New Hydrophobic L-Amino Acid Salts: Maleates of L-Leucine, L-Isoleucine and L-Norvaline | Sciact - CRIS-system of Boreskov Institute of Catalysis

New Hydrophobic L-Amino Acid Salts: Maleates of L-Leucine, L-Isoleucine and L-Norvaline Full article

Journal

Acta Crystallographica Section C
, E-ISSN: 2053-2296

Output data

Year: 2015, Volume: 71, Number: 7, Pages: 584-592 Pages count : 9 DOI: 10.1107/s2053229615010888

Tags

L-amino acids; maleate; noncentrosymmetric layered structures; L-norvaline-L-norvalinium dimer; SHG effect; crystal structure; L-leucine; L-isoleucine; L-norvaline

Authors

Arkhipov Sergey G. ^1,2 , Rychkov Denis A. ^1,2 , Pugachev Alexey M. ³ , Boldyreva Elena V. ^1,2

Affiliations

1	REC-008, Novosibirsk State University, Pirogova str. 2, Novosibirsk 630090, Russian Federation
2	Institute of Solid State Chemistry and Mechanochemistry SB RAS, Kutateladze str. 18, Novosibirsk 630128, Russian Federation
3	Institute of Automation and Electrometry SB RAS, pr. Akademika Koptyuga 1, Novosibirsk 630090, Russian Federation

Funding (2)

1	The Ministry of Education and Science of the Russian Federation	1828
2	Russian Foundation for Basic Research	14-03-31866 (01201452804)

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.

Arkhipov S.G. , Rychkov D.A. , Pugachev A.M. , Boldyreva E.V.
New Hydrophobic L-Amino Acid Salts: Maleates of L-Leucine, L-Isoleucine and L-Norvaline
Acta Crystallographica Section C. 2015. V.71. N7. P.584-592. DOI: 10.1107/s2053229615010888 WOS Scopus ANCAN OpenAlex

Submitted:	Apr 14, 2015
Accepted:	Jun 5, 2015
Published online:	Jun 18, 2015
Published print:	Jul 1, 2015

Web of science:	WOS:000357602800012
Scopus:	2-s2.0-84937417916
Chemical Abstracts:	2015:1247757
Chemical Abstracts (print):	169:375889
OpenAlex:	W574398174

DB	Citing
Scopus	24
Web of science	22
OpenAlex	20