Solid-Phase Synthesis of Water-Soluble Helically Folded Hybrid alpha-Amino Acid/Quinoline Oligoamides
| dc.contributor.author | HU, Xiaobo | |
| dc.contributor.author | DAWSON, Simon J. | |
| dc.contributor.author | NAGAOKA, Yui | |
| dc.contributor.author | TANATAN, Aya | |
| dc.contributor.author | HUC, Ivan | |
| dc.date.accessioned | 2020-09-03T07:56:16Z | |
| dc.date.available | 2020-09-03T07:56:16Z | |
| dc.date.issued | 2016 | |
| dc.identifier.issn | 0022-3263 | |
| dc.identifier.uri | https://oskar-bordeaux.fr/handle/20.500.12278/10862 | |
| dc.description.abstractEn | We report here a solid phase synthesis methodology that allows the incorporation of alpha-amino acids (X) into quinoline (Q) oligoamide foldamer sequences. Water-soluble hybrid oligoamides based on the XQ(2) trimer repeat motif were shown to adopt helical conformations presenting alpha-amino acid side chains in a predictable linear array on one face of the helix. In contrast, sequences based on the XQ dimer motif expressed less well-defined behavior, most likely due to local conformational variability precluding long-range order. Also presented is a full structural investigation by NMR of a dodecameric XQ(2)-type foldamer containing four different amino acid residues (Lys, Ala, Asp, and Ser). | |
| dc.language.iso | en | |
| dc.title.en | Solid-Phase Synthesis of Water-Soluble Helically Folded Hybrid alpha-Amino Acid/Quinoline Oligoamides | |
| dc.type | Article de revue | |
| dc.identifier.doi | 10.1021/acs.joc.5b02671 | |
| dc.subject.hal | Chimie/Matériaux | |
| bordeaux.journal | Journal of Organic Chemistry | |
| bordeaux.page | 1137-1150 | |
| bordeaux.volume | 81 | |
| bordeaux.hal.laboratories | Institut de Chimie & de Biologie des Membranes & des Nano-objets (CBMN) - UMR 5248 | * |
| bordeaux.hal.laboratories | Institut de Chimie & de Biologie des Membranes & des Nano-objets (CBMN, UMR 5248) | |
| bordeaux.issue | 3 | |
| bordeaux.institution | Université de Bordeaux | |
| bordeaux.institution | Bordeaux INP | |
| bordeaux.COinS | ctx_ver=Z39.88-2004&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.jtitle=Journal%20of%20Organic%20Chemistry&rft.date=2016&rft.volume=81&rft.issue=3&rft.spage=1137-1150&rft.epage=1137-1150&rft.eissn=0022-3263&rft.issn=0022-3263&rft.au=HU,%20Xiaobo&DAWSON,%20Simon%20J.&NAGAOKA,%20Yui&TANATAN,%20Aya&HUC,%20Ivan&rft.genre=article |
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