbus, Ohio, US, vol. 108, No. 25, (Jun. 1998).
Fiesor & Fiesor Organic Chemistry, Listing of Chemical Compounds, 10 pages, "Aldrich Chemical Supply Handbook", 3 pages.
"EZ-Link Biotinylation Reagents Reactive Toward Amines", Biotinylating Reagents, Pierce 1997 Product Catalog, 22 pages, (1997).
Akiyama, M., "Synthesis of N-Hydroxymaleimide and N-Hydroxyitaconimide and their Related Derivatives", J.C.S. Perkin I., pp. 2122-2125, (Oct. 22, 1979).
Akiyama, M., et al., "A New Approach to the Polymer Reagent for Peptide Synthesis: Preparation of N-Hydroxysuccinimide Ester Polymers Via Polymerizable Active Esters", Tetrahedron Letters, No. 13, pp. 1015-1018, (1976).
Hess, R., et al., "Covalent Immunochemical membrane Labeling of Viable Cells with K698-T708, a Simian Virus 40 Tumor Antigen-Derived Peptide", Peptide Research, vol. 7, No. 3, pp. 146-152, (1994).
Kung, C.E., et al., "Interactions Between Sufactand Alkyl Sulfo-N-Succinimidyl Esters and Collagen Fibrils", JALCA, vol. 88, pp. 12-24, (1993).
Michich, T.J., et al., "Soap-Based Detergent Formulations. XVI. Surface Active Sulfosuccinimides", Journal of The American Oil Chemists' Society, vol. 52, pp. 451-454, (Nov. 1975).
Mikolajczyk, M., et al., "Recent Developments in the Carbodiimide Chemistry", Tetrahedron Report R101, vol. 37, pp.233-284, (1981).
Narita, M., et al., "The Dehydration of N-Benzyloxy and N-Hydroxymaleamic Acid and the Isomerization of N-Benzyloxyisomaleimide", Bulletin of the Chemical Society of Japan, vol. 44, pp. 437-441, (1971).
Staros, J.V., "Membrane-Imperameant Cross-Linking Reagents: Probes of the Structure and Dynamics of Membrane Proteins", Accounts of Chemical Research, vol. 21 No. 12, pp. 435-441, (Dec. 1988).
Staros, J.V., "N-Hydroxysulfosuccinimide Active Esters: Bis(N-hydroxysulfosuccinimide) Esters of Two Dicarboxylic Acids Are Hydrophilic, Membrane-Impermeant, Protein Cross-Linkers", Biochemistry, vol. 21, pp. 3950-3955, (1982).
Wang, S.S., et al., "Enhancement of Peptide Coupling Reactions by 4-dimethylaminopyridine", Int. J. Peptide Protein Res., vol. 18, pp. 459-467, (1981).

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