Chemical characterization of acidic oligosaccharides in milk of the red kangaroo (Macropus rufus)

Tatsuro Anraku, Kenji Fukuda, Tadao Saito, Michael Messer, Tadasu Urashima

    Research output: Contribution to journalArticlepeer-review

    18 Citations (Scopus)


    In the milk of marsupials, oligosaccharides usually predominate over lactose during early to mid lactation. Studies have shown that tammar wallaby milk contains a major series of neutral galactosyllactose oligosaccharides ranging in size from tri- to at least octasaccharides, as well as α(1-6) linked N-acetylglucosamine-containing oligosaccharides as a minor series. In this study, acidic oligosaccharides were purified from red kangaroo milk and characterized by 1H-nuclear magnetic resonance spectrometry and matrixassisted laser desorption/ionization time-of-flight mass spectrometry, to be as follows: Neu5Ac(α2-3)Gal(α1-4) Glc (3-SL), Neu5Ac(α2-3)Gal(α1-3) Gal(α1-4)Glc (sialyl 3-galactosyllactose), Neu5Ac(α2-3)Gal(α1- 3)Gal(α1-3) Gal(α1-4)Glc, Neu5Ac(α2-3)Gal(α1-3) Gal(α1-3)Gal (α1-3)Gal(α1-4)Glc, Neu5Ac(α2-3) Gal(α1- )[Gal(α1-4) GlcNAc(α1-6)]Gal(α1-4)Glc (sialyl lacto-N-novopentaose a), Gal(α1-3)[Neu5Ac(α2-6)Gal(α1-4) GlcNAc(α1-6)]Gal(α1-4) Glc (sialyl lacto-N-novopentaose b), Neu5Ac(α2-3)Gal(α1-3) Gal(α1-3)[Gal(α1-4) GlcNAc(α1-6)]Gal(α1-4)Glc, Gal(α1-3) (-3-O-sulfate) Gal(α1-3)Gal(α1-4)Glc, Gal(α1-3)(-3-Osulfate) Gal(α1-3)Gal(α1-3)Gal(α1-4)Glc, Gal(α1-3)(-3-Osulfate) Gal(α1-3)Gal(α1-3)Gal(α1-3)Gal(α1-4)Glc, Gal (α1-3)(-3-O-sulfate)Gal(α1-3)[Gal(α1-4)GlcNAc(α1-6)]Gal (α1-4)Glc, Gal(α1-3)(-3-O-sulfate)Gal(α1-3)Gal(α1-3)[Gal (α1-4)GlcNAc(α1-6)]Gal(α1-4)Glc. These acidic oligosaccharides were shown to be sialylated or sulfated in the nonreducing ends to the major linear and the minor branched series of neutral oligosaccharides of tammar wallaby milk.

    Original languageEnglish
    Pages (from-to)147-156
    Number of pages10
    JournalGlycoconjugate Journal
    Issue number2-3
    Publication statusPublished - 2012 Apr 1


    • Galactosyllactose
    • Lacto-N-novopentaose I
    • Macrupus rufus
    • Milk oligosaccharides
    • Oligosaccharide sulfate
    • Red kangaroo
    • Sialyl oligosaccharide

    ASJC Scopus subject areas

    • Biochemistry
    • Molecular Biology
    • Cell Biology


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