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通过360兆赫质子磁共振光谱对2-乙酰氨基-1-N-(4-L-天冬氨酰基)-2-脱氧-β-D-吡喃葡萄糖胺和2-乙酰氨基-6-O-(α-L-吡喃岩藻糖基)-1-N-(4-L-天冬氨酰基)-2-脱氧-β-D-吡喃葡萄糖胺进行的结构研究。

Structural studies on 2-acetamido-1-N-(4-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine and 2-acetamido-6-O-(alpha-L-fucopyranosyl)-1-N-(4-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine by 360-MHz proton-magnetic-resonance spectroscopy.

作者信息

Dorland L, Schut B L, Vliegenthart J F, Strecker G, Fournet B, Spik G, Montreuil J

出版信息

Eur J Biochem. 1977 Feb 15;73(1):93-7. doi: 10.1111/j.1432-1033.1977.tb11294.x.

Abstract

The 360-MHz proton magnetic resonance spectra of 2-acetamido-1-N-(4-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine (GlcNAcbeta1 leads to Asn) and 2-acetamido-6-O-(alpha-L-fucopyranosyl)-1-N-(4-L-aspartyl)-2-deoxy-beta-D-glucopyranosylamine (Fucalpha1 leads to 6GlcNAcbeta1 leads to Asn) in deuterium oxide were completely interpreted. The chemical shifts and coupling constants were refined by simulation of the spectra. By means of an adapted Karplus equation the pyranose ring conformation of the sugars was calculated. The change of the geminal coupling constant J6a,6b in the N-acetylglucosamine residue of Fucalpha1 leads to 6GlcNAcbeta1 leads to Asn with respect to GlcNAcbeta1 leads to Asn is proposed to be characteristic for the (1 leads to 6) glycosidic linkage.

摘要

在重水中对2-乙酰氨基-1-N-(4-L-天冬氨酰基)-2-脱氧-β-D-吡喃葡萄糖胺(GlcNAcbeta1→Asn)和2-乙酰氨基-6-O-(α-L-吡喃岩藻糖基)-1-N-(4-L-天冬氨酰基)-2-脱氧-β-D-吡喃葡萄糖胺(Fucalpha1→6GlcNAcbeta1→Asn)的360兆赫质子磁共振谱进行了完整解析。通过谱图模拟对化学位移和耦合常数进行了优化。借助修正的卡尔普斯方程计算了糖类的吡喃糖环构象。相对于GlcNAcbeta1→Asn,Fucalpha1→6GlcNAcbeta1→Asn的N-乙酰葡糖胺残基中偕偶常数J6a,6b的变化被认为是(1→6)糖苷键的特征。

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