Department of Biosciences and Informatics, Keio University, Hiyoshi, Yokohama 223-8522, Japan.
Carbohydr Res. 2012 Nov 1;361:33-40. doi: 10.1016/j.carres.2012.08.003. Epub 2012 Aug 17.
N(α)-Lauryl-O-(β-D-xylopyranosyl)-L-serinamide (Xyl-Ser-C12) was synthesized as a saccharide primer to obtain oligosaccharides of glycosaminoglycan using the glycan biosynthetic potential of mouse osteosarcoma FBJ-S1 cells and Chinese hamster ovary (CHO) cells. The glycosylated products secreted into the culture medium were collected and analyzed by liquid chromatography-mass spectrometry and glycosidase digestion. The structure of the Xyl-Ser-C12 derivatives was investigated. Several glycosaminoglycan-type oligosaccharides, such as GalNAc-(GlcA-GlcNAc)(n)-GlcA-Gal-Gal-Xyl-Ser-C12, were detected, and identified as intermediates of the biosynthesis of heparan sulfate glycosaminoglycans. Xyl-Ser-C12 exhibited greater acceptor activity for the glycosylation of glycosaminoglycan-type oligosaccharides than p-nitrophenyl-β-D-xylopyranoside.
N(α)-月桂酰-O-(β-D-吡喃木糖基)-L-丝氨酰胺（Xyl-Ser-C12）被合成作为糖基供体，以利用鼠骨肉瘤 FBJ-S1 细胞和中国仓鼠卵巢（CHO）细胞的聚糖生物合成潜力获得糖胺聚糖的寡糖。分泌到培养基中的糖基化产物通过液相色谱-质谱和糖苷酶消化进行收集和分析。研究了 Xyl-Ser-C12 衍生物的结构。检测到几种糖胺聚糖型寡糖，如 GalNAc-(GlcA-GlcNAc)(n)-GlcA-Gal-Gal-Xyl-Ser-C12，并鉴定为硫酸乙酰肝素糖胺聚糖生物合成的中间体。Xyl-Ser-C12 对糖胺聚糖型寡糖的糖基化具有比对硝基苯-β-D-吡喃木糖苷更高的受体活性。
