Urashima Tadasu, Fujita Saori, Fukuda Kenji, Nakamura Tadashi, Saito Tadao, Cowan Phil, Messer Michael
Graduate School of Animal and Food Hygiene, Obihiro University of Agriculture & Veterinary Medicine, Obihiro, Hokkaido, 080-8555, Japan,
Glycoconj J. 2014 Jul;31(5):387-99. doi: 10.1007/s10719-014-9533-y. Epub 2014 Jun 7.
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.
帚尾袋鼬、红袋鼠和树袋熊。为了阐明有袋动物乳寡糖之间的同源性和异质性，本研究对帚尾袋貂泌乳中期乳汁碳水化合物部分的21种寡糖进行了表征。从中期泌乳乳汁的碳水化合物部分分离出中性和酸性寡糖，并通过核磁共振氢谱和基质辅助激光解吸电离飞行时间质谱对其进行表征。7种中性寡糖的结构分别为：Gal(β1-3)Gal(β1-4)Glc（3'-半乳糖基乳糖）、Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc（3", 3'-二半乳糖基乳糖）、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（乳糖-N-新五糖I）、Gal(β1-3)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc（半乳糖基乳糖-N-新五糖I）、Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-3)Gal(β1-4)Glc（半乳糖基乳糖-N-新五糖II）。检测到的14种酸性寡糖的结构分别为：Neu5Ac(α2-3)Gal(β1-3)Gal(β1-4)Glc（唾液酸基3'-半乳糖基乳糖）、Gal(β1-3)(O-3-硫酸盐)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc（乳糖-N-新五糖I硫酸盐a）、Gal(β1-3)[Gal(β1-4)(O-3-硫酸盐)GlcNAc(β1-6)]Gal(β1-4)Glc（乳糖-N-新五糖I硫酸盐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（唾液酸基乳糖-N-新五糖a）、Gal(β1-3)(-3-O-硫酸盐)Gal(β1-3)[Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc、Gal(β1-3)Gal(β1-3)[Gal(β1-4)(-3-O-硫酸盐)GlcNAc(β1-6)]Gal(β1-4)Glc、Gal(β1-3)[Neu5Ac(α2-6)Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc（唾液酸基乳糖-N-新五糖b）、Neu5Ac(α2-3)Gal(β1-3)Gal(β1-3)Gal(β1-3)Gal(β1-4)Glc、Gal(β1-3)(-3-O-硫酸盐)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-硫酸盐)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-硫酸盐)GlcNAc(β1-6)]Gal(β1-4)Glc和Gal(β1-3)Gal(β1-3)[Neu5Ac(α2-6)Gal(β1-4)GlcNAc(β1-6)]Gal(β1-4)Glc（半乳糖基唾液酸基乳糖-N-新五糖b）。未检测到岩藻糖基寡糖。半乳糖基乳糖-N-新五糖II、乳糖-N-新五糖I硫酸盐a、乳糖-N-新五糖I硫酸盐b和半乳糖基唾液酸基乳糖-N-新五糖b是新型寡糖。将结果与先前关于有袋动物乳寡糖的研究结果进行了比较。
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