The Free Radical in Pyruvate Formate-Lyase is Located on Glycine-734
Pyruvate formate-lyase (acetyl-CoA:formate C-acetyltransferase, EC 2.3.1.54) from anaerobic Escherichia coli cells converts pyruvate to acetyl-CoA and formate by a unique homolytic mechanism that involves a free radical harbored in the protein structure. By EPR spectroscopy of selectively13C-labeled...
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| Veröffentlicht in: | Proceedings of the National Academy of Sciences - PNAS 1992-02, Vol.89 (3), p.996-1000 |
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| creator | A. F. Volker Wagner Frey, Manfred Neugebauer, Franz A. Schafer, Wolfram Knappe, Joachim |
| description | Pyruvate formate-lyase (acetyl-CoA:formate C-acetyltransferase, EC 2.3.1.54) from anaerobic Escherichia coli cells converts pyruvate to acetyl-CoA and formate by a unique homolytic mechanism that involves a free radical harbored in the protein structure. By EPR spectroscopy of selectively13C-labeled enzyme, the radical (g = 2.0037) has been assigned to carbon-2 of a glycine residue. Estimated hyperfine coupling constants to the central13C nucleus (A| = 4.9 mT and A⊥= 0.1 mT) and to13C nuclei in α and β positions agree with literature data for glycine radical models. N-coupling was verified through uniform15N-labeling. The large1H hyperfine splitting (1.5 mT) dominating the EPR spectrum was assigned to the α proton, which in the enzyme radical is readily solvent-exchangeable. Oxygen destruction of the radical produced two unique fragments (82 and 3 kDa) of the constituent polypeptide chain. The N-terminal block on the small fragment was identified by mass spectrometry as an oxalyl residue that derives from Gly-734, thus assigning the primary structural glycyl radical position. The carbon-centered radical is probably resonance-stabilized through the adjacent carboxamide groups in the polypeptide main chain and could be comparable energetically with other known protein radicals carrying the unpaired electron in tyrosine or tryptophan residues. |
| doi_str_mv | 10.1073/pnas.89.3.996 |
| format | Article |
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F. Volker Wagner ; Frey, Manfred ; Neugebauer, Franz A. ; Schafer, Wolfram ; Knappe, Joachim</creator><creatorcontrib>A. F. Volker Wagner ; Frey, Manfred ; Neugebauer, Franz A. ; Schafer, Wolfram ; Knappe, Joachim</creatorcontrib><description>Pyruvate formate-lyase (acetyl-CoA:formate C-acetyltransferase, EC 2.3.1.54) from anaerobic Escherichia coli cells converts pyruvate to acetyl-CoA and formate by a unique homolytic mechanism that involves a free radical harbored in the protein structure. By EPR spectroscopy of selectively13C-labeled enzyme, the radical (g = 2.0037) has been assigned to carbon-2 of a glycine residue. Estimated hyperfine coupling constants to the central13C nucleus (A| = 4.9 mT and A⊥= 0.1 mT) and to13C nuclei in α and β positions agree with literature data for glycine radical models. N-coupling was verified through uniform15N-labeling. The large1H hyperfine splitting (1.5 mT) dominating the EPR spectrum was assigned to the α proton, which in the enzyme radical is readily solvent-exchangeable. Oxygen destruction of the radical produced two unique fragments (82 and 3 kDa) of the constituent polypeptide chain. The N-terminal block on the small fragment was identified by mass spectrometry as an oxalyl residue that derives from Gly-734, thus assigning the primary structural glycyl radical position. The carbon-centered radical is probably resonance-stabilized through the adjacent carboxamide groups in the polypeptide main chain and could be comparable energetically with other known protein radicals carrying the unpaired electron in tyrosine or tryptophan residues.</description><identifier>ISSN: 0027-8424</identifier><identifier>EISSN: 1091-6490</identifier><identifier>DOI: 10.1073/pnas.89.3.996</identifier><identifier>PMID: 1310545</identifier><identifier>CODEN: PNASA6</identifier><language>eng</language><publisher>Washington, DC: National Academy of Sciences of the United States of America</publisher><subject>550201 - Biochemistry- Tracer Techniques ; Acetyltransferases - chemistry ; Amino Acid Sequence ; AMINO ACIDS ; Analytical, structural and metabolic biochemistry ; BACTERIA ; Bacterial Proteins - chemistry ; BARYONS ; BASIC BIOLOGICAL SCIENCES ; Biological and medical sciences ; CARBON 13 ; CARBON 14 COMPOUNDS ; CARBON COMPOUNDS ; CARBON ISOTOPES ; CARBOXYLIC ACIDS ; Cellular biology ; Cellular metabolism ; ELECTRON SPECTRA ; ELECTRON SPIN RESONANCE ; Electron Spin Resonance Spectroscopy ; ELEMENTARY PARTICLES ; ENZYMES ; Enzymes and enzyme inhibitors ; ESCHERICHIA COLI ; Escherichia coli - enzymology ; EVEN-ODD NUCLEI ; FERMIONS ; Formates ; FORMIC ACID ; Free Radicals ; Fundamental and applied biological sciences. Psychology ; Gels ; GLYCINE ; Glycine - chemistry ; HADRONS ; HYDROXY ACIDS ; HYPERFINE STRUCTURE ; ISOTOPES ; KETO ACIDS ; LABELLED COMPOUNDS ; LIGHT NUCLEI ; Lyases ; MAGNETIC RESONANCE ; Mass Spectrometry ; MICROORGANISMS ; Molecular Sequence Data ; MONOCARBOXYLIC ACIDS ; NITROGEN 15 ; NITROGEN ISOTOPES ; NUCLEI ; NUCLEONS ; ODD-EVEN NUCLEI ; ORGANIC ACIDS ; ORGANIC COMPOUNDS ; oxygen ; Oxygen - chemistry ; Peptide Fragments - chemistry ; PROTEINS ; PROTONS ; PYRUVIC ACID ; RADICALS ; RESONANCE ; Sequencing ; SPECTRA ; Spectroscopy ; STABLE ISOTOPES ; TRANSFERASES ; TYROSINE</subject><ispartof>Proceedings of the National Academy of Sciences - PNAS, 1992-02, Vol.89 (3), p.996-1000</ispartof><rights>Copyright 1992 The National Academy of Sciences of the United States of America</rights><rights>1992 INIST-CNRS</rights><rights>Copyright National Academy of Sciences Feb 1, 1992</rights><lds50>peer_reviewed</lds50><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c632t-5b7556a2b57e9c50f6208ca5a8c93cc6f6a6da1462df001010f4bfb325ccb9ae3</citedby></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Uhttp://www.pnas.org/content/89/3.cover.gif</thumbnail><linktopdf>$$Uhttps://www.jstor.org/stable/pdf/2358426$$EPDF$$P50$$Gjstor$$H</linktopdf><linktohtml>$$Uhttps://www.jstor.org/stable/2358426$$EHTML$$P50$$Gjstor$$H</linktohtml><link.rule.ids>230,314,727,780,784,803,885,27924,27925,53791,53793,58017,58250</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=5098199$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/1310545$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink><backlink>$$Uhttps://www.osti.gov/biblio/5617907$$D View this record in Osti.gov$$Hfree_for_read</backlink></links><search><creatorcontrib>A. F. Volker Wagner</creatorcontrib><creatorcontrib>Frey, Manfred</creatorcontrib><creatorcontrib>Neugebauer, Franz A.</creatorcontrib><creatorcontrib>Schafer, Wolfram</creatorcontrib><creatorcontrib>Knappe, Joachim</creatorcontrib><title>The Free Radical in Pyruvate Formate-Lyase is Located on Glycine-734</title><title>Proceedings of the National Academy of Sciences - PNAS</title><addtitle>Proc Natl Acad Sci U S A</addtitle><description>Pyruvate formate-lyase (acetyl-CoA:formate C-acetyltransferase, EC 2.3.1.54) from anaerobic Escherichia coli cells converts pyruvate to acetyl-CoA and formate by a unique homolytic mechanism that involves a free radical harbored in the protein structure. By EPR spectroscopy of selectively13C-labeled enzyme, the radical (g = 2.0037) has been assigned to carbon-2 of a glycine residue. Estimated hyperfine coupling constants to the central13C nucleus (A| = 4.9 mT and A⊥= 0.1 mT) and to13C nuclei in α and β positions agree with literature data for glycine radical models. N-coupling was verified through uniform15N-labeling. The large1H hyperfine splitting (1.5 mT) dominating the EPR spectrum was assigned to the α proton, which in the enzyme radical is readily solvent-exchangeable. Oxygen destruction of the radical produced two unique fragments (82 and 3 kDa) of the constituent polypeptide chain. The N-terminal block on the small fragment was identified by mass spectrometry as an oxalyl residue that derives from Gly-734, thus assigning the primary structural glycyl radical position. The carbon-centered radical is probably resonance-stabilized through the adjacent carboxamide groups in the polypeptide main chain and could be comparable energetically with other known protein radicals carrying the unpaired electron in tyrosine or tryptophan residues.</description><subject>550201 - Biochemistry- Tracer Techniques</subject><subject>Acetyltransferases - chemistry</subject><subject>Amino Acid Sequence</subject><subject>AMINO ACIDS</subject><subject>Analytical, structural and metabolic biochemistry</subject><subject>BACTERIA</subject><subject>Bacterial Proteins - chemistry</subject><subject>BARYONS</subject><subject>BASIC BIOLOGICAL SCIENCES</subject><subject>Biological and medical sciences</subject><subject>CARBON 13</subject><subject>CARBON 14 COMPOUNDS</subject><subject>CARBON COMPOUNDS</subject><subject>CARBON ISOTOPES</subject><subject>CARBOXYLIC ACIDS</subject><subject>Cellular biology</subject><subject>Cellular metabolism</subject><subject>ELECTRON SPECTRA</subject><subject>ELECTRON SPIN RESONANCE</subject><subject>Electron Spin Resonance Spectroscopy</subject><subject>ELEMENTARY PARTICLES</subject><subject>ENZYMES</subject><subject>Enzymes and enzyme inhibitors</subject><subject>ESCHERICHIA COLI</subject><subject>Escherichia coli - enzymology</subject><subject>EVEN-ODD NUCLEI</subject><subject>FERMIONS</subject><subject>Formates</subject><subject>FORMIC ACID</subject><subject>Free Radicals</subject><subject>Fundamental and applied biological sciences. Psychology</subject><subject>Gels</subject><subject>GLYCINE</subject><subject>Glycine - chemistry</subject><subject>HADRONS</subject><subject>HYDROXY ACIDS</subject><subject>HYPERFINE STRUCTURE</subject><subject>ISOTOPES</subject><subject>KETO ACIDS</subject><subject>LABELLED COMPOUNDS</subject><subject>LIGHT NUCLEI</subject><subject>Lyases</subject><subject>MAGNETIC RESONANCE</subject><subject>Mass Spectrometry</subject><subject>MICROORGANISMS</subject><subject>Molecular Sequence Data</subject><subject>MONOCARBOXYLIC ACIDS</subject><subject>NITROGEN 15</subject><subject>NITROGEN ISOTOPES</subject><subject>NUCLEI</subject><subject>NUCLEONS</subject><subject>ODD-EVEN NUCLEI</subject><subject>ORGANIC ACIDS</subject><subject>ORGANIC COMPOUNDS</subject><subject>oxygen</subject><subject>Oxygen - chemistry</subject><subject>Peptide Fragments - chemistry</subject><subject>PROTEINS</subject><subject>PROTONS</subject><subject>PYRUVIC ACID</subject><subject>RADICALS</subject><subject>RESONANCE</subject><subject>Sequencing</subject><subject>SPECTRA</subject><subject>Spectroscopy</subject><subject>STABLE ISOTOPES</subject><subject>TRANSFERASES</subject><subject>TYROSINE</subject><issn>0027-8424</issn><issn>1091-6490</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>1992</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFks-LEzEUx4Moa60evSkMot6m5vck4EVWdxUKiqznkMkkNmWadJPMYv97U9pt9aLk8Ajfz3tf8r4B4DmCCwQ78m4bdF4IuSALKfkDMENQopZTCR-CGYS4awXF9DF4kvMaQiiZgBfgAhEEGWUz8PFmZZurZG3zXQ_e6LHxofm2S9OdLlWIaVNru9zpbBufm2U09T40MTTX4874YNuO0KfgkdNjts-OdQ5-XH26ufzcLr9ef7n8sGwNJ7i0rO8Y4xr3rLPSMOg4hsJopoWRxBjuuOaDRpTjwUGI6nG0dz3BzJheakvm4P1h7nbqN3YwNpSkR7VNfqPTTkXt1d9K8Cv1M94pKkiHa_urQ3vMxatsfLFmZWII1hTFOOpk3eccvD16pHg72VzUxmdjx1EHG6esOiwglpT8F0QcISwIOduewHWcUqiLUhgiTHlXx81Be4BMijkn606vQlDtc1b7nJWQiqiac-Vf_rmKM30Ituqvj7rONVWXdDA-nzAGpUBSVuzNEdtPv1fvXZSbxrHYX6VyL_7BneV1LjGddExY_Xyc_AZXbc9B</recordid><startdate>19920201</startdate><enddate>19920201</enddate><creator>A. 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Volker Wagner</creator><creator>Frey, Manfred</creator><creator>Neugebauer, Franz A.</creator><creator>Schafer, Wolfram</creator><creator>Knappe, Joachim</creator><general>National Academy of Sciences of the United States of America</general><general>National Acad Sciences</general><general>National Academy of Sciences</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QG</scope><scope>7QL</scope><scope>7QP</scope><scope>7QR</scope><scope>7SN</scope><scope>7SS</scope><scope>7T5</scope><scope>7TK</scope><scope>7TM</scope><scope>7TO</scope><scope>7U9</scope><scope>8FD</scope><scope>C1K</scope><scope>FR3</scope><scope>H94</scope><scope>M7N</scope><scope>P64</scope><scope>RC3</scope><scope>M81</scope><scope>7X8</scope><scope>OTOTI</scope><scope>5PM</scope></search><sort><creationdate>19920201</creationdate><title>The Free Radical in Pyruvate Formate-Lyase is Located on Glycine-734</title><author>A. 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Volker Wagner ; Frey, Manfred ; Neugebauer, Franz A. ; Schafer, Wolfram ; Knappe, Joachim</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c632t-5b7556a2b57e9c50f6208ca5a8c93cc6f6a6da1462df001010f4bfb325ccb9ae3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>1992</creationdate><topic>550201 - Biochemistry- Tracer Techniques</topic><topic>Acetyltransferases - chemistry</topic><topic>Amino Acid Sequence</topic><topic>AMINO ACIDS</topic><topic>Analytical, structural and metabolic biochemistry</topic><topic>BACTERIA</topic><topic>Bacterial Proteins - chemistry</topic><topic>BARYONS</topic><topic>BASIC BIOLOGICAL SCIENCES</topic><topic>Biological and medical sciences</topic><topic>CARBON 13</topic><topic>CARBON 14 COMPOUNDS</topic><topic>CARBON COMPOUNDS</topic><topic>CARBON ISOTOPES</topic><topic>CARBOXYLIC ACIDS</topic><topic>Cellular biology</topic><topic>Cellular metabolism</topic><topic>ELECTRON SPECTRA</topic><topic>ELECTRON SPIN RESONANCE</topic><topic>Electron Spin Resonance Spectroscopy</topic><topic>ELEMENTARY PARTICLES</topic><topic>ENZYMES</topic><topic>Enzymes and enzyme inhibitors</topic><topic>ESCHERICHIA COLI</topic><topic>Escherichia coli - enzymology</topic><topic>EVEN-ODD NUCLEI</topic><topic>FERMIONS</topic><topic>Formates</topic><topic>FORMIC ACID</topic><topic>Free Radicals</topic><topic>Fundamental and applied biological sciences. Psychology</topic><topic>Gels</topic><topic>GLYCINE</topic><topic>Glycine - chemistry</topic><topic>HADRONS</topic><topic>HYDROXY ACIDS</topic><topic>HYPERFINE STRUCTURE</topic><topic>ISOTOPES</topic><topic>KETO ACIDS</topic><topic>LABELLED COMPOUNDS</topic><topic>LIGHT NUCLEI</topic><topic>Lyases</topic><topic>MAGNETIC RESONANCE</topic><topic>Mass Spectrometry</topic><topic>MICROORGANISMS</topic><topic>Molecular Sequence Data</topic><topic>MONOCARBOXYLIC ACIDS</topic><topic>NITROGEN 15</topic><topic>NITROGEN ISOTOPES</topic><topic>NUCLEI</topic><topic>NUCLEONS</topic><topic>ODD-EVEN NUCLEI</topic><topic>ORGANIC ACIDS</topic><topic>ORGANIC COMPOUNDS</topic><topic>oxygen</topic><topic>Oxygen - chemistry</topic><topic>Peptide Fragments - chemistry</topic><topic>PROTEINS</topic><topic>PROTONS</topic><topic>PYRUVIC ACID</topic><topic>RADICALS</topic><topic>RESONANCE</topic><topic>Sequencing</topic><topic>SPECTRA</topic><topic>Spectroscopy</topic><topic>STABLE ISOTOPES</topic><topic>TRANSFERASES</topic><topic>TYROSINE</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>A. 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Volker Wagner</creatorcontrib><creatorcontrib>Frey, Manfred</creatorcontrib><creatorcontrib>Neugebauer, Franz A.</creatorcontrib><creatorcontrib>Schafer, Wolfram</creatorcontrib><creatorcontrib>Knappe, Joachim</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Animal Behavior Abstracts</collection><collection>Bacteriology Abstracts (Microbiology B)</collection><collection>Calcium & Calcified Tissue Abstracts</collection><collection>Chemoreception Abstracts</collection><collection>Ecology Abstracts</collection><collection>Entomology Abstracts (Full archive)</collection><collection>Immunology Abstracts</collection><collection>Neurosciences Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Oncogenes and Growth Factors Abstracts</collection><collection>Virology and AIDS Abstracts</collection><collection>Technology Research Database</collection><collection>Environmental Sciences and Pollution Management</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Algology Mycology and Protozoology Abstracts (Microbiology C)</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>Genetics Abstracts</collection><collection>Biochemistry Abstracts 3</collection><collection>MEDLINE - Academic</collection><collection>OSTI.GOV</collection><collection>PubMed Central (Full Participant titles)</collection><jtitle>Proceedings of the National Academy of Sciences - PNAS</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>A. F. Volker Wagner</au><au>Frey, Manfred</au><au>Neugebauer, Franz A.</au><au>Schafer, Wolfram</au><au>Knappe, Joachim</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>The Free Radical in Pyruvate Formate-Lyase is Located on Glycine-734</atitle><jtitle>Proceedings of the National Academy of Sciences - PNAS</jtitle><addtitle>Proc Natl Acad Sci U S A</addtitle><date>1992-02-01</date><risdate>1992</risdate><volume>89</volume><issue>3</issue><spage>996</spage><epage>1000</epage><pages>996-1000</pages><issn>0027-8424</issn><eissn>1091-6490</eissn><coden>PNASA6</coden><abstract>Pyruvate formate-lyase (acetyl-CoA:formate C-acetyltransferase, EC 2.3.1.54) from anaerobic Escherichia coli cells converts pyruvate to acetyl-CoA and formate by a unique homolytic mechanism that involves a free radical harbored in the protein structure. By EPR spectroscopy of selectively13C-labeled enzyme, the radical (g = 2.0037) has been assigned to carbon-2 of a glycine residue. Estimated hyperfine coupling constants to the central13C nucleus (A| = 4.9 mT and A⊥= 0.1 mT) and to13C nuclei in α and β positions agree with literature data for glycine radical models. N-coupling was verified through uniform15N-labeling. The large1H hyperfine splitting (1.5 mT) dominating the EPR spectrum was assigned to the α proton, which in the enzyme radical is readily solvent-exchangeable. Oxygen destruction of the radical produced two unique fragments (82 and 3 kDa) of the constituent polypeptide chain. The N-terminal block on the small fragment was identified by mass spectrometry as an oxalyl residue that derives from Gly-734, thus assigning the primary structural glycyl radical position. The carbon-centered radical is probably resonance-stabilized through the adjacent carboxamide groups in the polypeptide main chain and could be comparable energetically with other known protein radicals carrying the unpaired electron in tyrosine or tryptophan residues.</abstract><cop>Washington, DC</cop><pub>National Academy of Sciences of the United States of America</pub><pmid>1310545</pmid><doi>10.1073/pnas.89.3.996</doi><tpages>5</tpages><oa>free_for_read</oa></addata></record> |
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| ispartof | Proceedings of the National Academy of Sciences - PNAS, 1992-02, Vol.89 (3), p.996-1000 |
| issn | 0027-8424 1091-6490 |
| language | eng |
| recordid | cdi_osti_scitechconnect_5617907 |
| source | MEDLINE; JSTOR Archive Collection A-Z Listing; PubMed Central; Alma/SFX Local Collection; Free Full-Text Journals in Chemistry |
| subjects | 550201 - Biochemistry- Tracer Techniques Acetyltransferases - chemistry Amino Acid Sequence AMINO ACIDS Analytical, structural and metabolic biochemistry BACTERIA Bacterial Proteins - chemistry BARYONS BASIC BIOLOGICAL SCIENCES Biological and medical sciences CARBON 13 CARBON 14 COMPOUNDS CARBON COMPOUNDS CARBON ISOTOPES CARBOXYLIC ACIDS Cellular biology Cellular metabolism ELECTRON SPECTRA ELECTRON SPIN RESONANCE Electron Spin Resonance Spectroscopy ELEMENTARY PARTICLES ENZYMES Enzymes and enzyme inhibitors ESCHERICHIA COLI Escherichia coli - enzymology EVEN-ODD NUCLEI FERMIONS Formates FORMIC ACID Free Radicals Fundamental and applied biological sciences. Psychology Gels GLYCINE Glycine - chemistry HADRONS HYDROXY ACIDS HYPERFINE STRUCTURE ISOTOPES KETO ACIDS LABELLED COMPOUNDS LIGHT NUCLEI Lyases MAGNETIC RESONANCE Mass Spectrometry MICROORGANISMS Molecular Sequence Data MONOCARBOXYLIC ACIDS NITROGEN 15 NITROGEN ISOTOPES NUCLEI NUCLEONS ODD-EVEN NUCLEI ORGANIC ACIDS ORGANIC COMPOUNDS oxygen Oxygen - chemistry Peptide Fragments - chemistry PROTEINS PROTONS PYRUVIC ACID RADICALS RESONANCE Sequencing SPECTRA Spectroscopy STABLE ISOTOPES TRANSFERASES TYROSINE |
| title | The Free Radical in Pyruvate Formate-Lyase is Located on Glycine-734 |
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