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New hydrophobic l-amino acid salts : Maleates of l-leucine, l-isoleucine and l-norvaline. / Arkhipov, Sergey G.; Rychkov, Denis A.; Pugachev, Alexey M. et al.

In: Acta Crystallographica Section C: Structural Chemistry, Vol. 71, 01.07.2015, p. 584-592.

Research output: Contribution to journal › Article › peer-review

Harvard

Arkhipov, SG, Rychkov, DA, Pugachev, AM & Boldyreva, EV 2015, 'New hydrophobic l-amino acid salts: Maleates of l-leucine, l-isoleucine and l-norvaline', Acta Crystallographica Section C: Structural Chemistry, vol. 71, pp. 584-592. https://doi.org/10.1107/S2053229615010888

APA

Arkhipov, S. G., Rychkov, D. A., Pugachev, A. M., & Boldyreva, E. V. (2015). New hydrophobic l-amino acid salts: Maleates of l-leucine, l-isoleucine and l-norvaline. Acta Crystallographica Section C: Structural Chemistry, 71, 584-592. https://doi.org/10.1107/S2053229615010888

Vancouver

Arkhipov SG, Rychkov DA, Pugachev AM, Boldyreva EV. New hydrophobic l-amino acid salts: Maleates of l-leucine, l-isoleucine and l-norvaline. Acta Crystallographica Section C: Structural Chemistry. 2015 Jul 1;71:584-592. doi: 10.1107/S2053229615010888

Author

Arkhipov, Sergey G. ; Rychkov, Denis A. ; Pugachev, Alexey M. et al. / New hydrophobic l-amino acid salts : Maleates of l-leucine, l-isoleucine and l-norvaline. In: Acta Crystallographica Section C: Structural Chemistry. 2015 ; Vol. 71. pp. 584-592.

BibTeX

@article{1364556fc5b947a1838cc226e0af425e,
title = "New hydrophobic l-amino acid salts: Maleates of l-leucine, l-isoleucine and l-norvaline",
abstract = "Crystals of maleates of three amino acids with hydrophobic side chains [l-leucenium hydrogen maleate, C6H14NO2 +.C4H3O4 -, (I), l-isoleucenium hydrogen maleate hemihydrate, C6H14NO2 +.C4H3O4 -.0.5H2O, (II), and l-norvalinium hydrogen maleate-l-norvaline (1/1), C5H11NO2 +.C4H3O4 -.C5H12NO2, (III)], were obtained. The new structures contain C22(12) chains, or variants thereof, that are a common feature in the crystal structures of amino acid maleates. The l-leucenium salt is remarkable due to a large number of symmetrically non-equivalent units (Z′ = 3). The l-isoleucenium salt is a hydrate despite the fact that l-isoleucine is a nonpolar hydrophobic amino acid (previously known amino acid maleates formed hydrates only with lysine and histidine, which are polar and hydrophilic). The l-norvalinium salt provides the first example where the dimeric cation l-Nva⋯l-NvaH+ was observed. All three compounds have layered noncentrosymmetric structures. Preliminary tests have shown the presence of the second harmonic generation (SGH) effect for all three compounds.",
keywords = "crystal structure, L-amino acids, l-isoleucine, l-leucine, l-norvaline, l-norvaline-l-norvalinium dimer, maleate, noncentrosymmetric layered structures, SHG effect",
author = "Arkhipov, {Sergey G.} and Rychkov, {Denis A.} and Pugachev, {Alexey M.} and Boldyreva, {Elena V.}",
year = "2015",
month = jul,
day = "1",
doi = "10.1107/S2053229615010888",
language = "English",
volume = "71",
pages = "584--592",
journal = "Acta Crystallographica Section C: Structural Chemistry",
issn = "2053-2296",
publisher = "John Wiley and Sons Inc.",

}

RIS

TY - JOUR

T1 - New hydrophobic l-amino acid salts

T2 - Maleates of l-leucine, l-isoleucine and l-norvaline

AU - Arkhipov, Sergey G.

AU - Rychkov, Denis A.

AU - Pugachev, Alexey M.

AU - Boldyreva, Elena V.

PY - 2015/7/1

Y1 - 2015/7/1

N2 - Crystals of maleates of three amino acids with hydrophobic side chains [l-leucenium hydrogen maleate, C6H14NO2 +.C4H3O4 -, (I), l-isoleucenium hydrogen maleate hemihydrate, C6H14NO2 +.C4H3O4 -.0.5H2O, (II), and l-norvalinium hydrogen maleate-l-norvaline (1/1), C5H11NO2 +.C4H3O4 -.C5H12NO2, (III)], were obtained. The new structures contain C22(12) chains, or variants thereof, that are a common feature in the crystal structures of amino acid maleates. The l-leucenium salt is remarkable due to a large number of symmetrically non-equivalent units (Z′ = 3). The l-isoleucenium salt is a hydrate despite the fact that l-isoleucine is a nonpolar hydrophobic amino acid (previously known amino acid maleates formed hydrates only with lysine and histidine, which are polar and hydrophilic). The l-norvalinium salt provides the first example where the dimeric cation l-Nva⋯l-NvaH+ was observed. All three compounds have layered noncentrosymmetric structures. Preliminary tests have shown the presence of the second harmonic generation (SGH) effect for all three compounds.

AB - Crystals of maleates of three amino acids with hydrophobic side chains [l-leucenium hydrogen maleate, C6H14NO2 +.C4H3O4 -, (I), l-isoleucenium hydrogen maleate hemihydrate, C6H14NO2 +.C4H3O4 -.0.5H2O, (II), and l-norvalinium hydrogen maleate-l-norvaline (1/1), C5H11NO2 +.C4H3O4 -.C5H12NO2, (III)], were obtained. The new structures contain C22(12) chains, or variants thereof, that are a common feature in the crystal structures of amino acid maleates. The l-leucenium salt is remarkable due to a large number of symmetrically non-equivalent units (Z′ = 3). The l-isoleucenium salt is a hydrate despite the fact that l-isoleucine is a nonpolar hydrophobic amino acid (previously known amino acid maleates formed hydrates only with lysine and histidine, which are polar and hydrophilic). The l-norvalinium salt provides the first example where the dimeric cation l-Nva⋯l-NvaH+ was observed. All three compounds have layered noncentrosymmetric structures. Preliminary tests have shown the presence of the second harmonic generation (SGH) effect for all three compounds.

KW - crystal structure

KW - L-amino acids

KW - l-isoleucine

KW - l-leucine

KW - l-norvaline

KW - l-norvaline-l-norvalinium dimer

KW - maleate

KW - noncentrosymmetric layered structures

KW - SHG effect

UR - http://www.scopus.com/inward/record.url?scp=84937417916&partnerID=8YFLogxK

U2 - 10.1107/S2053229615010888

DO - 10.1107/S2053229615010888

M3 - Article

C2 - 26146397

AN - SCOPUS:84937417916

VL - 71

SP - 584

EP - 592

JO - Acta Crystallographica Section C: Structural Chemistry

JF - Acta Crystallographica Section C: Structural Chemistry

SN - 2053-2296

ER -

ID: 23333940