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• Bolte, M
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Crystals 2011, 1(3), 163-170; doi:10.3390/cryst1030163

Article

Crystal Structure of the N-Benzyloxycarbonyl-alanyl-phenylalanyl-methyl Ester: The Importance of the H-Bonding Pattern

Ignacio Alfonso ^1,* , Michael Bolte ² , M. Isabel Burguete ³  and Santiago V. Luis ^3,*

¹ Departamento de Química Biológica y Modelización Molecular, Instituto de Química Avanzada de Cataluña (IQAC-CSIC), Jordi Girona 18-26, E-08034 Barcelona, Spain ² Institut für Anorganische Chemie, J.-W.-Goethe-Universität, Max-von-Laue-Str.7, D-60438 Frankfurt/Main, Germany ³ Departamento de Química Inorgánica y Orgánica, Universidad Jaume I, Avenida Sos Baynat, s/n, E-12071, Castellón, Spain

* Authors to whom correspondence should be addressed.

Received: 15 July 2011; in revised form: 15 August 2011 / Accepted: 19 August 2011 / Published: 22 August 2011

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Abstract: Large crystals of the methyl ester of the N-a-benzyloxycarbonyl protected Ala-Phe dipeptide (Z-AF-OMe) were obtained after the very slow evaporation of a solution of the corresponding carboxylic acid (Z-AF-OH) in methanol containing an excess of HCl. The structure was confirmed by single crystal X-ray diffraction data. It crystallizes in the orthorhombic space group P2₁2₁2₁ with unit cell dimensions a = 5.0655(6) Å, b = 8.4614(8) Å, c = 46.856(5) Å, V = 2008.3(4) ų, Z = 4. In the crystal, the molecules form hydrogen bonded chains running along the a axis of the unit cell. Other secondary interactions are also discussed.

Keywords: peptides; alanylphenylalanyl derivative; crystal structure; hydrogen bond

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