Enzymatic synthesis and the structure elucidation of novel trisaccharides comprized of D-galactose, N-acetyl-D-glucosamine, and D-fructose
Enzymatic synthesis and the structure elucidation of novel trisaccharides comprized of D-galactose, N-acetyl-D-glucosamine, and D-fructose
复制标题
D-半乳糖、N-乙酰基-D-葡萄糖胺和D-果糖新型三糖的酶法合成及结构解析
DOI：
10.1080/07328303.2016.1270296
复制
发表时间：
2016
影响因子：
1
通讯作者：
Toshiyuki Nishio
中科院分区：
文献类型：
--
作者：
MitsuruTashiro;Takashi Fujimoto;Kazuo Furihara;Yohei Sakaki;Takako Hirano;Wataru Hakamata;Toshiyuki Nishio
利用米曲霉β-半乳糖苷酶的转半乳糖基化活性，由N-乙酰蔗糖胺和乳糖酶促合成三糖，提供了两种反应产物。各种2D NMR光谱和MS的结构分析表明产物为β-D-呋喃果糖基β-D-吡喃半乳糖基-(1→6)-2-乙酰氨基-2-脱氧-α-D-吡喃葡萄糖苷和β-D-吡喃半乳糖基-(1→6)-β-D-呋喃果糖基-(2↔1)-2-乙酰氨基-2-脱氧-α-D-吡喃葡萄糖苷。此外，J-resolved-HMBC实验表明这些三糖糖苷键周围的构象非常相似。对两种三糖 GlcNAc-Fru 部分中糖苷键的 pH 和热稳定性的检查表明存在明显差异。
Enzymatic synthesis of trisaccharides fromN-acetylsucrosamine and lactose utilizing the transgalactosylation activity ofAspergillus oryzaeβ-galactosidase provided two reaction products. Structure analyses by various 2D NMR spectroscopy and MS indicated that the products were β-D-fructofuranosyl β-D-galactopyranosyl-(1→6)-2-acetamido-2-deoxy-α-D-glucopyranoside and β-D-galactopyranosyl-(1→6)-β-D-fructofuranosyl-(2↔1)-2-acetamido-2-deoxy-α-D-glucopyranoside. Moreover,J-resolved-HMBC experiments indicated that the conformations around the glycosidic bonds of these trisaccharides were very similar. Examination about the pH and thermal stabilities of the glycosidic bonds in the GlcNAc–Fru moiety of the two trisaccharides indicated apparent difference.