Abstract
2,6-Dideoxy-4-O-(2,3-dideoxy-α-d-erythro-hexopyranosyl)-1,5-anhydro-d-arabino-hexitol (2) has been synthesized and characterized by1H-and13C-NMR spectroscopy. The compound is a substrate for the enzyme amyloglucosidase, AMG (EC.3.2.1.3) and the reaction kinetics have been determined using1H-NMR spectroscopy. Compound 2 is hydrolysed by AMG with a half time of 139 min compared to 76 min for methyl maltoside (1) under identical reaction conditions.
Similar content being viewed by others
References
Lemieux RU, Wong TC, Liao J, Kabat EA (1984) Mol Immunol 21:751–59.
Spohr U, Hindsgaul O, Lemieux RU (1985) Can J Chem 63:2644–52.
Hindsgaul O, Khare DP, Bach M, Lemieux RU (1985) Can J Chem 63:2653–58.
Spohr U, Morishima N, Hindsgaul O, Lemieux RU (1985) Can J Chem 63:2659–63.
Lemieux RU, Venot AP, Spohr U, Bird P, Mandal G, Morishima N, Hindsgaul O, Bundle DR (1985) Can J Chem 63:2664–68.
Lemieux RU (1984) in Proc VII Int Symp Medicinal Chem, August 27–31 (1984) Uppsala, Sweden, p 329–51.
Bock K, Pure Appl Chem, in press.
Bock K, Pedersen H (1986) in Molecular Biology of Microbiological Pathogenicity, ed. Lark D, Academic Press, London, p 173–82.
Pedersen H (1985) in Enzyme Substrate Interactions. Preparation of Substrate Analogs for Amyloglucosidase. Ph.D. Thesis., Danish Technical High School, Lyngby, Denmark.
Lehman J, Schröter E (1987) Carbohydr Res 58:65–72.
Fraser-Reid B, Radatus B, Yik-Kai Tam S (1980) Methods Carbohydr Chem 8:219–25.
Thiem J, Karl H, Schwentner J (1978) Synthesis 696–98.
Pearson PA (1985) J Magn Reson 64:487–500.
Author information
Authors and Affiliations
Rights and permissions
About this article
Cite this article
Bock, K., Guzman, J.F.B. & Refn, S. The substrate specificity of the enzyme amyloglucosidase towards a pentadeoxy derivative of maltose. Glycoconjugate J 4, 283–290 (1987). https://doi.org/10.1007/BF01048434
Received:
Issue Date:
DOI: https://doi.org/10.1007/BF01048434