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Issue 83, 2004

Crystallization-induced dynamic resolution and analysis of the non-covalent interactions in the crystal packing of peptide–biphenyl hybrids

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Abstract

Dynamic atropselective resolutions of the peptidebiphenyl hybrids 3–5 were achieved by crystallization from methanol solution. These compounds were studied by single-crystal X-ray diffraction. These hybrids crystallize in highly ordered structures kept by an extensive array of intramolecular and intermolecular hydrogen bonds. The solid-state molecular structure is highly dependent on the substituents on the α-carbon of the amino acid. The presence of additional aromatic rings in the side chain causes the molecules in the crystal to interact through a variety of interactions involving the aromatic rings. The resulting supramolecular structures are helices whose orientation depends on the senses of the chirality of the α-carbon of the amino acid residues and the arylaryl bond.

Graphical abstract: Crystallization-induced dynamic resolution and analysis of the non-covalent interactions in the crystal packing of peptide–biphenyl hybrids

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Publication details

The article was received on 04 May 2004, accepted on 03 Jun 2004 and first published on 17 Sep 2004


Article type: Paper
DOI: 10.1039/B406652A
CrystEngComm, 2004,6, 513-521

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    Crystallization-induced dynamic resolution and analysis of the non-covalent interactions in the crystal packing of peptidebiphenyl hybrids

    B. Herradón, A. Montero, E. Mann and M. A. Maestro, CrystEngComm, 2004, 6, 513
    DOI: 10.1039/B406652A

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