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Unusual Absence of Head-to-Tail Chains in the Crystal Structure of Glycyl-l-glutamyl-l-phosphoseryl-l-leucine

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Abstract

The structure of glycyl-l-glutamyl-l-phosphoseryl-l-leucine, (C16H29N4O11P)2·3H2O is reported. The dimeric structure is characterized by an unusual absence of head-to-tail chains in connection with an extended intermolecular hydrogen bonding network. Two of the three H2O molecules included in the network are disordered. The protonation constants of the tetrapeptide were determined as log K1 = 1.50, log K2 = 3.63, log K3 = 4.32, log K4 = 6.08 and log K5 = 8.65 by potentiometric pH titration.

Graphical Abstract

The dimeric structure of glycyl-l-glutamyl-l-phosphoseryl-l-leucine, (C16H29N4O11P)2·3H2O is characterized by the unusual absence of head-to-tail chains in connection with an extended intermolecular hydrogen bonding network.

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Acknowledgments

KAJ, JKC and KAF gratefully acknowledge the Australian Research Council for support. JKC acknowledges the Marie Curie IIF scheme of the 7th EU Framework Program. A.H. and K.G. thank the Deutsche Forschungsgemeinschaft for support.

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Authors and Affiliations

  1. Helmholtz-Zentrum Dresden-Rossendorf, Institute of Radiochemistry, P.O. Box 51 01 19, 01314, Dresden, Germany

    Katja B. Heine & Gert Bernhard

  2. Department of Chemistry and Food Chemistry, TU Dresden, 01062, Dresden, Germany

    Katja B. Heine, Axel Heine, Karsten Gloe, Kerstin Gloe & Thomas Henle

  3. School of Chemistry, The University of Sydney, Sydney, NSW, 2006, Australia

    Kelly A. Fairweather, Jack K. Clegg & Katrina A. Jolliffe

  4. Department of Chemistry, University of Cambridge, Lensfield Rd, Cambridge, CB2 1EW, UK

    Jack K. Clegg

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  1. Katja B. Heine
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Correspondence to Karsten Gloe.

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Heine, K.B., Fairweather, K.A., Heine, A. et al. Unusual Absence of Head-to-Tail Chains in the Crystal Structure of Glycyl-l-glutamyl-l-phosphoseryl-l-leucine. J Chem Crystallogr 42, 839–845 (2012). https://doi.org/10.1007/s10870-012-0322-9

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  • DOI: https://doi.org/10.1007/s10870-012-0322-9

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