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NATURE CHEMICAL BIOLOGY | ADVANCE ONLINE PUBLICATION | www.nature.com/naturechemicalbiology 1
ARTICLE
PUBLISHED ONLINE: 20 MARCH 2017 | DOI: 10.1038/NCHEMBIO.2335
H
ydrogenases catalyze the simplest of chemical reactions—
the reversible conversion of protons and electrons to hydro-
gen. These metalloenzymes have attracted immense interest
because they are extremely active catalysts for these reactions and
can be applied in fuel cells, electrocatalytic or photocatalytic devices
and serve as models for synthetic catalysts
1–4
. Of particular interest
are systems aiming at artificial photosynthesis for solar-based H
2
production from water splitting, forming the basis for a carbon-free,
hydrogen-fueled economy
5,6
. In terms of enzyme-based systems,
[FeFe] hydrogenases are an obvious choice for this application, as
they have the highest H
2
production activities
7,8
, but these enzymes
are irreversibly inactivated by even trace amounts of O
2
, which limits
their use in H
2
evolution devices. In contrast, [NiFe] hydrogenases
can be reductively reactivated after exposure to O
2
, but the standard
enzymes form inactive Ni(III) species (Ni-A and Ni-B), of which
Ni-A reactivates only very slowly
9
. A group of [NiFe] hydroge-
nases are O
2
tolerant
10
, producing only the rapidly reactivated Ni-B
species upon contact with O
2
, but these enzymes are not suited
for H
2
production owing to a very strong bias toward H
2
oxidation
and pronounced H
2
inhibition of H
+
reduction
3
.
The subfamily of [NiFeSe] hydrogenases
11
, which have a seleno-
cysteine as a direct ligand to the active site Ni (Fig. 1a,b), are the
enzymes that display the most interesting properties for H
2
evolu-
tion applications
12
. They have a fast rate and catalytic bias toward
H
2
production, in contrast to standard [NiFe] hydrogenases
13–15
, and
show much less product inhibition by H
2
(refs. 15–17). In addition,
they do not form the inactive Ni(III) species characteristic of [NiFe]
hydrogenases and are reactivated quickly at low potentials
16,18–21
,
being capable of H
2
production in the presence of small amounts
of O
2
(refs. 15,16). These properties have been exploited in biocata-
lytic applications of [NiFeSe] hydrogenases for photo- and electro-
chemical H
2
production
14,17,22–26
and also for electrochemical ATP
synthesis
27
. Furthermore, the superiority of [NiFeSe] hydrogenases
has also been revealed in vivo, as these enzymes are preferentially
expressed when selenium is available
28,29
. For example, in D. vulgaris
Hildenborough the [FeFe] and [NiFe] hydrogenases are down-
regulated in the presence of selenium, indicating a physiological
preference for the [NiFeSe] hydrogenase
29
.
However, the incorporation of selenocysteine requires a com-
plex dedicated machinery and has a very high energetic cost. Given
also that sulfur is a much more abundant element than selenium,
there must a strong biological advantage for using selenocysteine
over cysteine
30,31
. Selenoproteins are mostly oxidoreductases in
which selenocysteine is involved in the catalytic reaction. Despite
numerous studies, there is still no consensus about why seleno-
cysteine is used in selenoenzymes. The most studied group is that
involved in thiol-disulfide exchange reactions, and possible factors
discussed include selenocysteine’s lower pK
a
compared to cysteine,
its increased nucleophilicity, increased electrophilicity, higher
polarizability and hypervalency, better leaving group ability or a
combination of all these, as selenocysteine performs multiple roles
during the catalytic cycle
31,32
. However, several cysteine homologs
of selenocysteine-containing enzymes can catalyze their enzymatic
reactions with high catalytic efficiency, raising questions about the
real necessity for selenium
32,33
. Another important argument for the
superiority of selenocysteine is its ability to resist irreversible oxi-
dative inactivation
31,33,34
. In fact, although selenium is more easily
oxidized than sulfur, the resulting selenium oxides are much more
electrophilic and unstable than their sulfur analogs and therefore
easier to reduce back to the parent state. Thus, oxidation of the sele-
nocysteine residue to the corresponding selenenic or seleninic acids
is readily reversible, whereas reduction of a sulfenic acid is more dif-
ficult, and that of a sulfinic acid virtually impossible
34,35
. This prop-
erty apparently enables selenoenzymes to better resist irreversible
oxidative inactivation compared to their cysteine counterparts
34
.
Here we report the first recombinant expression system for
a [NiFeSe] hydrogenase allowing the production of engineered
forms of the enzyme. We generated a protein variant in which the
selenocysteine residue was replaced by cysteine, converting the
[NiFeSe] enzyme into a [NiFe] hydrogenase and thus enabling us to
1
Instituto de Tecnologia Química e Biológica António Xavier, Universidade Nova de Lisboa, Oeiras, Portugal.
2
Instituto de Catálisis y Petroleoquímica
(CSIC), Madrid, Spain.
3
Biochemistry Department, University of Missouri, Columbia, Missouri, USA.
4
Ecosystems and Networks Integrated with Genes and
Molecular Assemblies (ENIGMA), Berkeley, California, USA.
5
Instituto de Biologia Experimental e Tecnológica (iBET), Oeiras, Portugal.
6
Present address:
Biology Department, William Woods University, Fulton, Missouri, USA. *e-mail: ipereira@itqb.unl.pt or matias@itqb.unl.pt
The direct role of selenocysteine in [NiFeSe]
hydrogenase maturation and catalysis
Marta C Marques
1
, Cristina Tapia
2
, Oscar Gutiérrez-Sanz
2
, Ana Raquel Ramos
1
, Kimberly L Keller
3,4,6
,
Judy D Wall
3,4
, Antonio L De Lacey
2
, Pedro M Matias
1,5
* & Inês A C Pereira
1
*
Hydrogenases are highly active enzymes for hydrogen production and oxidation. [NiFeSe] hydrogenases, in which seleno-
cysteine is a ligand to the active site Ni, have high catalytic activity and a bias for H
2
production. In contrast to [NiFe] hydroge-
nases, they display reduced H
2
inhibition and are rapidly reactivated after contact with oxygen. Here we report an expression
system for production of recombinant [NiFeSe] hydrogenase from Desulfovibrio vulgaris Hildenborough and study of a seleno-
cysteine-to-cysteine variant (Sec489Cys) in which, for the first time, a [NiFeSe] hydrogenase was converted to a [NiFe] type.
This modification led to severely reduced Ni incorporation, revealing the direct involvement of this residue in the maturation
process. The Ni-depleted protein could be partly reconstituted to generate an enzyme showing much lower activity and inactive
states characteristic of [NiFe] hydrogenases. The Ni-Sec489Cys variant shows that selenium has a crucial role in protection
against oxidative damage and the high catalytic activities of the [NiFeSe] hydrogenases.