Polyprotein cleavage mechanism of SARS CoV Mpro and chemical modification of the octapeptide
Identifieur interne : 000238 ( PascalFrancis/Curation ); précédent : 000237; suivant : 000239Polyprotein cleavage mechanism of SARS CoV Mpro and chemical modification of the octapeptide
Auteurs : Qi-Shi Du [République populaire de Chine, Canada] ; Shu-Qing Wang [République populaire de Chine] ; YU ZHU [République populaire de Chine] ; Dong-Qing Wei [République populaire de Chine, Canada] ; HONG GUO [États-Unis] ; Suzanne Sirois [Canada] ; Kuo-Chen Chou [République populaire de Chine, États-Unis]Source :
- Peptides : (New York, NY. 1980) [ 0196-9781 ] ; 2004.
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Abstract
The cleavage mechanism of severe acute respiratory syndrome (SARS) coronavirus main proteinase (Mpro or 3CLpro) for the octapeptide AVLQSGFR is studied using molecular mechanics (MM) and quantum mechanics (QM). The catalytic dyad His-41 and Cys-145 in the active pocket between domain I and II seem to polarize the π-electron density of the peptide bond between Gln and Ser in the octapeptide, leading to an increase of positive charge on C(CO) of Gln and negative charge on N(NH) of Ser. The possibility of enhancing the chemical bond between Gln and Ser based on the "distorted key" theory [Anal. Biochem. 233 (1996) 1] is examined. The scissile peptide bond between Gln and Ser is found to be solidified through "hybrid peptide bond" by changing the carbonyl group CO of Gln to CH2 or CF2. This leads to a break of the π-bond system for the peptide bond, making the octapeptide (AVLQSGFR) a "distorted key" and a potential starting system for the design of anti SARS drugs.
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Decarie</s1><s2>Montreal, Que., H3W 3C3</s2><s3>CAN</s3><sZ>1 aut.</sZ><sZ>4 aut.</sZ><sZ>6 aut.</sZ></inist:fA14><country>Canada</country></affiliation></author><author><name sortKey="Wang, Shu Qing" sort="Wang, Shu Qing" uniqKey="Wang S" first="Shu-Qing" last="Wang">Shu-Qing Wang</name><affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Ranjin Normal University and Tianjin Institute of Bioinformatics and Drug Discovery (TIBDD)</s1><s2>Tianjin 300074</s2><s3>CHN</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ><sZ>7 aut.</sZ></inist:fA14><country>République populaire de Chine</country></affiliation></author><author><name sortKey="Yu Zhu" sort="Yu Zhu" uniqKey="Yu Zhu" last="Yu Zhu">YU ZHU</name><affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Ranjin Normal University and Tianjin Institute of Bioinformatics and Drug Discovery (TIBDD)</s1><s2>Tianjin 300074</s2><s3>CHN</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ><sZ>7 aut.</sZ></inist:fA14><country>République populaire de Chine</country></affiliation></author><author><name sortKey="Wei, Dong Qing" sort="Wei, Dong Qing" uniqKey="Wei D" first="Dong-Qing" last="Wei">Dong-Qing Wei</name><affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Ranjin Normal University and Tianjin Institute of Bioinformatics and Drug Discovery (TIBDD)</s1><s2>Tianjin 300074</s2><s3>CHN</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ><sZ>7 aut.</sZ></inist:fA14><country>République populaire de Chine</country></affiliation><affiliation wicri:level="1"><inist:fA14 i1="02"><s1>Institut Technologique de Montreal, Suite 168, 5253 Boul. Decarie</s1><s2>Montreal, Que., H3W 3C3</s2><s3>CAN</s3><sZ>1 aut.</sZ><sZ>4 aut.</sZ><sZ>6 aut.</sZ></inist:fA14><country>Canada</country></affiliation><affiliation wicri:level="1"><inist:fA14 i1="03"><s1>Center For Research in Molecular Modeling (CERMM), Concordia University</s1><s2>Montreal</s2><s3>CAN</s3><sZ>4 aut.</sZ></inist:fA14><country>Canada</country></affiliation></author><author><name sortKey="Hong Guo" sort="Hong Guo" uniqKey="Hong Guo" last="Hong Guo">HONG GUO</name><affiliation wicri:level="1"><inist:fA14 i1="04"><s1>University of Tennessee, Department of Biochemistry, Cell and Molecular Biology</s1><s2>Knoxville, TN 37996-0840</s2><s3>USA</s3><sZ>5 aut.</sZ></inist:fA14><country>États-Unis</country></affiliation></author><author><name sortKey="Sirois, Suzanne" sort="Sirois, Suzanne" uniqKey="Sirois S" first="Suzanne" last="Sirois">Suzanne Sirois</name><affiliation wicri:level="1"><inist:fA14 i1="02"><s1>Institut Technologique de Montreal, Suite 168, 5253 Boul. Decarie</s1><s2>Montreal, Que., H3W 3C3</s2><s3>CAN</s3><sZ>1 aut.</sZ><sZ>4 aut.</sZ><sZ>6 aut.</sZ></inist:fA14><country>Canada</country></affiliation></author><author><name sortKey="Chou, Kuo Chen" sort="Chou, Kuo Chen" uniqKey="Chou K" first="Kuo-Chen" last="Chou">Kuo-Chen Chou</name><affiliation wicri:level="1"><inist:fA14 i1="01"><s1>Ranjin Normal University and Tianjin Institute of Bioinformatics and Drug Discovery (TIBDD)</s1><s2>Tianjin 300074</s2><s3>CHN</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ><sZ>7 aut.</sZ></inist:fA14><country>République populaire de Chine</country></affiliation><affiliation wicri:level="1"><inist:fA14 i1="05"><s1>Institute of Image Processing and Pattern Recognition, Shanghai Jiaotong University</s1><s2>Shanghai 200030</s2><s3>CHN</s3><sZ>7 aut.</sZ></inist:fA14><country>République populaire de Chine</country></affiliation><affiliation wicri:level="1"><inist:fA14 i1="06"><s1>Gordon Life Science Institute</s1><s2>San Diego, CA 92130</s2><s3>USA</s3><sZ>7 aut.</sZ></inist:fA14><country>États-Unis</country></affiliation></author></analytic><series><title level="j" type="main">Peptides : (New York, NY. 1980)</title><title level="j" type="abbreviated">Peptides : (NY NY, 1980)</title><idno type="ISSN">0196-9781</idno><imprint><date when="2004">2004</date></imprint></series></biblStruct></sourceDesc><seriesStmt><title level="j" type="main">Peptides : (New York, NY. 1980)</title><title level="j" type="abbreviated">Peptides : (NY NY, 1980)</title><idno type="ISSN">0196-9781</idno></seriesStmt></fileDesc><profileDesc><textClass><keywords scheme="KwdEn" xml:lang="en"><term>Chemical modification</term><term>Coronavirus</term><term>Inhibitor</term><term>Mechanism</term><term>Octapeptide</term><term>Peptidases</term><term>Quantum mechanics</term><term>Severe acute respiratory syndrome</term></keywords><keywords scheme="Pascal" xml:lang="fr"><term>Modification chimique</term><term>Peptidases</term><term>Octapeptide</term><term>Inhibiteur</term><term>Mécanique quantique</term><term>Syndrome respiratoire aigu sévère</term><term>Coronavirus</term><term>Mécanisme</term></keywords></textClass></profileDesc></teiHeader><front><div type="abstract" xml:lang="en">The cleavage mechanism of severe acute respiratory syndrome (SARS) coronavirus main proteinase (M<sup>pro</sup> or 3CL<sup>pro</sup>) for the octapeptide AVLQSGFR is studied using molecular mechanics (MM) and quantum mechanics (QM). The catalytic dyad His-41 and Cys-145 in the active pocket between domain I and II seem to polarize the π-electron density of the peptide bond between Gln and Ser in the octapeptide, leading to an increase of positive charge on C(CO) of Gln and negative charge on N(NH) of Ser. The possibility of enhancing the chemical bond between Gln and Ser based on the "distorted key" theory [Anal. Biochem. 233 (1996) 1] is examined. The scissile peptide bond between Gln and Ser is found to be solidified through "hybrid peptide bond" by changing the carbonyl group CO of Gln to CH<sub>2</sub> or CF<sub>2</sub>. This leads to a break of the π-bond system for the peptide bond, making the octapeptide (AVLQSGFR) a "distorted key" and a potential starting system for the design of anti SARS drugs.</div></front></TEI><inist><standard h6="B"><pA><fA01 i1="01" i2="1"><s0>0196-9781</s0></fA01><fA02 i1="01"><s0>PPTDD5</s0></fA02><fA03 i2="1"><s0>Peptides : (NY NY, 1980)</s0></fA03><fA05><s2>25</s2></fA05><fA06><s2>11</s2></fA06><fA08 i1="01" i2="1" l="ENG"><s1>Polyprotein cleavage mechanism of SARS CoV M<sup>pro</sup> and chemical modification of the octapeptide</s1></fA08><fA11 i1="01" i2="1"><s1>DU (Qi-Shi)</s1></fA11><fA11 i1="02" i2="1"><s1>WANG (Shu-Qing)</s1></fA11><fA11 i1="03" i2="1"><s1>YU ZHU</s1></fA11><fA11 i1="04" i2="1"><s1>WEI (Dong-Qing)</s1></fA11><fA11 i1="05" i2="1"><s1>HONG GUO</s1></fA11><fA11 i1="06" i2="1"><s1>SIROIS (Suzanne)</s1></fA11><fA11 i1="07" i2="1"><s1>CHOU (Kuo-Chen)</s1></fA11><fA14 i1="01"><s1>Ranjin Normal University and Tianjin Institute of Bioinformatics and Drug Discovery (TIBDD)</s1><s2>Tianjin 300074</s2><s3>CHN</s3><sZ>1 aut.</sZ><sZ>2 aut.</sZ><sZ>3 aut.</sZ><sZ>4 aut.</sZ><sZ>7 aut.</sZ></fA14><fA14 i1="02"><s1>Institut Technologique de Montreal, Suite 168, 5253 Boul. Decarie</s1><s2>Montreal, Que., H3W 3C3</s2><s3>CAN</s3><sZ>1 aut.</sZ><sZ>4 aut.</sZ><sZ>6 aut.</sZ></fA14><fA14 i1="03"><s1>Center For Research in Molecular Modeling (CERMM), Concordia University</s1><s2>Montreal</s2><s3>CAN</s3><sZ>4 aut.</sZ></fA14><fA14 i1="04"><s1>University of Tennessee, Department of Biochemistry, Cell and Molecular Biology</s1><s2>Knoxville, TN 37996-0840</s2><s3>USA</s3><sZ>5 aut.</sZ></fA14><fA14 i1="05"><s1>Institute of Image Processing and Pattern Recognition, Shanghai Jiaotong University</s1><s2>Shanghai 200030</s2><s3>CHN</s3><sZ>7 aut.</sZ></fA14><fA14 i1="06"><s1>Gordon Life Science Institute</s1><s2>San Diego, CA 92130</s2><s3>USA</s3><sZ>7 aut.</sZ></fA14><fA20><s1>1857-1864</s1></fA20><fA21><s1>2004</s1></fA21><fA23 i1="01"><s0>ENG</s0></fA23><fA43 i1="01"><s1>INIST</s1><s2>19060</s2><s5>354000120552900040</s5></fA43><fA44><s0>0000</s0><s1>© 2005 INIST-CNRS. All rights reserved.</s1></fA44><fA45><s0>37 ref.</s0></fA45><fA47 i1="01" i2="1"><s0>05-0028901</s0></fA47><fA60><s1>P</s1></fA60><fA61><s0>A</s0></fA61><fA64 i1="01" i2="1"><s0>Peptides : (New York, NY. 1980)</s0></fA64><fA66 i1="01"><s0>USA</s0></fA66><fC01 i1="01" l="ENG"><s0>The cleavage mechanism of severe acute respiratory syndrome (SARS) coronavirus main proteinase (M<sup>pro</sup> or 3CL<sup>pro</sup>) for the octapeptide AVLQSGFR is studied using molecular mechanics (MM) and quantum mechanics (QM). The catalytic dyad His-41 and Cys-145 in the active pocket between domain I and II seem to polarize the π-electron density of the peptide bond between Gln and Ser in the octapeptide, leading to an increase of positive charge on C(CO) of Gln and negative charge on N(NH) of Ser. The possibility of enhancing the chemical bond between Gln and Ser based on the "distorted key" theory [Anal. Biochem. 233 (1996) 1] is examined. The scissile peptide bond between Gln and Ser is found to be solidified through "hybrid peptide bond" by changing the carbonyl group CO of Gln to CH<sub>2</sub> or CF<sub>2</sub>. This leads to a break of the π-bond system for the peptide bond, making the octapeptide (AVLQSGFR) a "distorted key" and a potential starting system for the design of anti SARS drugs.</s0></fC01><fC02 i1="01" i2="X"><s0>002B11D</s0></fC02><fC03 i1="01" i2="X" l="FRE"><s0>Modification chimique</s0><s5>01</s5></fC03><fC03 i1="01" i2="X" l="ENG"><s0>Chemical modification</s0><s5>01</s5></fC03><fC03 i1="01" i2="X" l="SPA"><s0>Modificación química</s0><s5>01</s5></fC03><fC03 i1="02" i2="X" l="FRE"><s0>Peptidases</s0><s2>FE</s2><s5>02</s5></fC03><fC03 i1="02" i2="X" l="ENG"><s0>Peptidases</s0><s2>FE</s2><s5>02</s5></fC03><fC03 i1="02" i2="X" l="SPA"><s0>Peptidases</s0><s2>FE</s2><s5>02</s5></fC03><fC03 i1="03" i2="X" l="FRE"><s0>Octapeptide</s0><s5>03</s5></fC03><fC03 i1="03" i2="X" l="ENG"><s0>Octapeptide</s0><s5>03</s5></fC03><fC03 i1="03" i2="X" l="SPA"><s0>Octapéptido</s0><s5>03</s5></fC03><fC03 i1="04" i2="X" l="FRE"><s0>Inhibiteur</s0><s5>04</s5></fC03><fC03 i1="04" i2="X" l="ENG"><s0>Inhibitor</s0><s5>04</s5></fC03><fC03 i1="04" i2="X" l="SPA"><s0>Inhibidor</s0><s5>04</s5></fC03><fC03 i1="05" i2="X" l="FRE"><s0>Mécanique quantique</s0><s5>08</s5></fC03><fC03 i1="05" i2="X" l="ENG"><s0>Quantum mechanics</s0><s5>08</s5></fC03><fC03 i1="05" i2="X" l="SPA"><s0>Mecánica cuántica</s0><s5>08</s5></fC03><fC03 i1="06" i2="X" l="FRE"><s0>Syndrome respiratoire aigu sévère</s0><s2>NM</s2><s5>09</s5></fC03><fC03 i1="06" i2="X" l="ENG"><s0>Severe acute respiratory syndrome</s0><s2>NM</s2><s5>09</s5></fC03><fC03 i1="06" i2="X" l="SPA"><s0>Síndrome respiratorio agudo severo</s0><s2>NM</s2><s5>09</s5></fC03><fC03 i1="07" i2="X" l="FRE"><s0>Coronavirus</s0><s2>NW</s2><s5>69</s5></fC03><fC03 i1="07" i2="X" l="ENG"><s0>Coronavirus</s0><s2>NW</s2><s5>69</s5></fC03><fC03 i1="07" i2="X" l="SPA"><s0>Coronavirus</s0><s2>NW</s2><s5>69</s5></fC03><fC03 i1="08" i2="X" l="FRE"><s0>Mécanisme</s0><s5>70</s5></fC03><fC03 i1="08" i2="X" l="ENG"><s0>Mechanism</s0><s5>70</s5></fC03><fC03 i1="08" i2="X" l="SPA"><s0>Mecanismo</s0><s5>70</s5></fC03><fC07 i1="01" i2="X" l="FRE"><s0>Hydrolases</s0><s2>FE</s2></fC07><fC07 i1="01" i2="X" l="ENG"><s0>Hydrolases</s0><s2>FE</s2></fC07><fC07 i1="01" i2="X" l="SPA"><s0>Hydrolases</s0><s2>FE</s2></fC07><fC07 i1="02" i2="X" l="FRE"><s0>Enzyme</s0><s2>FE</s2></fC07><fC07 i1="02" i2="X" l="ENG"><s0>Enzyme</s0><s2>FE</s2></fC07><fC07 i1="02" i2="X" l="SPA"><s0>Enzima</s0><s2>FE</s2></fC07><fC07 i1="03" i2="X" l="FRE"><s0>Virose</s0><s2>NM</s2></fC07><fC07 i1="03" i2="X" l="ENG"><s0>Viral disease</s0><s2>NM</s2></fC07><fC07 i1="03" i2="X" l="SPA"><s0>Virosis</s0><s2>NM</s2></fC07><fC07 i1="04" i2="X" l="FRE"><s0>Infection</s0><s2>NM</s2></fC07><fC07 i1="04" i2="X" l="ENG"><s0>Infection</s0><s2>NM</s2></fC07><fC07 i1="04" i2="X" l="SPA"><s0>Infección</s0><s2>NM</s2></fC07><fC07 i1="05" i2="X" l="FRE"><s0>Coronaviridae</s0><s2>NW</s2></fC07><fC07 i1="05" i2="X" l="ENG"><s0>Coronaviridae</s0><s2>NW</s2></fC07><fC07 i1="05" i2="X" l="SPA"><s0>Coronaviridae</s0><s2>NW</s2></fC07><fC07 i1="06" i2="X" l="FRE"><s0>Nidovirales</s0><s2>NW</s2></fC07><fC07 i1="06" i2="X" l="ENG"><s0>Nidovirales</s0><s2>NW</s2></fC07><fC07 i1="06" i2="X" l="SPA"><s0>Nidovirales</s0><s2>NW</s2></fC07><fC07 i1="07" i2="X" l="FRE"><s0>Virus</s0><s2>NW</s2></fC07><fC07 i1="07" i2="X" l="ENG"><s0>Virus</s0><s2>NW</s2></fC07><fC07 i1="07" i2="X" l="SPA"><s0>Virus</s0><s2>NW</s2></fC07><fN21><s1>010</s1></fN21></pA></standard></inist></record>Pour manipuler ce document sous Unix (Dilib)
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|texte= Polyprotein cleavage mechanism of SARS CoV Mpro and chemical modification of the octapeptide
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