Initial steps in the degradation of benzene sulfonic acid, 4-toluene sulfonic acids, and orthanilic acid in Alcaligenes sp. strain O-1

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1990
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Thurnheer, Thomas
Zürrer, Daniel
Höglinger, Otmar
Leisinger, Thomas
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Biodegradation. 1990, 1(1), pp. 55-64. ISSN 0923-9820. eISSN 1572-9729. Available under: doi: 10.1007/BF00117051
Zusammenfassung

Alcaligenes sp. strain O-1 grew with benzene sulfonate (BS) as sole carbon source for growth with either NH4 + or NH4 + plus orthanilate (2-aminobenzene sulfonate, OS) as the source(s) of nitrogen. The intracellular desulfonative enzyme did not degrade 3- or 4-aminobenzene sulfonates in the medium, although the enzyme in cell extracts degraded these compounds. We deduce the presence of a selective permeability barrier to sulfonates and conclude that the first step in sulfonate metabolism is transport into the cell. Cell-free desulfonation of BS in standard reaction mixtures required 2 mol of O2 per mol. One mol of O2 was required for a catechol 2,3-dioxygenase. When meta ring cleavage was inhibited with 3-chlorocatechol in desalted extracts, about 1 mol each of O2 and of NAD(P)H per mol of BS were required for the reaction, and SO3 2- and catechol were recovered in high yield. Catechol was shown to be formed by dioxygenation in an experiment involving 18O2. 4-Toluene sulfonate was subject to NAD(P)H-dependent dioxygenation to yield SO3 2- and 4-methylcatechol, which was subject to meta cleavage. OS also required 2 mol of O2 per mol and NAD(P)H for degradation, and SO3 2- and NH4 + were recovered quantitatively. Inhibition of ring cleavage with 3-chrorocatechol reduced the oxygen requirement to 1 mol per mol of OS SO3 2- (1 mol) and an unidentified organic intermediate, but no NH4 +, were observed.

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Fachgebiet (DDC)
570 Biowissenschaften, Biologie
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catechol from benzene sulfonate, desulfonation and dioxygenation, dioxygenase and desulfonation, quantification of cell-free desulfonation
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ISO 690THURNHEER, Thomas, Daniel ZÜRRER, Otmar HÖGLINGER, Thomas LEISINGER, Alasdair M. COOK, 1990. Initial steps in the degradation of benzene sulfonic acid, 4-toluene sulfonic acids, and orthanilic acid in Alcaligenes sp. strain O-1. In: Biodegradation. 1990, 1(1), pp. 55-64. ISSN 0923-9820. eISSN 1572-9729. Available under: doi: 10.1007/BF00117051
BibTex
@article{Thurnheer1990Initi-7074,
  year={1990},
  doi={10.1007/BF00117051},
  title={Initial steps in the degradation of benzene sulfonic acid, 4-toluene sulfonic acids, and orthanilic acid in Alcaligenes sp. strain O-1},
  number={1},
  volume={1},
  issn={0923-9820},
  journal={Biodegradation},
  pages={55--64},
  author={Thurnheer, Thomas and Zürrer, Daniel and Höglinger, Otmar and Leisinger, Thomas and Cook, Alasdair M.}
}
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