2ar8
From Proteopedia
(New page: 200px<br /><applet load="2ar8" size="350" color="white" frame="true" align="right" spinBox="true" caption="2ar8, resolution 2.200Å" /> '''The structure of tr...) |
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==Overview== | ==Overview== | ||
| - | Chlorinated natural products include vancomycin and cryptophycin A. Their | + | Chlorinated natural products include vancomycin and cryptophycin A. Their biosynthesis involves regioselective chlorination by flavin-dependent halogenases. We report the structural characterization of tryptophan 7-halogenase (PrnA), which regioselectively chlorinates tryptophan. Tryptophan and flavin adenine dinucleotide (FAD) are separated by a 10 angstrom-long tunnel and bound by distinct enzyme modules. The FAD module is conserved in halogenases and is related to flavin-dependent monooxygenases. On the basis of biochemical studies, crystal structures, and by analogy with monooxygenases, we predict that FADH2 reacts with O2 to make peroxyflavin, which is decomposed by Cl-. The resulting HOCl is guided through the tunnel to tryptophan, where it is activated to participate in electrophilic aromatic substitution. |
==About this Structure== | ==About this Structure== | ||
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[[Category: Flecks, S.]] | [[Category: Flecks, S.]] | ||
[[Category: Haupt, C.]] | [[Category: Haupt, C.]] | ||
| - | [[Category: Naismith, J | + | [[Category: Naismith, J H.]] |
| - | [[Category: Pee, K | + | [[Category: Pee, K H.Van.]] |
| - | [[Category: SSPF, Scottish | + | [[Category: SSPF, Scottish Structural Proteomics Facility.]] |
[[Category: Unversucht, S.]] | [[Category: Unversucht, S.]] | ||
[[Category: CL]] | [[Category: CL]] | ||
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[[Category: tryptophan 7-halogenase]] | [[Category: tryptophan 7-halogenase]] | ||
| - | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on | + | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Feb 21 16:30:07 2008'' |
Revision as of 14:30, 21 February 2008
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The structure of tryptophan 7-halogenase (PrnA)suggests a mechanism for regioselective chlorination
Overview
Chlorinated natural products include vancomycin and cryptophycin A. Their biosynthesis involves regioselective chlorination by flavin-dependent halogenases. We report the structural characterization of tryptophan 7-halogenase (PrnA), which regioselectively chlorinates tryptophan. Tryptophan and flavin adenine dinucleotide (FAD) are separated by a 10 angstrom-long tunnel and bound by distinct enzyme modules. The FAD module is conserved in halogenases and is related to flavin-dependent monooxygenases. On the basis of biochemical studies, crystal structures, and by analogy with monooxygenases, we predict that FADH2 reacts with O2 to make peroxyflavin, which is decomposed by Cl-. The resulting HOCl is guided through the tunnel to tryptophan, where it is activated to participate in electrophilic aromatic substitution.
About this Structure
2AR8 is a Single protein structure of sequence from Pseudomonas fluorescens with , and as ligands. Full crystallographic information is available from OCA.
Reference
Tryptophan 7-halogenase (PrnA) structure suggests a mechanism for regioselective chlorination., Dong C, Flecks S, Unversucht S, Haupt C, van Pee KH, Naismith JH, Science. 2005 Sep 30;309(5744):2216-9. PMID:16195462
Page seeded by OCA on Thu Feb 21 16:30:07 2008
Categories: Pseudomonas fluorescens | Single protein | Dong, C. | Flecks, S. | Haupt, C. | Naismith, J H. | Pee, K H.Van. | SSPF, Scottish Structural Proteomics Facility. | Unversucht, S. | CL | CTE | FAD | Flavin-dependent halogenase | Helical bundle | Sandwiched sheets | Scottish structural proteomics facility | Sspf | Structural genomics | Tryptophan 7-halogenase
