TY - JOUR

T1 - Chemical characterization of milk oligosaccharides of the tiger quoll (Dasyurus maculatus), a marsupial

AU - Urashima, Tadasu

AU - Yamamoto, Tomoko

AU - Hirayama, Kentaro

AU - Fukuda, Kenji

AU - Nakamura, Tadashi

AU - Saito, Tadao

AU - Newgrain, Keith

AU - Merchant, Jim

AU - Green, Brian

AU - Messer, Michael

PY - 2016/10/1

Y1 - 2016/10/1

N2 - Milk oligosaccharides were separated from the carbohydrate fraction of milk of the tiger quoll a species of marsupial that is closely related to the eastern quoll, Dasyurus viverrinus. They were characterized by 1H – nuclear magnetic resonance spectroscopy and matrix – assisted laser desorption/ionization time-of-flight mass spectrometry. The following oligosaccharides were identified; Gal(β1–3)Gal(β1–4)Glc, Gal(β1–3)Gal(β1–3)Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–3)Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Neu5Ac(α2–3) Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc with an α(2–3)Neu5Ac linked to β(1–4)Gal residue of either branch of Gal(β1–4)GlcNAc(β1–6) units, and Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc with a β(1–3) linked Gal and an α(2–3) linked Neu5Ac. In addition, larger oligosaccharides were characterized as follows; Gal(β1–3){Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)GlcNAc(β1–6)}Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc and Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3){Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)GlcNAc(β1–6)}Gal(β1–4)Glc and their α(2–3) linked Neu5Ac derivatives.

AB - Milk oligosaccharides were separated from the carbohydrate fraction of milk of the tiger quoll a species of marsupial that is closely related to the eastern quoll, Dasyurus viverrinus. They were characterized by 1H – nuclear magnetic resonance spectroscopy and matrix – assisted laser desorption/ionization time-of-flight mass spectrometry. The following oligosaccharides were identified; Gal(β1–3)Gal(β1–4)Glc, Gal(β1–3)Gal(β1–3)Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–3)Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Neu5Ac(α2–3) Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc, Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc with an α(2–3)Neu5Ac linked to β(1–4)Gal residue of either branch of Gal(β1–4)GlcNAc(β1–6) units, and Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc with a β(1–3) linked Gal and an α(2–3) linked Neu5Ac. In addition, larger oligosaccharides were characterized as follows; Gal(β1–3){Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)GlcNAc(β1–6)}Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)Glc and Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–3){Gal(β1–3)[Gal(β1–4)GlcNAc(β1–6)]Gal(β1–4)GlcNAc(β1–6)}Gal(β1–4)Glc and their α(2–3) linked Neu5Ac derivatives.

KW - Marsupials

KW - Milk oligosaccharides

KW - Tiger quoll

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U2 - 10.1007/s10719-016-9675-1

DO - 10.1007/s10719-016-9675-1

M3 - Article

C2 - 27206413

AN - SCOPUS:84969963092

VL - 33

SP - 797

EP - 807

JO - Glycoconjugate Journal

JF - Glycoconjugate Journal

SN - 0282-0080

IS - 5

ER -