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PDBsum entry 2ps8
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Contents |
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* Residue conservation analysis
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Enzyme class:
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E.C.4.2.3.6
- trichodiene synthase.
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Pathway:
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Bisabolene derived sesquiterpenoid biosynthesis
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Reaction:
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(2E,6E)-farnesyl diphosphate = trichodiene + diphosphate
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(2E,6E)-farnesyl diphosphate
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=
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trichodiene
Bound ligand (Het Group name = )
corresponds exactly
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+
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diphosphate
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Molecule diagrams generated from .mol files obtained from the
KEGG ftp site
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Arch Biochem Biophys
469:184-194
(2008)
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PubMed id:
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Structural and mechanistic analysis of trichodiene synthase using site-directed mutagenesis: probing the catalytic function of tyrosine-295 and the asparagine-225/serine-229/glutamate-233-Mg2+B motif.
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L.S.Vedula,
J.Jiang,
T.Zakharian,
D.E.Cane,
D.W.Christianson.
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ABSTRACT
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Trichodiene synthase from Fusarium sporotrichioides contains two metal
ion-binding motifs required for the cyclization of farnesyl diphosphate: the
"aspartate-rich" motif D(100)DXX(D/E) that coordinates to Mg2+A and Mg2+C, and
the "NSE/DTE" motif N(225)DXXSXXXE that chelates Mg2+B (boldface indicates metal
ion ligands). Here, we report steady-state kinetic parameters, product array
analyses, and X-ray crystal structures of trichodiene synthase mutants in which
the fungal NSE motif is progressively converted into a plant-like DDXXTXXXE
motif, resulting in a degradation in both steady-state kinetic parameters and
product specificity. Each catalytically active mutant generates a different
distribution of sesquiterpene products, and three newly detected sesquiterpenes
are identified. In addition, the kinetic and structural properties of the Y295F
mutant of trichodiene synthase were found to be similar to those of the
wild-type enzyme, thereby ruling out a proposed role for Y295 in catalysis.
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Literature references that cite this PDB file's key reference
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PubMed id
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Reference
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B.Engels,
U.Heinig,
T.Grothe,
M.Stadler,
and
S.Jennewein
(2011).
Cloning and Characterization of an Armillaria gallica cDNA Encoding Protoilludene Synthase, Which Catalyzes the First Committed Step in the Synthesis of Antimicrobial Melleolides.
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J Biol Chem,
286,
6871-6878.
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F.Lopez-Gallego,
S.A.Agger,
D.Abate-Pella,
M.D.Distefano,
and
C.Schmidt-Dannert
(2010).
Sesquiterpene synthases Cop4 and Cop6 from Coprinus cinereus: catalytic promiscuity and cyclization of farnesyl pyrophosphate geometric isomers.
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Chembiochem,
11,
1093-1106.
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M.Fujisawa,
H.Harada,
H.Kenmoku,
S.Mizutani,
and
N.Misawa
(2010).
Cloning and characterization of a novel gene that encodes (S)-beta-bisabolene synthase from ginger, Zingiber officinale.
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Planta,
232,
121-130.
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K.Zhou,
and
R.J.Peters
(2009).
Investigating the conservation pattern of a putative second terpene synthase divalent metal binding motif in plants.
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Phytochemistry,
70,
366-369.
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S.Agger,
F.Lopez-Gallego,
and
C.Schmidt-Dannert
(2009).
Diversity of sesquiterpene synthases in the basidiomycete Coprinus cinereus.
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Mol Microbiol,
72,
1181-1195.
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Y.J.Hong,
and
D.J.Tantillo
(2009).
Modes of inactivation of trichodiene synthase by a cyclopropane-containing farnesyldiphosphate analog.
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Org Biomol Chem,
7,
4101-4109.
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D.W.Christianson
(2008).
Unearthing the roots of the terpenome.
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Curr Opin Chem Biol,
12,
141-150.
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The most recent references are shown first.
Citation data come partly from CiteXplore and partly
from an automated harvesting procedure. Note that this is likely to be
only a partial list as not all journals are covered by
either method. However, we are continually building up the citation data
so more and more references will be included with time.
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Links
