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Crystal structures of non-proteinogenic amino acid peroxosolvates: rare example of H-bonded hydrogen peroxide chains

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Abstract

Novel peroxosolvates of the non-proteinogenic amino acids sarcosine C3H7NO2·H2O2 (1) and phenylserine C9H11NO3·H2O2 (2) were prepared and their structures were determined by X-ray crystallography. All «active» hydrogen atoms (amino, hydroxo, and peroxo) in these adducts are involved in hydrogen bonding. All H2O2 molecules form two donor hydrogen bonds HOOH⋯O2C–. In contrast to the widely studied structures of natural amino acid peroxosolvates, in structure 2 charge-assisted NH+⋯O2H2 hydrogen bonds were not found. Crystal 2 represents a rare example of peroxide molecules combined in infinite H-bonded chains.

Graphical abstract: Crystal structures of non-proteinogenic amino acid peroxosolvates: rare example of H-bonded hydrogen peroxide chains

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Publication details

The article was received on 02 Sep 2018, accepted on 22 Oct 2018 and first published on 24 Oct 2018


Article type: Communication
DOI: 10.1039/C8CE01486H
Citation: CrystEngComm, 2018, Advance Article
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    Crystal structures of non-proteinogenic amino acid peroxosolvates: rare example of H-bonded hydrogen peroxide chains

    M. A. Navasardyan, D. A. Grishanov, T. A. Tripol'skaya, L. G. Kuz'mina, P. V. Prikhodchenko and A. V. Churakov, CrystEngComm, 2018, Advance Article , DOI: 10.1039/C8CE01486H

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