Tentoxin as a Scaffold for Drug Discovery. Total Solid-Phase Synthesis of Tentoxin and a Library of Analogues
A solid-phase method for the synthesis of tentoxin has been developed. Two key stepsdehydration and N-alkylationare carried out while the peptide is anchored to the resin. The method, which has been validated by the preparation of a library of tentoxin analogues, should be applicable to the genera...
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Veröffentlicht in: | Organic letters 2003-06, Vol.5 (12), p.2115-2118 |
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creator | Jiménez, Jose C Chavarría, Bibiana López-Macià, Àngel Royo, Miriam Giralt, Ernest Albericio, Fernando |
description | A solid-phase method for the synthesis of tentoxin has been developed. Two key stepsdehydration and N-alkylationare carried out while the peptide is anchored to the resin. The method, which has been validated by the preparation of a library of tentoxin analogues, should be applicable to the generation of further libraries that have the tentoxin scaffold structure, as well as other structures containing N-alkylated didehydroamino acids. |
doi_str_mv | 10.1021/ol0345273 |
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The method, which has been validated by the preparation of a library of tentoxin analogues, should be applicable to the generation of further libraries that have the tentoxin scaffold structure, as well as other structures containing N-alkylated didehydroamino acids.</description><subject>Amino Acid Sequence</subject><subject>Combinatorial Chemistry Techniques</subject><subject>Mycotoxins - analogs & derivatives</subject><subject>Mycotoxins - chemical synthesis</subject><subject>Peptides, Cyclic - chemical synthesis</subject><subject>Peptides, Cyclic - chemistry</subject><subject>Structure-Activity Relationship</subject><issn>1523-7060</issn><issn>1523-7052</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2003</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNptkE9PAjEQxRujEUQPfgHTiwcPi-1027JHAv5LSDQBz5vSbWHJsiXtrnG_vSUQuHiaycwvL-89hO4pGVIC9NlVhKUcJLtAfcqBJZJwuDztgvTQTQgbQmi8ZNeoR0FmhKfQR9uFqRv3W9ZYBazwXCtrXVVg6zye-naFp2XQ7sf4bogXrlEVnruqLJKvtQoGz7u6WZtQBuwsPivVRZSalUuvfLf_jGtVuVVrwi26sqoK5u44B-j79WUxeU9mn28fk_EsUYzSJkmtiKaZlkKODB9poEZngslUUArLVDGwAgQHyFjGY6qUjYwCoazkBcu0YQP0dNDV3oXgjc13vtxGNzkl-b6y_FRZZB8O7K5dbk1xJo8dReDxACgd8o1rfUwT_hH6A3_7cI8</recordid><startdate>20030612</startdate><enddate>20030612</enddate><creator>Jiménez, Jose C</creator><creator>Chavarría, Bibiana</creator><creator>López-Macià, Àngel</creator><creator>Royo, Miriam</creator><creator>Giralt, Ernest</creator><creator>Albericio, Fernando</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>20030612</creationdate><title>Tentoxin as a Scaffold for Drug Discovery. 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source | MEDLINE; ACS Publications |
subjects | Amino Acid Sequence Combinatorial Chemistry Techniques Mycotoxins - analogs & derivatives Mycotoxins - chemical synthesis Peptides, Cyclic - chemical synthesis Peptides, Cyclic - chemistry Structure-Activity Relationship |
title | Tentoxin as a Scaffold for Drug Discovery. Total Solid-Phase Synthesis of Tentoxin and a Library of Analogues |
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