Spectroscopic, theoretical and structural characterization of hydrogensquarates of L-threonyl-L-serine and L-serine.
Hydrogensquarates of dipeptide L-threonyl-L-serine (H-Thr-Ser-OH) and L: -serine (HSq x Ser) have been synthesized, isolated and spectroscopic characterized by solid-state linear-polarized IR-spectroscopy, 1H- and 13C-NMR, ESI-MS and HPLC with tandem masspectrometry (MS-MS) methods. The structures of the salts and neutral dipeptide have been predicted theoretically by ab initio calculations. In the case of H-Thr-Ser-OH the theoretical data are supported by IR-LD ones. The hydrogensquarates consist in positive charged dipeptide or amino acid moiety and negative hydrogensquarate anion (HSq) stabilizing by strong intermolecular hydrogen bonds. The data about the L-serine hydrogensquarate are compared with known crystallographic data thus indicating a good correlation between the theoretical predicted structures and experimentally obtained by single crystal X-ray diffraction.
Institute of Organic Chemistry, Bulgarian Academy of Sciences, Sofia, Bulgaria.
T
T
Kolev
B B
BB
Koleva
M
M
Spiteller
D018360:Crystallography, X-Ray; D004151:Dipeptides / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D006859:Hydrogen / Q000737:chemistry*; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D015394:Molecular Structure; D012694:Serine / Q000737:chemistry* / Q000302:isolation & purification; D013055:Spectrophotometry, Infrared
D004151:Dipeptides; D012694:Serine; D006859:Hydrogen