A crystallographic titration of the dipeptide L-isoleucyl-L-isoleucine

Acta Crystallographica. Section B, Structural Science
Carl Henrik Görbitz

Abstract

The dipeptide L-Ile-L-Ile has been crystallized in four different protonation states, including as a cation, a zwitterion and an anion, as well as a dimeric cation in which two peptide molecules, linked by a strong -COO...H...OOC- hydrogen bond, share an overall positive charge of +1. This unprecedented series of crystal structures exhibits differences in hydrogen-bonding capabilities, conformational properties and molecular packing arrangements. The crystallization of L-Ile-L-Ile as an anion was achieved by slow evaporation from an NH(3)(l) solution to give the first ever ammonium salt of a peptide (or amino acid).

Citations

Jan 4, 2007·Chemistry : a European Journal·Carl Henrik Görbitz
Jun 22, 2018·Acta Crystallographica Section B, Structural Science, Crystal Engineering and Materials·Carl Henrik Görbitz
Mar 25, 2008·Langmuir : the ACS Journal of Surfaces and Colloids·Aseem MishraVirander Singh Chauhan
Jul 23, 2020·The Journal of Physical Chemistry. B·Anastassia N RissanouAnna Mitraki

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