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


Dive into the research topics of 'Chemical characterization of acidic oligosaccharides in milk of the red kangaroo (Macropus rufus)'. Together they form a unique fingerprint.

Cite this