Various fundamental biologic roles of milk oligosaccharides have been recognized; however, their structure-affinity relationship is still not fully revealed. Herein, we describe the synthesis of the fluorescent-labeled milk oligosaccharides 3-(5-dimethylaminonaphthalene-1-sulfonylamino)propyl β-D-galactopyranosyl-(1 → 3)-[α-L-fucopyranosyl-(1 → 4)]-2-acetamido-2-deoxy-β-D-glucopyranoside (1) and 3-(5- dimethylaminonaphthalene-1-sulfonylamino)propyl β-D-galactopyranosyl-(1 → 3)-[α-L-fucopyranosyl-(1 → 4)]-β-D-glucopyranoside (2) as useful tools for synthetic, analytic, and biologic applications. For the fucosylation of lactose and lacto-N-biose, the chemical and the enzymatic syntheses using fucosyltransferase III were compared. Copyright
Synthetic Potential of Fucosyltransferase III for the Synthesis of Fluorescent-Label Milk Oligosaccharides / S. Rabbani, F. Compostella, L. Franchini, B. Wagner, L. Panza, B. Ernst. - In: JOURNAL OF CARBOHYDRATE CHEMISTRY. - ISSN 0732-8303. - 24:8-9(2005), pp. 789-807.
Synthetic Potential of Fucosyltransferase III for the Synthesis of Fluorescent-Label Milk Oligosaccharides
F. CompostellaSecondo
;L. Franchini;
2005
Abstract
Various fundamental biologic roles of milk oligosaccharides have been recognized; however, their structure-affinity relationship is still not fully revealed. Herein, we describe the synthesis of the fluorescent-labeled milk oligosaccharides 3-(5-dimethylaminonaphthalene-1-sulfonylamino)propyl β-D-galactopyranosyl-(1 → 3)-[α-L-fucopyranosyl-(1 → 4)]-2-acetamido-2-deoxy-β-D-glucopyranoside (1) and 3-(5- dimethylaminonaphthalene-1-sulfonylamino)propyl β-D-galactopyranosyl-(1 → 3)-[α-L-fucopyranosyl-(1 → 4)]-β-D-glucopyranoside (2) as useful tools for synthetic, analytic, and biologic applications. For the fucosylation of lactose and lacto-N-biose, the chemical and the enzymatic syntheses using fucosyltransferase III were compared. CopyrightPubblicazioni consigliate
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