Literature DB >> 22415147

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

Tatsuro Anraku1, Kenji Fukuda, Tadao Saito, Michael Messer, Tadasu Urashima.   

Abstract

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 β(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 (1)H-nuclear magnetic resonance spectrometry and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry, to be as follows: Neu5Ac(α2-3)Gal(β1-4)Glc (3'-SL), Neu5Ac(α2-3)Gal(β1-3)Gal(β1-4)Glc (sialyl 3'-galactosyllactose), Neu5Ac(α2-3)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc, Neu5Ac(α2-3)Gal(β1-3)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc, Neu5Ac(α2-3)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc (sialyl lacto-N-novopentaose a), Gal(β1-3)[Neu5Ac(α2-6)Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc (sialyl lacto-N-novopentaose b), Neu5Ac(α2-3)Gal(β1-3)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc, Gal(β1-3)(-3-O-sulfate)Gal(β1-3)Gal(β1-4)Glc, Gal(β1-3)(-3-O-sulfate)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc, Gal(β1-3)(-3-O-sulfate)Gal(β1-3)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc, Gal(β1-3)(-3-O-sulfate)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc, Gal(β1-3)(-3-O-sulfate)Gal(β1-3)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc. These acidic oligosaccharides were shown to be sialylated or sulfated in the non-reducing ends to the major linear and the minor branched series of neutral oligosaccharides of tammar wallaby milk.

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Year:  2012        PMID: 22415147     DOI: 10.1007/s10719-012-9372-7

Source DB:  PubMed          Journal:  Glycoconj J        ISSN: 0282-0080            Impact factor:   2.916


  28 in total

1.  COMPARATIVE BIOCHEMICAL STUDIES OF MILK. II. DIALYZABLE CARBOHYDRATES.

Authors:  R JENNESS; E A REGEHR; R E SLOAN
Journal:  Comp Biochem Physiol       Date:  1964-12

2.  Structural determination and daily variations of porcine milk oligosaccharides.

Authors:  Nannan Tao; Karen L Ochonicky; J Bruce German; Sharon M Donovan; Carlito B Lebrilla
Journal:  J Agric Food Chem       Date:  2010-04-28       Impact factor: 5.279

3.  Structure of a branched tetrasaccharide from marsupial milk.

Authors:  M Messer; E Trifonoff
Journal:  Carbohydr Res       Date:  1982-04-16       Impact factor: 2.104

4.  Structures of four new oligosaccharides from marsupial milk, determined mainly by 13C-n.m.r. spectroscopy.

Authors:  J G Collins; J H Bradbury; E Trifonoff; M Messer
Journal:  Carbohydr Res       Date:  1981-05-18       Impact factor: 2.104

5.  Milk carbohydrates of marsupials. II. Quantitative and qualitative changes in milk carbohydrates during lactation in the tammar wallaby (Macropus eugenii).

Authors:  M Messer; B Green
Journal:  Aust J Biol Sci       Date:  1979-12

6.  Biosynthesis of marsupial milk oligosaccharides. II: Characterization of a beta 6-N-acetylglucosaminyltransferase in lactating mammary glands of the tammar wallaby, Macropus eugenii.

Authors:  T Urashima; M Messer; W A Bubb
Journal:  Biochim Biophys Acta       Date:  1992-09-15

7.  Identification of N-acetyl-4-O-acetylneuraminyl-lactose in Echidna milk.

Authors:  M Messer
Journal:  Biochem J       Date:  1974-05       Impact factor: 3.857

8.  N-acetylneuramin lactose sulfate: a newly identified nutrient in milk.

Authors:  J A Sturman; Y Y Lin; T Higuchi; J H Fellman
Journal:  Pediatr Res       Date:  1985-02       Impact factor: 3.756

9.  Structural determination of three neutral oligosaccharides in bovine (Holstein-Friesian) colostrum, including the novel trisaccharide; GalNAc alpha 1-3Gal beta 1-4Glc.

Authors:  T Urashima; T Saito; K Ohmisya; K Shimazaki
Journal:  Biochim Biophys Acta       Date:  1991-01-23

10.  Chemical characterization of oligosaccharides in the milk of six species of New and Old World monkeys.

Authors:  Kohta Goto; Kenji Fukuda; Akitsugu Senda; Tadao Saito; Kazumasa Kimura; Kenneth E Glander; Katie Hinde; Wolfgang Dittus; Lauren A Milligan; Michael L Power; Olav T Oftedal; Tadasu Urashima
Journal:  Glycoconj J       Date:  2010-12-03       Impact factor: 2.916

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  7 in total

1.  Chemical characterization of milk oligosaccharides of the eastern quoll (Dasyurus viverrinus).

Authors:  Tadasu Urashima; Yiliang Sun; Kenji Fukuda; Kentaro Hirayama; Epi Taufik; Tadashi Nakamura; Tadao Saito; Jim Merchant; Brian Green; Michael Messer
Journal:  Glycoconj J       Date:  2015-06-06       Impact factor: 2.916

2.  Galactosyl-lactose sialylation using Trypanosoma cruzi trans-sialidase as the biocatalyst and bovine κ-casein-derived glycomacropeptide as the donor substrate.

Authors:  Maarten H Wilbrink; Geert A ten Kate; Sander S van Leeuwen; Peter Sanders; Erik Sallomons; Johannes A Hage; Lubbert Dijkhuizen; Johannis P Kamerling
Journal:  Appl Environ Microbiol       Date:  2014-07-25       Impact factor: 4.792

3.  Chemical characterization of milk oligosaccharides of the common brushtail possum (Trichosurus vulpecula).

Authors:  Tadasu Urashima; Saori Fujita; Kenji Fukuda; Tadashi Nakamura; Tadao Saito; Phil Cowan; Michael Messer
Journal:  Glycoconj J       Date:  2014-06-07       Impact factor: 2.916

4.  Chemical characterization of milk oligosaccharides of the koala (Phascolarctos cinereus).

Authors:  Tadasu Urashima; Epi Taufik; Rino Fukuda; Tadashi Nakamura; Kenji Fukuda; Tadao Saito; Michael Messer
Journal:  Glycoconj J       Date:  2013-07-04       Impact factor: 2.916

5.  Chemical characterization of milk oligosaccharides of the tiger quoll (Dasyurus maculatus), a marsupial.

Authors:  Tadasu Urashima; Tomoko Yamamoto; Kentaro Hirayama; Kenji Fukuda; Tadashi Nakamura; Tadao Saito; Keith Newgrain; Jim Merchant; Brian Green; Michael Messer
Journal:  Glycoconj J       Date:  2016-05-20       Impact factor: 2.916

6.  Characterization of two novel sialyl N-acetyllactosaminyl nucleotides separated from ovine colostrum.

Authors:  Masashi Sasaki; Tadashi Nakamura; Kentaro Hirayama; Kenji Fukuda; Tadao Saito; Tadasu Urashima; Sadaki Asakuma
Journal:  Glycoconj J       Date:  2016-05-20       Impact factor: 2.916

Review 7.  Human Milk Oligosaccharides (HMOS): Structure, Function, and Enzyme-Catalyzed Synthesis.

Authors:  Xi Chen
Journal:  Adv Carbohydr Chem Biochem       Date:  2015-11-11       Impact factor: 3.714

  7 in total

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