1ys2: Difference between revisions
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[[Image:1ys2.gif|left|200px]] | [[Image:1ys2.gif|left|200px]] | ||
'''Burkholderia cepacia lipase complexed with hexylphosphonic acid (S) 2-methyl-3-phenylpropyl ester''' | {{Structure | ||
|PDB= 1ys2 |SIZE=350|CAPTION= <scene name='initialview01'>1ys2</scene>, resolution 1.50Å | |||
|SITE= | |||
|LIGAND= <scene name='pdbligand=CA:CALCIUM+ION'>CA</scene> and <scene name='pdbligand=2HS:HEXYLPHOSPHONIC ACID (S)-2-METHYL-3-PHENYLPROPYL ESTER'>2HS</scene> | |||
|ACTIVITY= [http://en.wikipedia.org/wiki/Triacylglycerol_lipase Triacylglycerol lipase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=3.1.1.3 3.1.1.3] | |||
|GENE= | |||
}} | |||
'''Burkholderia cepacia lipase complexed with hexylphosphonic acid (S) 2-methyl-3-phenylpropyl ester''' | |||
==Overview== | ==Overview== | ||
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==About this Structure== | ==About this Structure== | ||
1YS2 is a [ | 1YS2 is a [[Single protein]] structure of sequence from [http://en.wikipedia.org/wiki/Burkholderia_cepacia Burkholderia cepacia]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=1YS2 OCA]. | ||
==Reference== | ==Reference== | ||
Mirror-image packing in enantiomer discrimination molecular basis for the enantioselectivity of B.cepacia lipase toward 2-methyl-3-phenyl-1-propanol., Mezzetti A, Schrag JD, Cheong CS, Kazlauskas RJ, Chem Biol. 2005 Apr;12(4):427-37. PMID:[http:// | Mirror-image packing in enantiomer discrimination molecular basis for the enantioselectivity of B.cepacia lipase toward 2-methyl-3-phenyl-1-propanol., Mezzetti A, Schrag JD, Cheong CS, Kazlauskas RJ, Chem Biol. 2005 Apr;12(4):427-37. PMID:[http://www.ncbi.nlm.nih.gov/pubmed/15850979 15850979] | ||
[[Category: Burkholderia cepacia]] | [[Category: Burkholderia cepacia]] | ||
[[Category: Single protein]] | [[Category: Single protein]] | ||
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[[Category: inhibitor hexylphosphonic acid (s) 2-methyl-3-phenylpropyl ester]] | [[Category: inhibitor hexylphosphonic acid (s) 2-methyl-3-phenylpropyl ester]] | ||
''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu | ''Page seeded by [http://oca.weizmann.ac.il/oca OCA ] on Thu Mar 20 15:26:49 2008'' | ||
Revision as of 16:26, 20 March 2008
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| , resolution 1.50Å | |||||||
|---|---|---|---|---|---|---|---|
| Ligands: | and | ||||||
| Activity: | Triacylglycerol lipase, with EC number 3.1.1.3 | ||||||
| Coordinates: | save as pdb, mmCIF, xml | ||||||
Burkholderia cepacia lipase complexed with hexylphosphonic acid (S) 2-methyl-3-phenylpropyl ester
OverviewOverview
Synthetic chemists often exploit the high enantioselectivity of lipases to prepare pure enantiomers of primary alcohols, but the molecular basis for this enantioselectivity is unknown. The crystal structures of two phosphonate transition-state analogs bound to Burkholderia cepacia lipase reveal this molecular basis for a typical primary alcohol: 2-methyl-3-phenyl-1-propanol. The enantiomeric alcohol moieties adopt surprisingly similar orientations, with only subtle differences that make it difficult to predict how to alter enantioselectivity. These structures, along with a survey of previous structures of enzyme bound enantiomers, reveal that binding of enantiomers does not involve an exchange of two substituent positions as most researchers assumed. Instead, the enantiomers adopt mirror-image packing, where three of the four substituents at the stereocenter lie in similar positions. The fourth substituent, hydrogen, points in opposite directions.
About this StructureAbout this Structure
1YS2 is a Single protein structure of sequence from Burkholderia cepacia. Full crystallographic information is available from OCA.
ReferenceReference
Mirror-image packing in enantiomer discrimination molecular basis for the enantioselectivity of B.cepacia lipase toward 2-methyl-3-phenyl-1-propanol., Mezzetti A, Schrag JD, Cheong CS, Kazlauskas RJ, Chem Biol. 2005 Apr;12(4):427-37. PMID:15850979
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