5u58 - Revision history

OCA at 14:25, 6 March 2024

2024-03-06T14:25:08Z

←Older revision		Revision as of 14:25, 6 March 2024
Line 3:		Line 3:
	<StructureSection load='5u58' size='340' side='right'caption='[[5u58]], [[Resolution\|resolution]] 2.70Å' scene=''>		<StructureSection load='5u58' size='340' side='right'caption='[[5u58]], [[Resolution\|resolution]] 2.70Å' scene=''>
	== Structural highlights ==		== Structural highlights ==
-	<table><tr><td colspan='2'>[[5u58]] is a 4 chain structure with sequence from [~~http~~://en.wikipedia.org/wiki/~~Atcc_19310 Atcc 19310~~]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5U58 OCA]. For a <b>guided tour on the structure components</b> use [~~http~~://proteopedia.org/fgij/fg.htm?mol=5U58 FirstGlance]. <br>	+	<table><tr><td colspan='2'>[[5u58]] is a 4 chain structure with sequence from [https://en.wikipedia.org/wiki/Pseudomonas_syringae Pseudomonas syringae]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5U58 OCA]. For a <b>guided tour on the structure components</b> use [https://proteopedia.org/fgij/fg.htm?mol=5U58 FirstGlance]. <br>
-	</td></tr><tr id='~~ligand~~'><td class="sblockLbl"><b>[[~~Ligand~~\|~~Ligands~~:]]</b></td><td class="sblockDat" id="~~ligandDat~~">~~<scene name='pdbligand=FE:FE+(III)+ION'>FE</scene>, <scene name='pdbligand=TB6:[(2R)~~-~~2-HYDROXYPROPYL]PHOSPHONIC+ACID'>TB6</scene></td></tr>~~	+	</td></tr><tr id='method'><td class="sblockLbl"><b>[[Empirical_models\|Method:]]</b></td><td class="sblockDat" id="methodDat">X-ray diffraction, [[Resolution\|Resolution]] 2.7Å</td></tr>
-	~~<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[5u57\|5u57]]~~, [[~~5u55~~\|~~5u55]], [[5u5d\|5u5d~~]]</td></tr>	+	<tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=FE:FE+(III)+ION'>FE</scene>, <scene name='pdbligand=TB6:[(2R)-2-HYDROXYPROPYL]PHOSPHONIC+ACID'>TB6</scene></td></tr>
-	<tr id='~~gene~~'><td class="sblockLbl"><b>[[~~Gene~~\|~~Gene~~:]]</b></td><td class="sblockDat"~~>hppE ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&~~id=~~317 ATCC 19310])</td~~><~~/tr>~~	+	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[https://proteopedia.org/fgij/fg.htm?mol=5u58 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5u58 OCA], [https://pdbe.org/5u58 PDBe], [https://www.rcsb.org/pdb/explore.do?structureId=5u58 RCSB], [https://www.ebi.ac.uk/pdbsum/5u58 PDBsum], [https://prosat.h-its.org/prosat/prosatexe?pdbcode=5u58 ProSAT]</span></td></tr>
-	~~<tr id~~='~~activity'><td class~~=~~"sblockLbl"><b>Activity~~:~~</b~~></td><~~td class~~=~~"sblockDat"><span class~~=~~'plainlinks'>~~[~~http://en.wikipedia.org/wiki/~~(S)-2-~~hydroxypropylphosphonic_acid_epoxidase (S)-2-hydroxypropylphosphonic acid epoxidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.11.1.23 1.11.1.23~~] </~~span~~></td></tr>	+
-	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[~~http~~://proteopedia.org/fgij/fg.htm?mol=5u58 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5u58 OCA], [~~http~~://pdbe.org/5u58 PDBe], [~~http~~://www.rcsb.org/pdb/explore.do?structureId=5u58 RCSB], [~~http~~://www.ebi.ac.uk/pdbsum/5u58 PDBsum], [~~http~~://prosat.h-its.org/prosat/prosatexe?pdbcode=5u58 ProSAT]</span></td></tr>	+
	</table>		</table>
	== Function ==		== Function ==
-	[~~[http~~://www.uniprot.org/uniprot/HPPE_PSESX HPPE_PSESX]] Non-heme-dependent dioxygenase that catalyzes the oxidative epoxidation of (S)-2-hydroxypropylphosphonate into (1R,2S)-epoxypropylphosphonate, the final step in the biosynthesis of fosfomycin antibiotic.<ref>PMID:18656958</ref>	+	[https://www.uniprot.org/uniprot/HPPE_PSESX HPPE_PSESX] Non-heme-dependent dioxygenase that catalyzes the oxidative epoxidation of (S)-2-hydroxypropylphosphonate into (1R,2S)-epoxypropylphosphonate, the final step in the biosynthesis of fosfomycin antibiotic.<ref>PMID:18656958</ref>
-	~~<div style="background-color:#fffaf0;">~~	+
-	~~== Publication Abstract from PubMed ==~~	+
-	The broad-spectrum phosphonate antibiotic fosfomycin is currently in use for clinical treatment of infections caused by both Gram-positive and Gram-negative uropathogens. The antibiotic is biosynthesized by various streptomycetes, as well as by pseudomonads. Notably, the biosynthetic strategies used by the two genera share only two steps: the first step in which primary metabolite phosphoenolpyruvate (PEP) is converted to phosphonopyruvate (PnPy) and the terminal step in which 2-hydroxypropylphosphonate (2-HPP) is converted to fosfomycin. Otherwise, distinct enzymatic paths are employed. Here, we biochemically confirm the last two steps in the fosfomycin biosynthetic pathway of Pseudomonas syringae PB-5123, showing that Psf3 performs the reduction of 2-oxopropylphosphonate (2-OPP) to (S)-2-HPP, followed by the Psf4-catalyzed epoxidation of (S)-2-HPP to fosfomycin. Psf4 can also accept (R)-2-HPP as a substrate but instead performs an oxidation to make 2-OPP. We show that the combined activities of Psf3 and Psf4 can be used to convert racemic 2-HPP to fosfomycin in an enantioconvergent process. X-ray structures of each enzyme with bound substrates provide insights into the stereospecificity of each conversion. These studies shed light on the reaction mechanisms of the two terminal enzymes in a distinct pathway employed by pseudomonads for the production of a potent antimicrobial agent.	+
-		+
-	Characterization of Two Late-Stage Enzymes Involved in Fosfomycin Biosynthesis in Pseudomonads.,Olivares P, Ulrich EC, Chekan JR, van der Donk WA, Nair SK ACS Chem Biol. 2016 Dec 27. doi: 10.1021/acschembio.6b00939. PMID:27977135<ref>PMID:27977135</ref>	+
-		+
-	~~From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br>~~	+
-	~~</div>~~	+
-	~~<div class="pdbe-citations 5u58" style="background-color:#fffaf0;"></div~~>	+

	==See Also==		==See Also==
Line 28:		Line 17:
	__TOC__		__TOC__
	</StructureSection>		</StructureSection>
-	[[Category: Atcc 19310]]
	[[Category: Large Structures]]		[[Category: Large Structures]]
-	[[Category: ~~Chekan, J R~~]]	+	[[Category: Pseudomonas syringae]]
-	[[Category: ~~Nair, S K~~]]	+	[[Category: Chekan JR]]
-	[[Category: ~~Epoxidase]]~~	+	[[Category: Nair SK]]
-	~~[[Category: Fosfomycin]]~~	+
-	~~[[Category: Oxidase]]~~	+
-	~~[[Category: Oxidoreductase~~]]	+

OCA at 12:27, 23 September 2020

2020-09-23T12:27:05Z

←Older revision		Revision as of 12:27, 23 September 2020
Line 1:		Line 1:

	==Psf4 in complex with Fe2+ and (R)-2-HPP==		==Psf4 in complex with Fe2+ and (R)-2-HPP==
-	<StructureSection load='5u58' size='340' side='right' caption='[[5u58]], [[Resolution\|resolution]] 2.70Å' scene=''>	+	<StructureSection load='5u58' size='340' side='right'caption='[[5u58]], [[Resolution\|resolution]] 2.70Å' scene=''>
	== Structural highlights ==		== Structural highlights ==
-	<table><tr><td colspan='2'>[[5u58]] is a 4 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5U58 OCA]. For a <b>guided tour on the structure components</b> use [http://~~oca~~.~~weizmann.ac.il/oca-docs~~/fgij/fg.htm?mol=5U58 FirstGlance]. <br>	+	<table><tr><td colspan='2'>[[5u58]] is a 4 chain structure with sequence from [http://en.wikipedia.org/wiki/Atcc_19310 Atcc 19310]. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5U58 OCA]. For a <b>guided tour on the structure components</b> use [http://proteopedia.org/fgij/fg.htm?mol=5U58 FirstGlance]. <br>
-	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=FE:FE+(III)+ION'>FE</scene>, <scene name='pdbligand=TB6:[(2R)-2-HYDROXYPROPYL]PHOSPHONIC+ACID'>TB6</scene></td></tr>	+	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat" id="ligandDat"><scene name='pdbligand=FE:FE+(III)+ION'>FE</scene>, <scene name='pdbligand=TB6:[(2R)-2-HYDROXYPROPYL]PHOSPHONIC+ACID'>TB6</scene></td></tr>
	<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[5u57\|5u57]], [[5u55\|5u55]], [[5u5d\|5u5d]]</td></tr>		<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[5u57\|5u57]], [[5u55\|5u55]], [[5u5d\|5u5d]]</td></tr>
		+	<tr id='gene'><td class="sblockLbl"><b>[[Gene\|Gene:]]</b></td><td class="sblockDat">hppE ([http://www.ncbi.nlm.nih.gov/Taxonomy/Browser/wwwtax.cgi?mode=Info&srchmode=5&id=317 ATCC 19310])</td></tr>
	<tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[http://en.wikipedia.org/wiki/(S)-2-hydroxypropylphosphonic_acid_epoxidase (S)-2-hydroxypropylphosphonic acid epoxidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.11.1.23 1.11.1.23] </span></td></tr>		<tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[http://en.wikipedia.org/wiki/(S)-2-hydroxypropylphosphonic_acid_epoxidase (S)-2-hydroxypropylphosphonic acid epoxidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.11.1.23 1.11.1.23] </span></td></tr>
-	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://~~oca~~.~~weizmann.ac.il/oca-docs~~/fgij/fg.htm?mol=5u58 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5u58 OCA], [http://pdbe.org/5u58 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=5u58 RCSB], [http://www.ebi.ac.uk/pdbsum/5u58 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=5u58 ProSAT]</span></td></tr>	+	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://proteopedia.org/fgij/fg.htm?mol=5u58 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5u58 OCA], [http://pdbe.org/5u58 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=5u58 RCSB], [http://www.ebi.ac.uk/pdbsum/5u58 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=5u58 ProSAT]</span></td></tr>
	</table>		</table>
	== Function ==		== Function ==
Line 22:		Line 23:

	==See Also==		==See Also==
-	*[[Epoxidase\|Epoxidase]]	+	*[[Epoxidase 3D structures\|Epoxidase 3D structures]]
	== References ==		== References ==
	<references/>		<references/>
	__TOC__		__TOC__
	</StructureSection>		</StructureSection>
		+	[[Category: Atcc 19310]]
		+	[[Category: Large Structures]]
	[[Category: Chekan, J R]]		[[Category: Chekan, J R]]
	[[Category: Nair, S K]]		[[Category: Nair, S K]]

OCA at 08:24, 9 March 2017

2017-03-09T08:24:17Z

←Older revision

Revision as of 08:24, 9 March 2017

OCA at 16:40, 4 January 2017

2017-01-04T16:40:37Z

←Older revision		Revision as of 16:40, 4 January 2017
Line 1:		Line 1:
-	'''Unreleased structure'''

-	~~The entry~~ 5u58 is ~~ON HOLD~~	+	==Psf4 in complex with Fe2+ and (R)-2-HPP==
		+	<StructureSection load='5u58' size='340' side='right' caption='[[5u58]], [[Resolution\|resolution]] 2.70Å' scene=''>
		+	== Structural highlights ==
		+	<table><tr><td colspan='2'>[[5u58]] is a 4 chain structure. Full crystallographic information is available from [http://oca.weizmann.ac.il/oca-bin/ocashort?id=5U58 OCA]. For a <b>guided tour on the structure components</b> use [http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5U58 FirstGlance]. <br>
		+	</td></tr><tr id='ligand'><td class="sblockLbl"><b>[[Ligand\|Ligands:]]</b></td><td class="sblockDat"><scene name='pdbligand=FE:FE+(III)+ION'>FE</scene>, <scene name='pdbligand=TB6:[(2R)-2-HYDROXYPROPYL]PHOSPHONIC+ACID'>TB6</scene></td></tr>
		+	<tr id='related'><td class="sblockLbl"><b>[[Related_structure\|Related:]]</b></td><td class="sblockDat">[[5u57\|5u57]], [[5u55\|5u55]], [[5u5d\|5u5d]]</td></tr>
		+	<tr id='activity'><td class="sblockLbl"><b>Activity:</b></td><td class="sblockDat"><span class='plainlinks'>[http://en.wikipedia.org/wiki/(S)-2-hydroxypropylphosphonic_acid_epoxidase (S)-2-hydroxypropylphosphonic acid epoxidase], with EC number [http://www.brenda-enzymes.info/php/result_flat.php4?ecno=1.11.1.23 1.11.1.23] </span></td></tr>
		+	<tr id='resources'><td class="sblockLbl"><b>Resources:</b></td><td class="sblockDat"><span class='plainlinks'>[http://oca.weizmann.ac.il/oca-docs/fgij/fg.htm?mol=5u58 FirstGlance], [http://oca.weizmann.ac.il/oca-bin/ocaids?id=5u58 OCA], [http://pdbe.org/5u58 PDBe], [http://www.rcsb.org/pdb/explore.do?structureId=5u58 RCSB], [http://www.ebi.ac.uk/pdbsum/5u58 PDBsum], [http://prosat.h-its.org/prosat/prosatexe?pdbcode=5u58 ProSAT]</span></td></tr>
		+	</table>
		+	== Function ==
		+	[[http://www.uniprot.org/uniprot/HPPE_PSESX HPPE_PSESX]] Non-heme-dependent dioxygenase that catalyzes the oxidative epoxidation of (S)-2-hydroxypropylphosphonate into (1R,2S)-epoxypropylphosphonate, the final step in the biosynthesis of fosfomycin antibiotic.<ref>PMID:18656958</ref>
		+	<div style="background-color:#fffaf0;">
		+	== Publication Abstract from PubMed ==
		+	The broad-spectrum phosphonate antibiotic fosfomycin is currently in use for clinical treatment of infections caused by both Gram-positive and Gram-negative uropathogens. The antibiotic is biosynthesized by various streptomycetes, as well as by pseudomonads. Notably, the biosynthetic strategies used by the two genera share only two steps: the first step in which primary metabolite phosphoenolpyruvate (PEP) is converted to phosphonopyruvate (PnPy) and the terminal step in which 2-hydroxypropylphosphonate (2-HPP) is converted to fosfomycin. Otherwise, distinct enzymatic paths are employed. Here, we biochemically confirm the last two steps in the fosfomycin biosynthetic pathway of Pseudomonas syringae PB-5123, showing that Psf3 performs the reduction of 2-oxopropylphosphonate (2-OPP) to (S)-2-HPP, followed by the Psf4-catalyzed epoxidation of (S)-2-HPP to fosfomycin. Psf4 can also accept (R)-2-HPP as a substrate but instead performs an oxidation to make 2-OPP. We show that the combined activities of Psf3 and Psf4 can be used to convert racemic 2-HPP to fosfomycin in an enantioconvergent process. X-ray structures of each enzyme with bound substrates provide insights into the stereospecificity of each conversion. These studies shed light on the reaction mechanisms of the two terminal enzymes in a distinct pathway employed by pseudomonads for the production of a potent antimicrobial agent.

-	~~Authors:~~ Chekan, ~~J.R.~~, Nair~~, S~~.K.	+	Characterization of Two Late-Stage Enzymes Involved in Fosfomycin Biosynthesis in Pseudomonads.,Olivares P, Ulrich EC, Chekan JR, van der Donk WA, Nair SK ACS Chem Biol. 2016 Dec 27. doi: 10.1021/acschembio.6b00939. PMID:27977135<ref>PMID:27977135</ref>

-	~~Description: Psf4 in complex with Fe2+ and (R)~~-2-~~HPP~~	+	From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine.<br>
-	[[Category: ~~Unreleased Structures~~]]	+	</div>
-	[[Category: Nair, S.K]]	+	<div class="pdbe-citations 5u58" style="background-color:#fffaf0;"></div>
-	[[Category: ~~Chekan, J.R~~]]	+	== References ==
		+	<references/>
		+	__TOC__
		+	</StructureSection>
		+	[[Category: Chekan, J R]]
		+	[[Category: Nair, S K]]
		+	[[Category: Epoxidase]]
		+	[[Category: Fosfomycin]]
		+	[[Category: Oxidase]]
		+	[[Category: Oxidoreductase]]

OCA: Protected "5u58" [edit=sysop:move=sysop]

2016-12-15T17:41:24Z

Protected "5u58" [edit=sysop:move=sysop]

←Older revision

Revision as of 17:41, 15 December 2016

OCA: New page: '''Unreleased structure''' The entry 5u58 is ON HOLD Authors: Chekan, J.R., Nair, S.K. Description: Psf4 in complex with Fe2+ and (R)-2-HPP Category: Unreleased Structures [[Catego...

2016-12-15T17:41:23Z

New page: '''Unreleased structure''' The entry 5u58 is ON HOLD Authors: Chekan, J.R., Nair, S.K. Description: Psf4 in complex with Fe2+ and (R)-2-HPP Category: Unreleased Structures [[Catego...

New page

'''Unreleased structure'''

The entry 5u58 is ON HOLD

Authors: Chekan, J.R., Nair, S.K.

Description: Psf4 in complex with Fe2+ and (R)-2-HPP
[[Category: Unreleased Structures]]
[[Category: Nair, S.K]]
[[Category: Chekan, J.R]]