CAS 1825-00-9: Methyl β-L-arabinopyranoside

Methyl β-L-arabinopyranoside is a stereochemically pure monosaccharide that has been used to calibrate and quantify the conformational, stereochemical, and spectrometric methods. Methyl β-L-arabinopyranoside has a conformation that is restricted by the presence of an α-hydroxyl group at C2. The chloride ion can be used to monitor this conformation. The diameter of methyl β-L-arabinopyranoside can be measured with a micropipette and monitored using an aerosol detector. Methyl β-L-arabinopyranoside can also be quantified by mass spectrometry or spectrophotometry. The conformational, stereochemical, and spectrometric methods have been calibrated using methyl β-L-arabinopyranoside as a standard to determine their accuracy in measuring the size of other molecules.

Applications Used in the total synthesis of Patulin (P206500). References Ahmed, H., et al.: J. Biol. Chem., 264, 9365 (1989),

Applications Methyl β-L-Arabinopyranoside-13C is a by-product intermediate in synthesizing Patulin-13C3 (P206502), a labelled Patulin (PAT). It is a mycotoxin produced by certain species of Penicillium, Aspergillus, and Byssochlamys, is mainly found in ripe apple and apple products. Patulin-induced genotoxicity and modulation of glutathione in Hep G2 cells. Antibiotic. References Scott, P., et al.: J. Agric. Food Chem., 20, 450 (1972); Aden, D., et al.: Nature, 282, 615 (1979); Surralles, J., et al.: Mutat. Res., 341, 169 (1995); Alves, I., et al.: Mutagenesis, 15, 229 (2000); Liu, B., et al.: Toxicol. Appl. Pharmacol., 191, 255 (2003)

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Methyl β-L-arabinopyranoside