Ascend 700 mhz

All chemical solvents were acquired from Fisher Scientific. Column chromatography was carried out with SiliaFlash® P60 (230–400 mesh) purchased from Parc-Technologique BLVD (Quebec City, Canada) as the normal stationary phase and octadecyl-functionalized (C₁₈) silica gel (200–400 mesh) purchased from Sigma-Aldrich as reversed stationary phase. Analytical thin-layer chromatography was performed on aluminum-backed TLC (250 μm thickness) purchased from Dynamic Adsorbent Inc. Preparative HPLC was carried out on Hitachi Primaide HPLC equipped with Primaide 1430 diode array detector, a Primaide 1210 autosampler, a Primaide 1110 pump with degasser, and a semi-preparative Cogent Bidentate C18™ HPLC column (4 μm, 250 × 10 mm, i.d). Specific rotation data were taken with an Anton Paar polarimeter. UV spectra were obtained from Hitachi U-2910 UV/vis double-beam spectrophotometer with Fisher Scientific silica cuvettes (catalog number: 14-385-910C). IR spectra were measured on a Thermo-Nicolet 6700 Fourier-transform IR spectrophotometer on a KBr round crystal window from Sigma-Aldrich (catalog number: Z267635–1EA). NMR spectra were taken at 300 K on Bruker AVIII400HD NMR and on Bruker Ascend 700 MHz. High-resolution electrospray ionization mass spectra were recorded using Thermo LTQ Orbitrap™ Mass Analyzer.

All chemical solvents were acquired from Fisher Scientific (Columbus, OH, USA). ¹H NMR spectra were collected at 300 K on a NMR spectrometer Bruker AVIII400HD NMR spectrometer and ¹³C NMR spectra were recorded on Bruker Ascend 700 MHz equipped with a 5 mm autotune broadband (BBFO) smart probe with z-gradient and a TXO cryoprobe (CN/H) when needed. Pyridine-d₅ was purchased from Cambridge Isotope Laboratories, Inc. (Tewksbury, MA, USA). Monosaccharides (D- and L-glucoses, -galactoses, -mannoses, -fucoses, -arabinoses, -apioses, -riboses, and L-rhamnose), D- and L-cysteine methyl ester hydrochloride, salicin and adenosine were purchased from Sigma Aldrich (St. Louis, MO, USA).