Preparation of a photoactivatable fluorescent derivative of lactose and its application to photoaffinity labeling of a conger eel lectin

Koji Muramoto, Fumio Yamauchi, Hisao Kamiya

    Research output: Contribution to journalArticlepeer-review

    8 Citations (Scopus)

    Abstract

    A photoactivatable heterobifunctional fluorescent reagent, 1-azido-5-naphthalene sulfonyl (ANS) hydrazide, was synthesized and characterized. ANS-hydrazide reacted with lactose to form a photoactivatable hydrazone. The derivative (ANS-lactose) had the same binding affinity for a conger eel lectin as lactose judging from the hemagglutinating-inhibition assay with rabbit erythrocytes. ANS-lactose was used for photoaffinity labeling of a conger eel lectin. The photolabeled lectin was digested with chymotrypsin to isolate photolabeled peptides by reversed-phase HPLC by monitoring fluorescence. A major labeled peptide was located at positions 31-45 in the lectin by amino acid analysis and N-terminal sequencing. The identified segment was close to the highly conserved region throughout animal β-galactoside-binding lectins.

    Original languageEnglish
    Pages (from-to)1013-1017
    Number of pages5
    JournalBioscience, Biotechnology and Biochemistry
    Volume58
    Issue number6
    DOIs
    Publication statusPublished - 1994 Jan 1

    ASJC Scopus subject areas

    • Biotechnology
    • Analytical Chemistry
    • Biochemistry
    • Applied Microbiology and Biotechnology
    • Molecular Biology
    • Organic Chemistry

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