Naslov
Crystal and Molecular Structure of (4S, 5S)-6-Ammonium-6-deoxy-3-O-ascorbate

Autori
Kojić-Prodić, Biserka ; Danilović, Žarko ; Puntarec, Vito ; Tomić, Sanja ; Šušković, Božidar

Izvornik
Croatica Chemica Acta (0011-1643) 64 (1991), 3; 311-317

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
X-ray diffraction ; ascorbate

Sažetak
The antitumor activity of 6-bromo-6-deoxy-L-ascorbic acid (Osmak et aL, Res. Exp. Med. 190, (1990) 443) initiated research of other C6-derivatives and the title molecule, which has been structurally characterized by X-ray diffraction methods. Molecular dynamics and semiempirical approaches have been used to evaluate side chain conformations. In the ciystalline state the molecule appears as a zwitterion formed by dissociation of the proton at 03. The y-lactone ring exhibits a twisted lTa conformation. The enediole and the lactone groups are not planar. Molecular packing is dominated by a three-dimensional hydrogen bond network via N-H—O and O-H—O interactions. The structure is refined to an# = 0.052 [FQ > 4a (F0)] using low temperature data [103(3) K)

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA