Membrane-enclosed multienzyme (MEME) synthesis of 2,7-anhydro-sialic acid derivatives.
Membrane-enclosed multienzyme (MEME) synthesis of 2,7-anhydro-sialic acid derivatives.
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DOI：
10.1016/j.carres.2017.08.008
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发表时间：
2017-11-08
影响因子：
3.1
通讯作者：
Juge N
中科院分区：
文献类型：
--
作者：
Monestier M;Latousakis D;Bell A;Tribolo S;Tailford LE;Colquhoun IJ;Le Gall G;Yu H;Chen X;Rejzek M;Dedola S;Field RA;Juge N
天然存在的2，7-脱水-α-N-乙酰神经氨酸（2，7-脱水-Neu5Ac）是细菌分子内转唾液酸酶（IT-唾液酸酶）的转糖基化产物。建立了一种简便的一锅法双酶法合成2，7-脱水唾液酸衍生物，包括含有不同唾液酸形式的衍生物，如Neu5Ac和N-羟乙酰神经氨酸（Neu5Gc）。该方法是基于使用Ruminoccocus gavus IT-唾液酸酶从糖蛋白中释放2，7-脱水-唾液酸，并通过唾液酸醛缩酶转化游离唾液酸。这种基于膜封闭酶促合成的合成方法可以在制备规模上进行。使用胎球蛋白作为底物，高收率和成本有效地生产高纯度的2，7-脱水-Neu5Ac。该方法也用于2，7-脱水-Neu5Gc的合成。膜封闭多酶（MEME）的策略，这里报道提供了一种有效的方法来生产各种唾液酸衍生物。用于生产2，7-脱水-唾液酸衍生物的膜封闭多酶（MEME）方法。开发了一种新型的膜封闭多酶法用于生产2，7-脱水唾液酸衍生物。以高产率和高纯度生产2，7-脱水-Neu5Ac。使用一锅两步酶促合成产生富含Neu5Gc的糖蛋白。该方法允许合成一种新的化合物，2，7-脱水-Neu5Gc。
Naturally occurring 2,7-anhydro-alpha-N-acetylneuraminic acid (2,7-anhydro-Neu5Ac) is a transglycosylation product of bacterial intramolecular trans-sialidases (IT-sialidases). A facile one-pot two-enzyme approach has been established for the synthesis of 2,7-anhydro-sialic acid derivatives including those containing different sialic acid forms such as Neu5Ac and N-glycolylneuraminic acid (Neu5Gc). The approach is based on the use of Ruminoccocus gnavus IT-sialidase for the release of 2,7-anhydro-sialic acid from glycoproteins, and the conversion of free sialic acid by a sialic acid aldolase. This synthetic method, which is based on a membrane-enclosed enzymatic synthesis, can be performed on a preparative scale. Using fetuin as a substrate, high-yield and cost-effective production of 2,7-anhydro-Neu5Ac was obtained to high-purity. This method was also applied to the synthesis of 2,7-anhydro-Neu5Gc. The membrane-enclosed multienzyme (MEME) strategy reported here provides an efficient approach to produce a variety of sialic acid derivatives. Membrane-enclosed multienzyme (MEME) approach for the production of 2,7-anhydro-sialic acid derivatives. A novel membrane enclosed multiple enzyme approach was developed for the production of 2,7-anhydro-sialic acid derivatives. 2,7-anhydro-Neu5Ac was produced in high-yield and high-purity. Neu5Gc-rich glycoprotein was produced using a one-pot two-step enzymatic synthesis. The method allowed the synthesis of a novel compound, 2,7-anhydro-Neu5Gc.
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影响因子：
4
作者：
Chen, Xi;Varki, Ajit
通讯作者：
Varki, Ajit
影响因子：
3.7
作者：
Tailford LE;Crost EH;Kavanaugh D;Juge N
通讯作者：
Juge N
影响因子：
3.7
作者：
Crost EH;Tailford LE;Le Gall G;Fons M;Henrissat B;Juge N
通讯作者：
Juge N
顺序的一锅多酶化学酶合成的糖果糖聚糖。
DOI：
10.1021/acs.joc.6b01905
发表时间：
2016-11-18
期刊：
The Journal of organic chemistry
影响因子：
--
作者：
Yu H;Li Y;Zeng J;Thon V;Nguyen DM;Ly T;Kuang HY;Ngo A;Chen X
通讯作者：
Chen X
影响因子：
4.3
作者：
Rohrer, JS;Thayer, J;Avdalovic, N
通讯作者：
Avdalovic, N