Diprotonation of taurine: 2-[dihydroxy(oxo)sulfanyliumyl]ethanaminium bis[hexafluoroarsenate(V)]

Bockmair, Valentin ; Klöck, Andreas ; Hollenwäger, Dirk und Kornath, Andreas J. (2024): Diprotonation of taurine: 2-[dihydroxy(oxo)sulfanyliumyl]ethanaminium bis[hexafluoroarsenate(V)]. In: Acta Crystallographica Section C Structural Chemistry, Bd. 80, Nr. 12: S. 781-786

Abstract

Taurine is part of the cysteine cycle and is one of the few naturally occuring organosulfur-based mol­ecules in the human body. As implied by modern studies, protonated taurine is of biological impact. The first attempts to isolate its protonated species in the binary superacidic system HF/SbF5 were performed by Hopfinger, resulting in the isolation of monoprotonated taurine. Since the chosen conditions seemed rather harsh, investigations in less acidic systems were performed at room tem­per­a­ture to explore the involved protonated species. Herein, we present the structure of 2-[dihy­droxy(oxo)sulfanylium­yl]ethanaminium bis[hexa­fluorido­arsenate(V)], [H2O3SC2H4NH3][AsF6]2, the diprotonated form of 2-amino­ethane­sulfonic acid (taurine). It was synthesized in the binary superacidic system HF/AsF5 and crystallizes as colourless needles. Diprotonated taurine was structurally characterized by single-crystal X-ray diffraction analysis, low-tem­per­a­ture vibrational spectroscopy and NMR spectroscopy.

• Dokumententyp: Zeitschriftenartikel
• Fakultät: Chemie und Pharmazie > Department Chemie
• Themengebiete: 500 Naturwissenschaften und Mathematik > 540 Chemie
• ISSN: 2053-2296
• Sprache: Englisch