Friendly strategy to prepare encoded one bead-one compound cyclic peptide library

One bead-one peptide libraries allow the screening of suitable ligands for any target protein. Short cyclic peptides are ideal ligands for affinity chromatography because of their high affinity and selectivity for the target protein and stability against proteases. We designed a library synthesis st...

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Publicado:	2013
Materias:	2-phenylisopropyl 4-hydroxymethylbenzoic acid affinity ChemMatrix resin combinatorial chemistry MALDI-TOF MS/MS peptide sequencing solid phase solid-phase synthesis cyclopeptide peptide library chemistry synthesis Combinatorial Chemistry Techniques Peptide Library Peptides, Cyclic
Acceso en línea:	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_21568952_v15_n10_p525_Giudicessi http://hdl.handle.net/20.500.12110/paper_21568952_v15_n10_p525_Giudicessi
Aporte de:	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires

id	paper:paper_21568952_v15_n10_p525_Giudicessi
record_format	dspace
spelling	paper:paper_21568952_v15_n10_p525_Giudicessi2023-06-08T16:34:23Z Friendly strategy to prepare encoded one bead-one compound cyclic peptide library 2-phenylisopropyl 4-hydroxymethylbenzoic acid affinity ChemMatrix resin combinatorial chemistry MALDI-TOF MS/MS peptide sequencing solid phase solid-phase synthesis cyclopeptide peptide library chemistry combinatorial chemistry peptide library synthesis Combinatorial Chemistry Techniques Peptide Library Peptides, Cyclic One bead-one peptide libraries allow the screening of suitable ligands for any target protein. Short cyclic peptides are ideal ligands for affinity chromatography because of their high affinity and selectivity for the target protein and stability against proteases. We designed a library synthesis strategy to facilitate the identification of cyclic peptides by MS consisting of (a) sequential incorporation of a mixture of Fmoc-Ala-OH and Fmoc-Asp[2-phenylisopropyl (OPp)]-OH (15:85) to Gly-oxymethylbenzamide- ChemMatrix (Gly-HMBA-CM) resin, (b) synthesis of the combinatorial library on the resin by the divide-couple-recombine method, (c) removal of OPp with 4% TFA, (d) peptide cyclization on solid phase through side-chain Asp and amino terminus, and (e) removal of side chain protecting groups with a 95% TFA cocktail. Peptides were cleaved from the beads with ammonia and the linear code was sequenced by MALDI-TOF MS/MS. The high capacity of ChemMatrix resin together with the sensitivity of MS allows code sequencing from a single bead. © 2013 American Chemical Society. 2013 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_21568952_v15_n10_p525_Giudicessi http://hdl.handle.net/20.500.12110/paper_21568952_v15_n10_p525_Giudicessi
institution	Universidad de Buenos Aires
institution_str	I-28
repository_str	R-134
collection	Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
topic	2-phenylisopropyl 4-hydroxymethylbenzoic acid affinity ChemMatrix resin combinatorial chemistry MALDI-TOF MS/MS peptide sequencing solid phase solid-phase synthesis cyclopeptide peptide library chemistry combinatorial chemistry peptide library synthesis Combinatorial Chemistry Techniques Peptide Library Peptides, Cyclic
spellingShingle	2-phenylisopropyl 4-hydroxymethylbenzoic acid affinity ChemMatrix resin combinatorial chemistry MALDI-TOF MS/MS peptide sequencing solid phase solid-phase synthesis cyclopeptide peptide library chemistry combinatorial chemistry peptide library synthesis Combinatorial Chemistry Techniques Peptide Library Peptides, Cyclic Friendly strategy to prepare encoded one bead-one compound cyclic peptide library
topic_facet	2-phenylisopropyl 4-hydroxymethylbenzoic acid affinity ChemMatrix resin combinatorial chemistry MALDI-TOF MS/MS peptide sequencing solid phase solid-phase synthesis cyclopeptide peptide library chemistry combinatorial chemistry peptide library synthesis Combinatorial Chemistry Techniques Peptide Library Peptides, Cyclic
description	One bead-one peptide libraries allow the screening of suitable ligands for any target protein. Short cyclic peptides are ideal ligands for affinity chromatography because of their high affinity and selectivity for the target protein and stability against proteases. We designed a library synthesis strategy to facilitate the identification of cyclic peptides by MS consisting of (a) sequential incorporation of a mixture of Fmoc-Ala-OH and Fmoc-Asp[2-phenylisopropyl (OPp)]-OH (15:85) to Gly-oxymethylbenzamide- ChemMatrix (Gly-HMBA-CM) resin, (b) synthesis of the combinatorial library on the resin by the divide-couple-recombine method, (c) removal of OPp with 4% TFA, (d) peptide cyclization on solid phase through side-chain Asp and amino terminus, and (e) removal of side chain protecting groups with a 95% TFA cocktail. Peptides were cleaved from the beads with ammonia and the linear code was sequenced by MALDI-TOF MS/MS. The high capacity of ChemMatrix resin together with the sensitivity of MS allows code sequencing from a single bead. © 2013 American Chemical Society.
title	Friendly strategy to prepare encoded one bead-one compound cyclic peptide library
title_short	Friendly strategy to prepare encoded one bead-one compound cyclic peptide library
title_full	Friendly strategy to prepare encoded one bead-one compound cyclic peptide library
title_fullStr	Friendly strategy to prepare encoded one bead-one compound cyclic peptide library
title_full_unstemmed	Friendly strategy to prepare encoded one bead-one compound cyclic peptide library
title_sort	friendly strategy to prepare encoded one bead-one compound cyclic peptide library
publishDate	2013
url	https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_21568952_v15_n10_p525_Giudicessi http://hdl.handle.net/20.500.12110/paper_21568952_v15_n10_p525_Giudicessi
_version_	1768546651700461568

Friendly strategy to prepare encoded one bead-one compound cyclic peptide library

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