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设计,合成和分子对接的4 - 醇 - N - 乙赫索胺尿素二酸盐供体,用于糖甘合成

Jie Zheng¹, Yang Cao¹, Qiang Tao¹

¹School of Food Science and Pharmaceutical Engineering, Nanjing Normal University, Nanjing 210023, China.

Bioorganic chemistry

|December 22, 2024

概括

化学家们合成了一种新的非自然核酸糖,UDP-4-SH-GalNAc,它与酶强烈结合. 这允许生物对等标记甘氨酸,并在糖链中创建稳定的硫酸盐键.

科学领域:

碳水化合物化学碳水化合物化学
葡萄糖生物学葡萄糖生物学
生物有机化学生物有机化学

背景情况:

核酸糖是合成复杂碳水化合物 (甘氨酸) 的必不可少的组成部分.
使用甘氨基转移酶的酶合成甘氨酸提供了特异性,但受到可用的天然核酸糖基质的限制.
开发非天然的核酸糖,这些核酸糖被甘氨基转移酶识别,对于扩大甘氨酸合成能力至关重要.

研究的目的:

为了第一次合成一种新的非自然核酸糖,UDP-4-SH-GalNAc.
为了研究UDP-4-SH-GalNAc通过糖系转移酶的结合亲和力和酶的纳入.
探索UDP-4-SH-GalNAc在甘氨酸标记和合成中的潜在应用.

主要方法:

合成UDP-4-SH-GalNAc从一个基2-氨基基-葡萄基酸衍生物.
计算分析 (Multiwfn) 来确定与UDP-GalNAc相比UDP-4-SH-GalNAc的大小.
酶测试以评估UDP-4-SH-GalNAc与糖系转移酶的结合能力.

主要成果:

成功合成了UDP-4-SH-GalNAc,总产量为18.6%.
发现UDP-4-SH-GalNAc的尺寸比UDP-GalNAc更小.
与UDP-GalNAc相比,UDP-4-SH-GalNAc与甘氨基转移酶具有更强的结合亲和力,表明有效的酶识别和纳入糖链.

结论:

合成的非天然核酸糖,UDP-4-SH-GalNAc,是有效地识别和利用糖系转移酶.
UDP-4-SH-GalNAc可用于标记目标甘氨酸与硫烯生物对等反应组.
这种方法可以合成具有更稳定的硫酸盐键的糖链,从而扩大了糖合物合成的可能性.

关键词:

化学合成化学合成葡萄糖甘是什么? 葡萄糖甘是什么分子对接是分子对接.在UDP-4-SH-GalNAc中使用.

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