Rapid Assembly and in Situ Screening of Bidentate Inhibitors of Protein Tyrosine Phosphatases
We have successfully designed and synthesized a small library of protein tyrosine phosphatase (PTP) inhibitors, in which the so-called “click chemistry” or Cu(I)-catalyzed 1,3-dipolar alkyne−azide coupling reaction was carried out for rapid assembly of 66 different bidentate compounds. Subsequent in...
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| Veröffentlicht in: | Organic letters 2006-02, Vol.8 (4), p.713-716 |
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| container_title | Organic letters |
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| creator | Srinivasan, Rajavel Uttamchandani, Mahesh Yao, Shao Q |
| description | We have successfully designed and synthesized a small library of protein tyrosine phosphatase (PTP) inhibitors, in which the so-called “click chemistry” or Cu(I)-catalyzed 1,3-dipolar alkyne−azide coupling reaction was carried out for rapid assembly of 66 different bidentate compounds. Subsequent in situ enzymatic screening revealed a potential PTP1B inhibitor (IC50 = 4.7 μM) which is 10−100 fold more potent than other PTPs. |
| doi_str_mv | 10.1021/ol052895w |
| format | Article |
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Subsequent in situ enzymatic screening revealed a potential PTP1B inhibitor (IC50 = 4.7 μM) which is 10−100 fold more potent than other PTPs.</description><identifier>ISSN: 1523-7060</identifier><identifier>EISSN: 1523-7052</identifier><identifier>DOI: 10.1021/ol052895w</identifier><identifier>PMID: 16468749</identifier><language>eng</language><publisher>United States: American Chemical Society</publisher><subject>Binding Sites - drug effects ; Combinatorial Chemistry Techniques ; Inhibitory Concentration 50 ; Isoxazoles - chemical synthesis ; Isoxazoles - chemistry ; Isoxazoles - pharmacology ; Molecular Structure ; Protein Tyrosine Phosphatase, Non-Receptor Type 1 ; Protein Tyrosine Phosphatases - antagonists & inhibitors ; Triazoles - chemical synthesis ; Triazoles - chemistry ; Triazoles - pharmacology</subject><ispartof>Organic letters, 2006-02, Vol.8 (4), p.713-716</ispartof><rights>Copyright © 2006 American Chemical Society</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-a379t-2ce5ca4e8b39892b414c2ab585dcc7f30dcfc5608e66edfe78e9fddcfb1e62ef3</citedby><cites>FETCH-LOGICAL-a379t-2ce5ca4e8b39892b414c2ab585dcc7f30dcfc5608e66edfe78e9fddcfb1e62ef3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktopdf>$$Uhttps://pubs.acs.org/doi/pdf/10.1021/ol052895w$$EPDF$$P50$$Gacs$$H</linktopdf><linktohtml>$$Uhttps://pubs.acs.org/doi/10.1021/ol052895w$$EHTML$$P50$$Gacs$$H</linktohtml><link.rule.ids>314,780,784,2765,27076,27924,27925,56738,56788</link.rule.ids><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/16468749$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Srinivasan, Rajavel</creatorcontrib><creatorcontrib>Uttamchandani, Mahesh</creatorcontrib><creatorcontrib>Yao, Shao Q</creatorcontrib><title>Rapid Assembly and in Situ Screening of Bidentate Inhibitors of Protein Tyrosine Phosphatases</title><title>Organic letters</title><addtitle>Org. 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Subsequent in situ enzymatic screening revealed a potential PTP1B inhibitor (IC50 = 4.7 μM) which is 10−100 fold more potent than other PTPs.</description><subject>Binding Sites - drug effects</subject><subject>Combinatorial Chemistry Techniques</subject><subject>Inhibitory Concentration 50</subject><subject>Isoxazoles - chemical synthesis</subject><subject>Isoxazoles - chemistry</subject><subject>Isoxazoles - pharmacology</subject><subject>Molecular Structure</subject><subject>Protein Tyrosine Phosphatase, Non-Receptor Type 1</subject><subject>Protein Tyrosine Phosphatases - antagonists & inhibitors</subject><subject>Triazoles - chemical synthesis</subject><subject>Triazoles - chemistry</subject><subject>Triazoles - pharmacology</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkEtLAzEUhYMotlYX_gHJxoWL0WRmMo9lLVULBYutSxnyuLEpbWZIUqT_3pSWunF17z1893A4CN1S8khJSp_aNWFpVbOfM9SnLM2SMt7np70gPXTl_YoQGpX6EvVokRdVmdd99PXBO6Pw0HvYiPUOc6uwsXhuwhbPpQOwxn7jVuNno8AGHgBP7NIIE1rn9_rMtQHix2LnWm8s4Nmy9d2SB-7BX6MLzdcebo5zgD5fxovRWzJ9f52MhtOEZ2UdklQCkzyHSmR1Vacip7lMuWAVU1KWOiNKaskKUkFRgNJQVlBrFUVBoUhBZwP0cPCVMYR3oJvOmQ13u4aSZl9Rc6oosncHttuKDag_8thJBO4PAJe-WbVbZ2P0f4x-AbvWb_E</recordid><startdate>20060216</startdate><enddate>20060216</enddate><creator>Srinivasan, Rajavel</creator><creator>Uttamchandani, Mahesh</creator><creator>Yao, Shao Q</creator><general>American Chemical Society</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></search><sort><creationdate>20060216</creationdate><title>Rapid Assembly and in Situ Screening of Bidentate Inhibitors of Protein Tyrosine Phosphatases</title><author>Srinivasan, Rajavel ; Uttamchandani, Mahesh ; Yao, Shao Q</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-a379t-2ce5ca4e8b39892b414c2ab585dcc7f30dcfc5608e66edfe78e9fddcfb1e62ef3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Binding Sites - drug effects</topic><topic>Combinatorial Chemistry Techniques</topic><topic>Inhibitory Concentration 50</topic><topic>Isoxazoles - chemical synthesis</topic><topic>Isoxazoles - chemistry</topic><topic>Isoxazoles - pharmacology</topic><topic>Molecular Structure</topic><topic>Protein Tyrosine Phosphatase, Non-Receptor Type 1</topic><topic>Protein Tyrosine Phosphatases - antagonists & inhibitors</topic><topic>Triazoles - chemical synthesis</topic><topic>Triazoles - chemistry</topic><topic>Triazoles - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Srinivasan, Rajavel</creatorcontrib><creatorcontrib>Uttamchandani, Mahesh</creatorcontrib><creatorcontrib>Yao, Shao Q</creatorcontrib><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><jtitle>Organic letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Srinivasan, Rajavel</au><au>Uttamchandani, Mahesh</au><au>Yao, Shao Q</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Rapid Assembly and in Situ Screening of Bidentate Inhibitors of Protein Tyrosine Phosphatases</atitle><jtitle>Organic letters</jtitle><addtitle>Org. 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| fulltext | fulltext |
| identifier | ISSN: 1523-7060 |
| ispartof | Organic letters, 2006-02, Vol.8 (4), p.713-716 |
| issn | 1523-7060 1523-7052 |
| language | eng |
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| source | MEDLINE; American Chemical Society Journals |
| subjects | Binding Sites - drug effects Combinatorial Chemistry Techniques Inhibitory Concentration 50 Isoxazoles - chemical synthesis Isoxazoles - chemistry Isoxazoles - pharmacology Molecular Structure Protein Tyrosine Phosphatase, Non-Receptor Type 1 Protein Tyrosine Phosphatases - antagonists & inhibitors Triazoles - chemical synthesis Triazoles - chemistry Triazoles - pharmacology |
| title | Rapid Assembly and in Situ Screening of Bidentate Inhibitors of Protein Tyrosine Phosphatases |
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