Structure and function of benzylsuccinate synthase and related fumarate-adding glycyl radical enzymes

J Heider, M Szaleniec, BM Martins, D Seyhan… - Journal of Molecular …, 2016 - karger.com
The pathway of anaerobic toluene degradation is initiated by a remarkable radical-type
enantiospecific addition of the chemically inert methyl group to the double bond of a …

Determinants for substrate recognition in the glycyl radical enzyme benzylsuccinate synthase revealed by targeted mutagenesis

I Salii, M Szaleniec, AA Zein, D Seyhan, A Sekuła… - Acs …, 2021 - ACS Publications
Anaerobic toluene degradation is initiated by adding toluene to fumarate via the glycyl
radical enzyme benzylsuccinate synthase (BSS). We developed a recombinant production …

Substrate-bound structures of benzylsuccinate synthase reveal how toluene is activated in anaerobic hydrocarbon degradation

MA Funk, ENG Marsh, CL Drennan - Journal of Biological Chemistry, 2015 - ASBMB
Various bacteria perform anaerobic degradation of small hydrocarbons as a source of
energy and cellular carbon. To activate non-reactive hydrocarbons such as toluene …

Catalytic mechanism of benzylsuccinate synthase, a theoretical study

F Himo - The Journal of Physical Chemistry B, 2002 - ACS Publications
Density functional theory calculations using the hybrid functional B3LYP have been
performed to study the catalytic mechanism of benzylsuccinate synthase. This enzyme …

Subunit structure of benzylsuccinate synthase

L Li, DP Patterson, CC Fox, B Lin, PW Coschigano… - Biochemistry, 2009 - ACS Publications
Benzylsuccinate synthase is a member of the glycyl radical family of enzymes. It catalyzes
the addition of toluene to fumarate to form benzylsuccinate as the first step in the anaerobic …

Biochemical and genetic characterization of benzylsuccinate synthase from Thauera aromatica: a new glycyl radical enzyme catalysing the first step in anaerobic …

B Leuthner, C Leutwein, H Schulz, P Hörth… - Molecular …, 1998 - Wiley Online Library
Toluene is anoxically degraded to CO2 by the denitrifying bacterium Thauera aromatica.
The initial reaction in this pathway is the addition of fumarate to the methyl group of toluene …

Structures of benzylsuccinate synthase elucidate roles of accessory subunits in glycyl radical enzyme activation and activity

MA Funk, ET Judd, ENG Marsh… - Proceedings of the …, 2014 - National Acad Sciences
Anaerobic degradation of the environmental pollutant toluene is initiated by the glycyl
radical enzyme benzylsuccinate synthase (BSS), which catalyzes the radical addition of …

Deuterium isotope effects in the unusual addition of toluene to fumarate catalyzed by benzylsuccinate synthase

L Li, ENG Marsh - Biochemistry, 2006 - ACS Publications
The first step in the anaerobic metabolism of toluene is a highly unusual reaction: the
addition of toluene across the double bond of fumarate to produce (R)-benzylsuccinate …

Modeling of the reaction mechanism of enzymatic radical C–C coupling by benzylsuccinate synthase

M Szaleniec, J Heider - International Journal of Molecular Sciences, 2016 - mdpi.com
Molecular modeling techniques and density functional theory calculations were performed to
study the mechanism of enzymatic radical C–C coupling catalyzed by benzylsuccinate …

Insights into the glycyl radical enzyme active site of benzylsuccinate synthase: a computational study

VS Bharadwaj, AM Dean… - Journal of the American …, 2013 - ACS Publications
The fumarate addition reaction, catalyzed by the enzyme benzylsuccinate synthase (BSS), is
considered to be one of the most intriguing and energetically challenging reactions in …