Literature DB >> 24906475

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

Tadasu Urashima1, Saori Fujita, Kenji Fukuda, Tadashi Nakamura, Tadao Saito, Phil Cowan, Michael Messer.   

Abstract

Structural characterizations of marsupial milk oligosaccharides have been performed in only three species: the tammar wallaby, the red kangaroo and the koala. To clarify the homology and heterogeneity of milk oligosaccharides among marsupials, 21 oligosaccharides of the milk carbohydrate fraction of the common brushtail possum were characterized in this study. Neutral and acidic oligosaccharides were separated from the carbohydrate fraction of mid-lactation milk and characterized by (1)H-nuclear magnetic resonance spectroscopy and matrix-assisted laser desorption/ionization time-of-flight mass spectrometry. The structures of the 7 neutral oligosaccharides were Gal(β1-3)Gal(β1-4)Glc (3'-galactosyllactose), Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc (3", 3'-digalactosyllactose), Gal(β1-3)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc, Gal(β1-3)Gal(β1-3)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc, Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc (lacto-N-novopentaose I), Gal(β1-3)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc (galactosyl lacto-N-novopentaose I), Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-3)Gal(β1-4)Glc (galactosyl lacto-N-novopentaose II). The structures of the 14 acidic oligosaccharides detected were Neu5Ac(α2-3)Gal(β1-3)Gal(β1-4)Glc (sialyl 3'-galactosyllactose), Gal(β1-3)(O-3-sulfate)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc (lacto-N-novopentaose I sulfate a) Gal(β1-3)[Gal(β1-4)(O-3-sulfate)GlcNAc(β1-6)]Gal(β1-4)Glc (lacto-N-novopentaose I sulfate b), Neu5Ac(α2-3)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)(-3-O-sulfate)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc, Gal(β1-3)Gal(β1-3)[Gal(β1-4)(-3-O-sulfate)GlcNAc(β1-6)]Gal(β1-4)Glc, 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(β1-3)Gal(β1-4)Glc, Gal(β1-3)(-3-O-sulphate)Gal(β1-3)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc, Neu5Ac(α2-3)Gal(β1-3)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc, Gal(β1-3)(-3-O-sulphate)Gal(β1-3)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc, Gal(β1-3)Gal(β1-3)Gal(β1-3)[Gal(β1-4)(-3-O-sulphate)GlcNAc(β1-6)]Gal(β1-4)Glc and Gal(β1-3)Gal(β1-3)[Neu5Ac(α2-6)Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc (galactosyl sialyl lacto-N-novopentaose b). No fucosyl oligosaccharides were detected. Galactosyl lacto-N-novopentaose II, lacto-N-novopentaose I sulfate a, lacto-N-novopentaose I sulfate b and galactosyl sialyl lacto-N-novopentaose b are novel oligosaccharides. The results are compared with those of previous studies on marsupial milk oligosaccharides.

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Year:  2014        PMID： 24906475     DOI： 10.1007/s10719-014-9533-y

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


  18 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.  Composition of milk of the marsupial Trichosurus vulpecula.

Authors:  R GROSS; A BOLLIGER
Journal:  AMA J Dis Child       Date:  1959-12

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.  Changes in milk composition during lactation in the common brushtail possum, Trichosurus vulpecula (Marsupialia: Phalangeridae).

Authors:  P E Cowan
Journal:  Reprod Fertil Dev       Date:  1989       Impact factor: 2.311

6.  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

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

Authors:  Tatsuro Anraku; Kenji Fukuda; Tadao Saito; Michael Messer; Tadasu Urashima
Journal:  Glycoconj J       Date:  2012-03-14       Impact factor: 2.916

8.  Changes in milk carbohydrates during lactation in the common brushtail possum, Trichosurus vulpecula (Marsupialia:Phalangeridae).

Authors:  E A Crisp; P E Cowan; M Messer
Journal:  Reprod Fertil Dev       Date:  1989       Impact factor: 2.311

9.  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

10.  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
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  6 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.  Chemical characterization of the milk oligosaccharides of some Artiodactyla species including giraffe (Giraffa camelopardalis), sitatunga (Tragelaphus spekii), deer (Cervus nippon yesoensis) and water buffalo (Bubalus bubalis).

Authors:  Yuri Mineguchi; Midori Miyoshi; Epi Taufik; Ayumi Kawamura; Takuya Asakawa; Isao Suzuki; Kousaku Souma; Michiko Okubo; Tadao Saito; Kenji Fukuda; Sadaki Asakuma; Tadasu Urashima
Journal:  Glycoconj J       Date:  2018-11-22       Impact factor: 2.916

3.  Donor substrate promiscuity of bacterial β1-3-N-acetylglucosaminyltransferases and acceptor substrate flexibility of β1-4-galactosyltransferases.

Authors:  Yanhong Li; Mengyang Xue; Xue Sheng; Hai Yu; Jie Zeng; Vireak Thon; Yi Chen; Musleh M Muthana; Peng G Wang; Xi Chen
Journal:  Bioorg Med Chem       Date:  2016-03-03       Impact factor: 3.641

4.  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

5.  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 6.  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
  6 in total

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