Structures of dipeptides: the head-to-tail story

Acta Crystallographica. Section B, Structural Science
Carl Henrik Görbitz

Abstract

The hydrogen-bonding patterns in crystal structures of unprotected, zwitterionic dipeptides are dominated by head-to-tail chains involving the N-terminal amino groups and the C-terminal carboxylate groups. Patterns that include two concomitant chains, thus generating a hydrogen-bonded layer, are of special interest. A comprehensive survey shows that dipeptide structures can conveniently be divided into only four distinct patterns, differing by definition in the symmetry of the head-to-tail chains and amide hydrogen-bonding type, but also in other properties such as peptide conformation and the propensity to include solvent water or various organic guest molecules. Upon crystallization, the choice of pattern for a specific dipeptide is not random, but follows from the amino acid sequence.

References

Apr 1, 1990·Acta Crystallographica. Section B, Structural Science·M C EtterJ Bernstein
Apr 1, 1971·The Journal of Physical Chemistry·R J FletterickR E Hughes
Aug 1, 1983·International Journal of Peptide and Protein Research·C G Suresh, M Vijayan
Feb 1, 1993·Acta Crystallographica. Section B, Structural Science·J A KrauseD S Eggleston
Aug 6, 2000·Acta Crystallographica. Section B, Structural Science·C H Görbitz, E Torgersen
Jan 5, 2002·Chemistry : a European Journal·C H Görbitz
May 31, 2002·Acta Crystallographica. Section B, Structural Science·Frank H Allen
May 31, 2002·Acta Crystallographica. Section B, Structural Science·Ian J BrunoRobin Taylor
Dec 13, 2003·Acta Crystallographica. Section C, Crystal Structure Communications·Carl Henrik Görbitz
Apr 5, 2005·Acta Crystallographica. Section C, Crystal Structure Communications·Arne JohansenCarl Henrik Görbitz
Aug 23, 2005·Chemical Communications : Chem Comm·Carl Henrik GörbitzLinda Wibecke Tangen
Jan 4, 2007·Chemistry : a European Journal·Carl Henrik Görbitz
Mar 7, 2008·Acta Crystallographica. Section C, Crystal Structure Communications·Carl Henrik Görbitz, Lars Male Hartviksen

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Citations

Jun 8, 2014·Biochimica Et Biophysica Acta·Matjaž Zganec, Eva Zerovnik
Dec 17, 2014·Life·Jillian E SmithDavid G Lynn
Jan 15, 2011·Journal of Peptide Science : an Official Publication of the European Peptide Society·G RosenmanS Semin
May 23, 2015·ACS Applied Materials & Interfaces·Kate RyanBrian J Rodriguez
Jul 7, 2015·Acta Crystallographica. Section C, Structural Chemistry·Sergey G ArkhipovElena V Boldyreva
Dec 24, 2014·Physical Chemistry Chemical Physics : PCCP·E A KapustinE V Boldyreva
Jun 17, 2016·Acta Crystallographica. Section E, Crystallographic Communications·Carl Henrik Görbitz
Jun 2, 2016·The Journal of Physical Chemistry. a·Anaid G Flores-HuertaMarcelo Galván
Aug 2, 2012·Acta Crystallographica. Section C, Crystal Structure Communications·Vasily S Minkov, Elena V Boldyreva
Jul 7, 2010·Acta Crystallographica. Section C, Crystal Structure Communications·Carl Henrik Görbitz, Paul Hoff Backe
Dec 12, 2012·Acta Crystallographica. Section C, Crystal Structure Communications·Tamiko Kiyotani, Yoko Sugawara
May 1, 2013·Acta Crystallographica. Section C, Crystal Structure Communications·Carl Henrik Görbitz, Vitthal N Yadav
Sep 6, 2013·Acta Crystallographica. Section C, Crystal Structure Communications·Carl Henrik Görbitz, Vitthal N Yadav
Feb 3, 2018·The Journal of Chemical Physics·Ayako ShinozakiTakanori Hattori
Jun 22, 2018·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Carl Henrik Görbitz
Mar 31, 2012·Physical Chemistry Chemical Physics : PCCP·Amir HandelmanGil Rosenman
Feb 26, 2019·Acta Crystallographica. Section E, Crystallographic Communications·David Hess, Peter Mayer
May 28, 2014·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Shaheena ParweenVirander Singh Chauhan
Jan 12, 2011·Nanoscale·Aseem Mishra, Virander Singh Chauhan
Dec 8, 2020·Physical Chemistry Chemical Physics : PCCP·Anastassia N RissanouVagelis Harmandaris
Oct 11, 2017·Journal of the American Chemical Society·Thomas O MasonAlexander K Buell
Jul 23, 2020·The Journal of Physical Chemistry. B·Anastassia N RissanouAnna Mitraki
Aug 28, 2021·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Ashley E WilliamsDana N Reinemann

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