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Combination of Glycosyltransferases and a Glycosynthase in Sequential and One‐Pot Reactions for the Synthesis of Type 1 and Type 2 N‐Acetyllactosamine Oligomers
ChemCatChem ( IF 3.8 ) Pub Date : 2015-09-04 , DOI: 10.1002/cctc.201500645 Manja Henze 1 , Simon Schmidtke 1 , Natalie Hoffmann 2 , Hanna Steffens 1 , Jörg Pietruszka 2, 3 , Lothar Elling 1
ChemCatChem ( IF 3.8 ) Pub Date : 2015-09-04 , DOI: 10.1002/cctc.201500645 Manja Henze 1 , Simon Schmidtke 1 , Natalie Hoffmann 2 , Hanna Steffens 1 , Jörg Pietruszka 2, 3 , Lothar Elling 1
Affiliation
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The disaccharide units of N‐acetyllactosamine (LacNAc) types 1 and 2 and poly‐LacNAc are involved in many biological recognition events. We report the modular design of type 1 (3Galβ1‐3GlcNAcβ1‐; Gal=d‐galactose, GlcNAc=N‐acetyl d‐glucosamine) and type 2 (3Galβ1‐4GlcNAcβ1‐) LacNAc oligomers by combination of two recombinant glycosyltransferases, β1,3‐N‐acetylglucosaminyltransferase from Helicobacter pylori and human β1,4‐galactosyltransferase‐1, with galactosynthase His6BgaC/Glu233Gly from Bacillus circulans. Combination of His6BgaC/Glu233Gly and β1,3‐N‐acetylglucosaminyltransferase in sequential or one‐pot mode results in LacNAc type 1 oligomers with up to four LacNAc units. Moreover, sequential use of all three enzymes gives access to a variety of neo‐LacNAc oligomers. We present oligomers composed of alternating type 1 and 2 units and type 1‐terminated LacNAc type 2 oligomers. These glycan structures are valuable compounds for testing carbohydrate–protein interactions.
中文翻译：
糖基转移酶和糖合酶在顺序反应和一锅反应中的组合，用于合成1型和2型N-乙酰乙酰氨基低聚物
N-乙酰基乳糖胺（LacNAc）1型和2型以及poly-LacNAc的二糖单元参与许多生物识别事件。我们通过两种重组糖基转移酶β1,3的组合报告了1型（3Galβ1-3GlcNAcβ1-; Gal = d-半乳糖，GlcNAc = N-乙酰基d-葡糖胺）和2型（3Galβ1-4GlcNAcβ1-4）的LacNAc寡聚体的模块化设计。- ñ从-acetylglucosaminyltransferase幽门螺杆菌和人类β1,4半乳糖转移酶1，用galactosynthase他6 BgaC / Glu233Gly从环状芽孢杆菌。他的6 BgaC / Glu233Gly和β1,3- N的组合顺序或单罐模式下的‐乙酰氨基葡萄糖氨基转移酶可产生最多四个LacNAc单元的LacNAc 1型寡聚体。此外，顺序使用所有这三种酶可以访问各种neo-LacNAc低聚物。我们介绍了由1型和2型交替单元和1型终止的LacNAc 2型低聚物组成的低聚物。这些聚糖结构是测试碳水化合物与蛋白质相互作用的有价值的化合物。
更新日期：2015-09-04
中文翻译：
糖基转移酶和糖合酶在顺序反应和一锅反应中的组合，用于合成1型和2型N-乙酰乙酰氨基低聚物
N-乙酰基乳糖胺（LacNAc）1型和2型以及poly-LacNAc的二糖单元参与许多生物识别事件。我们通过两种重组糖基转移酶β1,3的组合报告了1型（3Galβ1-3GlcNAcβ1-; Gal = d-半乳糖，GlcNAc = N-乙酰基d-葡糖胺）和2型（3Galβ1-4GlcNAcβ1-4）的LacNAc寡聚体的模块化设计。- ñ从-acetylglucosaminyltransferase幽门螺杆菌和人类β1,4半乳糖转移酶1，用galactosynthase他6 BgaC / Glu233Gly从环状芽孢杆菌。他的6 BgaC / Glu233Gly和β1,3- N的组合顺序或单罐模式下的‐乙酰氨基葡萄糖氨基转移酶可产生最多四个LacNAc单元的LacNAc 1型寡聚体。此外，顺序使用所有这三种酶可以访问各种neo-LacNAc低聚物。我们介绍了由1型和2型交替单元和1型终止的LacNAc 2型低聚物组成的低聚物。这些聚糖结构是测试碳水化合物与蛋白质相互作用的有价值的化合物。
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