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Solid phase synthesis of peptoid derivatives containing a free C-terminal carboxylate

✍ Scribed by Christine Anne; Marie-Claude Fournié-Zaluski; Bernard P. Roques; Fabrice Cornille

Publisher
Elsevier Science
Year
1998
Tongue
French
Weight
124 KB
Volume
39
Category
Article
ISSN
0040-4039

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✦ Synopsis

The use of the 2-ehlomtritylchloride resin gives access to the solid-phase synthesis of peptoid derivative C-terminal acid with a good yield by hindering the formation of diketopiperazine. This solid support was used in the synthesis of a new series of peptoid inhibitors of zinc metallopeptidases.

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A new linker based on the dibenzosuberyl system was developed in order to synthesis¢ peptide Cterminal semicarbazones which can b¢ readily converted into peptide (7-terminal aldehydes. The method uses Fmoc-methodoiogy and proceeds with no loss of stereochemical integrity.