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  • Title: Photolabeling of the adipocyte hexose carrier with an aryl azide derivative of maltose.
    Author: May JM, Horuk R, Olefsky JM.
    Journal: Mol Cell Endocrinol; 1987 Feb; 49(2-3):181-8. PubMed ID: 3556753.
    Abstract:
    A nitrophenyl azide derivative of maltose, N-(4-azido-2-nitrophenyl)-maltosylamine (NAP-maltosylamine), was synthesized as a potential photoaffinity label for the hexose carrier of the rat adipocyte. This derivative inhibited 3-O-methylglucose uptake with a Ki of 1.3 mM in the dark, while that of maltose was 10.0 mM. Carbon-14-labeled maltose and NAP-maltosylamine entered adipocytes via the hexose carrier, the latter in a concentrative fashion. Photolysis of NAP-[14C]maltosylamine in the presence of an adipocyte low density microsomal membrane fraction labeled several electrophoretic bands. Among these are a 45 kDa band which showed features expected of the hexose carrier: its labeling was decreased 40% by D- but not L-glucose and pretreatment of intact adipocytes with insulin decreased labeling of the 45 kDa band by 10-40%, as predicted by the translocation theory of insulin-stimulated transport activation. These studies show the suitability of using carbon-1-modified sugar photoaffinity labels as probes for the hexose carrier and possibly of its regulation in rat adipocytes.
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