Naslov
GC-MS Characterization of Acetylated beta-D-glucopyranosides: Transglucosylation of Volatile Alcohols Using Almond beta-glucosidase

Autori
Jerković, Igor ; Mastelić, Josip

Izvornik
Croatica chemica acta (0011-1643) 77 (2004), 3; 529-535

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

Ključne riječi
transglucosylation; beta-glucosidase; tetraacetyl glucosides; GC-MS

Sažetak
Beta-D-Glucopyranosides of pentan-1-ol, (+/-)-pentan-2-ol, hexan-1-ol, octan-1-ol, benzyl alcohol, 2-phenylethanol, (+/-)-2-phenyl-propan-1-ol, 3-phenyl-propan-1-ol, geraniol and nerol were synthesized by transglucosylation of the respective alcohols with cellobiose using almond beta-glucosidase. The reaction was carried out in acetonitrile with acetate buffer (vol. ratio 9:1 v/v), with the yields 14.4 - 45.0%. Transglucosylation was not enantioselective. The products were characterized by GC-MS analysis of prepared tetraacetyl glucosides. Fragment ions characteristics of the aglucone moiety are present in all mass spectra, along with the fragments obtained from acetylated glucose. Acetylated glucosides are separable on HP-101 column (even diastereomeric tetraacetyl beta-glucosides of enantiomeric alcohols).

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA