Toward synthesis of the isosteric sulfonate analogues of the at-iii binding domain of heparin

Mihály Herczeg, László Lázár, A. Borbás, A. Lipták, S. Antus

Research output: Contribution to journal › Article

20 Citations (Scopus)

Abstract

D-Glucuronate and L-iduronate containing disaccharides related to the antithrombin-binding pentasaccharide of heparin, in which one of the sulfate esters is systematically replaced by a sodium sulfonatomethyl moiety, were synthesized. The sulfonic acid group was introduced by stereoselective radical addition onto the exomethylene moiety of the appropriate glycoside derivatives, and the resulting sulfonatomethyl glucosides were used as acceptors.

Original languageEnglish
Pages (from-to)2619-2622
Number of pages4
JournalOrganic Letters
Volume11
Issue number12
DOIs
Publication statusPublished - Jun 18 2009

Fingerprint

Iduronic Acid
heparins
Glucuronic Acid
glucosides
Sulfonic Acids
Antithrombins
Disaccharides
Glucosides
Glycosides
sulfonates
Sulfates
Heparin
Esters
Sodium
analogs
Derivatives
sulfonic acid
synthesis
esters
sulfates

ASJC Scopus subject areas

  • Organic Chemistry
  • Physical and Theoretical Chemistry
  • Biochemistry

Cite this

Toward synthesis of the isosteric sulfonate analogues of the at-iii binding domain of heparin. / Herczeg, Mihály; Lázár, László; Borbás, A.; Lipták, A.; Antus, S.

In: Organic Letters, Vol. 11, No. 12, 18.06.2009, p. 2619-2622.

Research output: Contribution to journal › Article

Herczeg, M, Lázár, L, Borbás, A, Lipták, A & Antus, S 2009, 'Toward synthesis of the isosteric sulfonate analogues of the at-iii binding domain of heparin', Organic Letters, vol. 11, no. 12, pp. 2619-2622. https://doi.org/10.1021/ol900952d
Herczeg M, Lázár L, Borbás A, Lipták A, Antus S. Toward synthesis of the isosteric sulfonate analogues of the at-iii binding domain of heparin. Organic Letters. 2009 Jun 18;11(12):2619-2622. https://doi.org/10.1021/ol900952d
Herczeg, Mihály ; Lázár, László ; Borbás, A. ; Lipták, A. ; Antus, S. / Toward synthesis of the isosteric sulfonate analogues of the at-iii binding domain of heparin. In: Organic Letters. 2009 ; Vol. 11, No. 12. pp. 2619-2622.
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