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2fj0

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[[Image:2fj0.gif|left|200px]]
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{{STRUCTURE_2fj0| PDB=2fj0 | SCENE= }}
{{STRUCTURE_2fj0| PDB=2fj0 | SCENE= }}
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'''Crystal Structure of Juvenile Hormone Esterase from Manduca sexta, with OTFP covalently attached'''
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===Crystal Structure of Juvenile Hormone Esterase from Manduca sexta, with OTFP covalently attached===
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==Overview==
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Juvenile hormone (JH) is an insect hormone containing an alpha,beta-unsaturated ester consisting of a small alcohol and long, hydrophobic acid. JH degradation is required for proper insect development. One pathway of this degradation is through juvenile hormone esterase (JHE), which cleaves the JH ester bond to produce methanol and JH acid. JHE is a member of the functionally divergent alpha/beta-hydrolase family of enzymes and is a highly efficient enzyme that cleaves JH at very low in vivo concentrations. We present here a 2.7 A crystal structure of JHE from the tobacco hornworm Manduca sexta (MsJHE) in complex with the transition state analogue inhibitor 3-octylthio-1,1,1-trifluoropropan-2-one (OTFP) covalently bound to the active site. This crystal structure, the first JHE structure reported, contains a long, hydrophobic binding pocket with the solvent-inaccessible catalytic triad located at the end. The structure explains many of the interactions observed between JHE and its substrates and inhibitors, such as the preference for small alcohol groups and long hydrophobic backbones. The most potent JHE inhibitors identified to date contain a trifluoromethyl ketone (TFK) moiety and have a sulfur atom beta to the ketone. In this study, sulfur-aromatic interactions were observed between the sulfur atom of OTFP and a conserved aromatic residue in the crystal structure. Mutational analysis supported the hypothesis that these interactions contribute to the potency of sulfur-containing TFK inhibitors. Together, these results clarify the binding mechanism of JHE inhibitors and provide useful observations for the development of additional enzyme inhibitors for a variety of enzymes.
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{{ABSTRACT_PUBMED_16566578}}
==About this Structure==
==About this Structure==
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[[Category: Juvenile hormone]]
[[Category: Juvenile hormone]]
[[Category: Manduca sexta]]
[[Category: Manduca sexta]]
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Sun May 4 03:57:18 2008''
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''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Mon Jul 28 15:28:14 2008''

Revision as of 12:28, 28 July 2008

Image:2fj0.png

Template:STRUCTURE 2fj0

Crystal Structure of Juvenile Hormone Esterase from Manduca sexta, with OTFP covalently attached

Template:ABSTRACT PUBMED 16566578

About this Structure

2FJ0 is a Single protein structure of sequence from Trichoplusia ni. Full crystallographic information is available from OCA.

Reference

Structural studies of a potent insect maturation inhibitor bound to the juvenile hormone esterase of Manduca sexta., Wogulis M, Wheelock CE, Kamita SG, Hinton AC, Whetstone PA, Hammock BD, Wilson DK, Biochemistry. 2006 Apr 4;45(13):4045-57. PMID:16566578

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