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A quantum chemical study on the mechanism of glycinamide ribonucleotide transformylase inhibitor: 10-Formyl-5,8,10-trideazafolic acid
A density functional theory (DFT) study is presented on the reaction mechanism of glycinamide ribonucleotide (GAR) with 10-formyl-5,8,10-trideazafolic acid (10f-TDAF), which is an inhibitor designed for GAR transformylase (GAR Tfase). There are three different paths for this system and the results i...
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| Published in: | Biophysical chemistry 2005-12, Vol.118 (2), p.78-83 |
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| Main Authors: | , , , , |
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| Language: | English |
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| cites | cdi_FETCH-LOGICAL-c303t-4ca1e9081e6d772475d45ddc974ef658135acd1284a3c96ab4ac7ef516015c603 |
| container_end_page | 83 |
| container_issue | 2 |
| container_start_page | 78 |
| container_title | Biophysical chemistry |
| container_volume | 118 |
| creator | Qiao, Qing-An Jin, Yueqing Yang, Chuanlu Zhang, Zhihong Wang, Meishan |
| description | A density functional theory (DFT) study is presented on the reaction mechanism of glycinamide ribonucleotide (GAR) with 10-formyl-5,8,10-trideazafolic acid (10f-TDAF), which is an inhibitor designed for GAR transformylase (GAR Tfase). There are three different paths for this system and the results indicate that inhibitor 10f-TDAF can form a very stable intermediate with the substrate GAR or generate an imine bond with GAR by elimination of water. The results have verified the presumption from available experiments and implied that 10f-TDAF would be an important target for anti-neoplastic intervention. |
| doi_str_mv | 10.1016/j.bpc.2005.07.001 |
| format | article |
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There are three different paths for this system and the results indicate that inhibitor 10f-TDAF can form a very stable intermediate with the substrate GAR or generate an imine bond with GAR by elimination of water. The results have verified the presumption from available experiments and implied that 10f-TDAF would be an important target for anti-neoplastic intervention.</description><identifier>ISSN: 0301-4622</identifier><identifier>EISSN: 1873-4200</identifier><identifier>DOI: 10.1016/j.bpc.2005.07.001</identifier><identifier>PMID: 16198047</identifier><language>eng</language><publisher>Netherlands: Elsevier B.V</publisher><subject>10-Formyl-5,8,10-trideazafolic acid ; Catalysis ; Chemical Phenomena ; Chemistry, Physical ; Density Functional Theory (DFT) ; Enzyme Inhibitors - chemistry ; Enzyme Inhibitors - pharmacology ; GAR Tfase inhibitor ; Glutamates - chemistry ; Glutamates - pharmacology ; Glycine - analogs & derivatives ; Glycine - chemical synthesis ; Glycine - chemistry ; Models, Chemical ; Molecular Structure ; Phosphoribosylglycinamide Formyltransferase - antagonists & inhibitors ; Quantum Theory ; Quinazolines - chemistry ; Quinazolines - pharmacology ; Ribonucleotides - chemical synthesis ; Ribonucleotides - chemistry ; Stereoisomerism</subject><ispartof>Biophysical chemistry, 2005-12, Vol.118 (2), p.78-83</ispartof><rights>2005 Elsevier B.V.</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><cites>FETCH-LOGICAL-c303t-4ca1e9081e6d772475d45ddc974ef658135acd1284a3c96ab4ac7ef516015c603</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>314,780,784,27924,27925</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16198047$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Qiao, Qing-An</creatorcontrib><creatorcontrib>Jin, Yueqing</creatorcontrib><creatorcontrib>Yang, Chuanlu</creatorcontrib><creatorcontrib>Zhang, Zhihong</creatorcontrib><creatorcontrib>Wang, Meishan</creatorcontrib><title>A quantum chemical study on the mechanism of glycinamide ribonucleotide transformylase inhibitor: 10-Formyl-5,8,10-trideazafolic acid</title><title>Biophysical chemistry</title><addtitle>Biophys Chem</addtitle><description>A density functional theory (DFT) study is presented on the reaction mechanism of glycinamide ribonucleotide (GAR) with 10-formyl-5,8,10-trideazafolic acid (10f-TDAF), which is an inhibitor designed for GAR transformylase (GAR Tfase). There are three different paths for this system and the results indicate that inhibitor 10f-TDAF can form a very stable intermediate with the substrate GAR or generate an imine bond with GAR by elimination of water. The results have verified the presumption from available experiments and implied that 10f-TDAF would be an important target for anti-neoplastic intervention.</description><subject>10-Formyl-5,8,10-trideazafolic acid</subject><subject>Catalysis</subject><subject>Chemical Phenomena</subject><subject>Chemistry, Physical</subject><subject>Density Functional Theory (DFT)</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>GAR Tfase inhibitor</subject><subject>Glutamates - chemistry</subject><subject>Glutamates - pharmacology</subject><subject>Glycine - analogs & derivatives</subject><subject>Glycine - chemical synthesis</subject><subject>Glycine - chemistry</subject><subject>Models, Chemical</subject><subject>Molecular Structure</subject><subject>Phosphoribosylglycinamide Formyltransferase - antagonists & inhibitors</subject><subject>Quantum Theory</subject><subject>Quinazolines - chemistry</subject><subject>Quinazolines - pharmacology</subject><subject>Ribonucleotides - chemical synthesis</subject><subject>Ribonucleotides - chemistry</subject><subject>Stereoisomerism</subject><issn>0301-4622</issn><issn>1873-4200</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2005</creationdate><recordtype>article</recordtype><recordid>eNp9kE9v1DAQxS0EokvhA3BBPnFqwjh_nAROVdUCUqVe4Gw54wnrVRxvbQdpufd718uuxI25jObpvSfNj7H3AkoBQn7aleMeywqgLaErAcQLthF9VxdN1l6yDdQgikZW1QV7E-MO8vQAr9mFkGLooek27OmaP656SavjuCVnUc88ptUcuF942hJ3hFu92Oi4n_iv-YB20c4a4sGOfllxJp-OZwp6iZMP7jDrSNwuWzva5MNnLqC4-6sX7VV_la8UckD_0ZOfLXKN1rxlryY9R3p33pfs593tj5tvxf3D1-831_cF1lCnokEtaIBekDRdVzVda5rWGBy6hibZ9qJuNRpR9Y2ucZB6bDR2NLVCgmhRQn3JPp5698E_rhSTcjYizbNeyK9Ryb4HOQxtNoqTEYOPMdCk9sE6HQ5KgDqyVzuV2asjewWdyuxz5sO5fB0dmX-JM-xs-HIyUH7xt6WgIlpakIwNhEkZb_9T_wxfMZWn</recordid><startdate>20051201</startdate><enddate>20051201</enddate><creator>Qiao, Qing-An</creator><creator>Jin, Yueqing</creator><creator>Yang, Chuanlu</creator><creator>Zhang, Zhihong</creator><creator>Wang, Meishan</creator><general>Elsevier B.V</general><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>7X8</scope></search><sort><creationdate>20051201</creationdate><title>A quantum chemical study on the mechanism of glycinamide ribonucleotide transformylase inhibitor: 10-Formyl-5,8,10-trideazafolic acid</title><author>Qiao, Qing-An ; Jin, Yueqing ; Yang, Chuanlu ; Zhang, Zhihong ; Wang, Meishan</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c303t-4ca1e9081e6d772475d45ddc974ef658135acd1284a3c96ab4ac7ef516015c603</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2005</creationdate><topic>10-Formyl-5,8,10-trideazafolic acid</topic><topic>Catalysis</topic><topic>Chemical Phenomena</topic><topic>Chemistry, Physical</topic><topic>Density Functional Theory (DFT)</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>GAR Tfase inhibitor</topic><topic>Glutamates - chemistry</topic><topic>Glutamates - pharmacology</topic><topic>Glycine - analogs & derivatives</topic><topic>Glycine - chemical synthesis</topic><topic>Glycine - chemistry</topic><topic>Models, Chemical</topic><topic>Molecular Structure</topic><topic>Phosphoribosylglycinamide Formyltransferase - antagonists & inhibitors</topic><topic>Quantum Theory</topic><topic>Quinazolines - chemistry</topic><topic>Quinazolines - pharmacology</topic><topic>Ribonucleotides - chemical synthesis</topic><topic>Ribonucleotides - chemistry</topic><topic>Stereoisomerism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Qiao, Qing-An</creatorcontrib><creatorcontrib>Jin, Yueqing</creatorcontrib><creatorcontrib>Yang, Chuanlu</creatorcontrib><creatorcontrib>Zhang, Zhihong</creatorcontrib><creatorcontrib>Wang, Meishan</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>MEDLINE - Academic</collection><jtitle>Biophysical chemistry</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Qiao, Qing-An</au><au>Jin, Yueqing</au><au>Yang, Chuanlu</au><au>Zhang, Zhihong</au><au>Wang, Meishan</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>A quantum chemical study on the mechanism of glycinamide ribonucleotide transformylase inhibitor: 10-Formyl-5,8,10-trideazafolic acid</atitle><jtitle>Biophysical chemistry</jtitle><addtitle>Biophys Chem</addtitle><date>2005-12-01</date><risdate>2005</risdate><volume>118</volume><issue>2</issue><spage>78</spage><epage>83</epage><pages>78-83</pages><issn>0301-4622</issn><eissn>1873-4200</eissn><abstract>A density functional theory (DFT) study is presented on the reaction mechanism of glycinamide ribonucleotide (GAR) with 10-formyl-5,8,10-trideazafolic acid (10f-TDAF), which is an inhibitor designed for GAR transformylase (GAR Tfase). There are three different paths for this system and the results indicate that inhibitor 10f-TDAF can form a very stable intermediate with the substrate GAR or generate an imine bond with GAR by elimination of water. The results have verified the presumption from available experiments and implied that 10f-TDAF would be an important target for anti-neoplastic intervention.</abstract><cop>Netherlands</cop><pub>Elsevier B.V</pub><pmid>16198047</pmid><doi>10.1016/j.bpc.2005.07.001</doi><tpages>6</tpages></addata></record> |
| fulltext | fulltext |
| identifier | ISSN: 0301-4622 |
| ispartof | Biophysical chemistry, 2005-12, Vol.118 (2), p.78-83 |
| issn | 0301-4622 1873-4200 |
| language | eng |
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| source | ScienceDirect Freedom Collection 2022-2024 |
| subjects | 10-Formyl-5,8,10-trideazafolic acid Catalysis Chemical Phenomena Chemistry, Physical Density Functional Theory (DFT) Enzyme Inhibitors - chemistry Enzyme Inhibitors - pharmacology GAR Tfase inhibitor Glutamates - chemistry Glutamates - pharmacology Glycine - analogs & derivatives Glycine - chemical synthesis Glycine - chemistry Models, Chemical Molecular Structure Phosphoribosylglycinamide Formyltransferase - antagonists & inhibitors Quantum Theory Quinazolines - chemistry Quinazolines - pharmacology Ribonucleotides - chemical synthesis Ribonucleotides - chemistry Stereoisomerism |
| title | A quantum chemical study on the mechanism of glycinamide ribonucleotide transformylase inhibitor: 10-Formyl-5,8,10-trideazafolic acid |
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