A Fiberlike Peptide Material Stabilized by Single Intermolecular Hydrogen Bonds | Zendy

Angelici Gaetano | Zendy; Falini Giuseppe | Zendy; Hofmann HansJörg | Zendy; Huster Daniel | Zendy; Monari Magda | Zendy; Tomasini Claudia | Zendy

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A Fiberlike Peptide Material Stabilized by Single Intermolecular Hydrogen Bonds

Author(s) -

Angelici Gaetano,

Falini Giuseppe,

Hofmann HansJörg,

Huster Daniel,

Monari Magda,

Tomasini Claudia

Publication year - 2008

Publication title -

angewandte chemie international edition

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 1433-7851

DOI - 10.1002/anie.200802587

Subject(s) - dipeptide , intermolecular force , hydrogen bond , chemistry , phenylalanine , peptide , beta sheet , stereochemistry , crystallography , organic chemistry , molecule , amino acid , biochemistry

One is enough : The dipeptide Boc‐ L ‐Phe‐ D ‐Oxd‐OBn (Boc= tert ‐butoxycarbonyl, Phe=phenylalanine, Oxd=4‐methyl‐5‐carboxy oxazolidin‐2‐one, Bn=benzyl; see picture; gray C, white H, red O, blue N) spontaneously forms uniform fibers consisting of parallel infinite linear chains arising from single intermolecular NH⋅⋅⋅OC hydrogen bonds. This is the absolute borderline case of a parallel β‐sheet structure.

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