Direct Enzymatic Branch-End Extension of Glycocluster-Presented Glycans: An Effective Strategy for Programming Glycan Bioactivity

Carlos Bayón; Ning He; Mario Deir-Kaspar; Pilar Blasco; Sabine André; Hans- Joachim Gabius; ángel Rumbero; Jesús Jiménez-Barbero; Wolf-Dieter Fessner; María J. Hernáiz

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Direct Enzymatic Branch-End Extension of Glycocluster-Presented Glycans: An Effective Strategy for Programming Glycan Bioactivity

机译：直接酶促分支延伸甘油蛋牙呈递的聚糖：糖粉生物活性的编程有效策略

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The sequence of a glycan and its topology of presentation team up to determine the specificity and selectivity of recognition by saccharide receptors (lectins). Structure- activity analysis would be furthered if the glycan part of a glycocluster could be efficiently elaborated in situ while keeping all other parameters constant. By using a bacterial a2,6-sialyltransferase and a small library of bi- to tetravalent glycoclusters, we illustrate the complete conversion of scaffold- presented lactoside units into two different sialylated ligands based on N-acetyl/glycolyl-neuraminic acid incorporation. We assess the ensuing effect on their bioactivity for a plant toxin, and present an analysis of the noncovalent substrate binding contacts that the added sialic acid moiety makes to the lectin. Enzymatic diversification of a scaffoldpresented glycan can thus be brought to completion in situ, offering a versatile perspective for rational glycocluster engineering.

机译：甘草的序列及其呈术组合的拓扑，以确定糖受体（凝集素）的特异性和选择性的特异性和选择性。如果可以在保持所有其他参数恒定的同时有效地阐述GlycoCluster的甘油部分，则将进一步进行结构 - 活性分析。通过使用细菌A2,6-唾液酸转移酶和Bi-tetavalent Glycoclusters的小文库，我们说明了基于N-乙酰基/甘油 - 神经氨酸掺入的支架呈现的乳酸单元的完全转化为两种不同的唾液酸化配体。我们评估随后对植物毒素的生物活性的影响，并呈现添加的唾液酸部分对凝集素的非共价底物结合触点的分析。因此，可以以原位完成支架的糖醛糖的酶促改性，为理性糖粉工程提供多功能的视角。

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《Chemistry: A European journal》 |2017年第7期|共11页
作者
Carlos Bayón; Ning He; Mario Deir-Kaspar; Pilar Blasco; Sabine André; Hans- Joachim Gabius; ángel Rumbero; Jesús Jiménez-Barbero; Wolf-Dieter Fessner; María J. Hernáiz;
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作者单位

Department of Organic and Pharmaceutical Chemistry Faculty of Pharmacy Complutense University Plaza RamónyCajaL s/n 28040 Madrid (Spain);

Department of Organic Chemistry and Biochemistry Technische Universit?t Darmstadt Alarich-Weiss-Strasse 4 64287 Darmstadt (Germany);

Department of Organic and Pharmaceutical Chemistry Faculty of Pharmacy Complutense University Plaza RamónyCajaL s/n 28040 Madrid (Spain);

Departamento de Ciencia de Proteínas CIB-CSIC C/Ramiro denMaeztu 9 28040 Madrid (Spain);

Institut für Physiologische Chemie Tier?rztliche Fakult?t Ludwig-Maximilians-Universit?t München Veterin-rstrasse 13 80539 München (Germany);

Institut für Physiologische Chemie Tier?rztliche Fakult?t Ludwig-Maximilians-Universit?t München Veterin-rstrasse 13 80539 München (Germany);

Department of Organic Chemistry Faculty of Science Autonoma University of Madrid (Spain);

Departamento de Ciencia de Proteínas CIB-CSIC C/Ramiro denMaeztu 9 28040 Madrid (Spain);

Department of Organic Chemistry and Biochemistry Technische Universit?t Darmstadt Alarich-Weiss-Strasse 4 64287 Darmstadt (Germany);

Department of Organic and Pharmaceutical Chemistry Faculty of Pharmacy Complutense University Plaza RamónyCajaL s/n 28040 Madrid (Spain);

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原文格式 PDF
正文语种 eng
中图分类应用化学;
关键词
carbohydrates; dendrimers; enzyme catalysis; glycoconjugates; molecular recognition;

机译：碳水化合物;树枝状大分子;酶催化;糖凝固物;分子识别;

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专利

1. Direct Enzymatic Branch-End Extension of Glycocluster-Presented Glycans: An Effective Strategy for Programming Glycan Bioactivity [J] . Carlos Bayón, Ning He, Mario Deir-Kaspar, Chemistry: A European journal . 2017,第7期

机译：直接酶促分支延伸甘油蛋牙呈递的聚糖：糖粉生物活性的编程有效策略
2. Toward Efficient Enzymatic Glycan Synthesis: Directed Evolution and Enzyme Engineering [J] . David H. Kwan, Stephen G. Withers Journal of Carbohydrate Chemistry . 2011,第4a6期

机译：迈向高效酶促糖基合成：定向进化和酶工程
3. Toward Efficient Enzymatic Glycan Synthesis: Directed Evolution and Enzyme Engineering [J] . David H. Kwana, Stephen G. Withersa Journal of Carbohydrate Chemistry . 2011,第4a6期

机译：迈向高效酶促糖基合成：定向进化和酶工程
4. Glycosylation Profiling of Therapeutically Active Glycoproteins: Identification of Glycans in Recombinant Factor IX using Directed MALDI-QIT-TOF-MS~(n) and a Glycan Database [C] . Matthew E. Openshaw, Daniel I. R. Spencer, Louise Royle, American Society for Mass Spectrometry Conference on Mass Spectrometry and Allied Topics . 2011

机译：治疗活性糖蛋白的糖基化分析：使用指向MALDI-QIT-TOF-MS〜（n）和甘草数据库的重组因子IX中聚糖的鉴定
5. Development of Mass Spectrometry Molecular Analysis Strategies and Chemistries for the Quantitative Measurement of Glycans in Complex Biological Systems. [D] . Hecht, Elizabeth Sara. 2017

机译：复杂生物系统中聚糖定量测量的质谱分子分析策略和化学方法的发展。
6. Phase-variable heptose I glycan extensions modulate efficacy of 2C7 vaccine antibody directed against Neisseria gonorrhoeae lipooligosaccharide [O] . Srinjoy Chakraborti, Lisa A. Lewis, Andrew D. Cox, -1

机译：相变庚糖I聚糖延伸可调节针对淋病奈瑟氏球菌低聚糖的2C7疫苗抗体的功效
7. Ion mobility mass spectrometry for extracting spectra of N-glycans directly from incubation mixtures following glycan release: application to glycans from engineered glycoforms of intact, folded HIV gp120 [O] . Harvey, D.J., Sobott, F., Crispin, M., 2011

机译：离子迁移质谱法，用于在聚糖释放后直接从孵育混合物中提取N-聚糖的光谱：从完整的折叠HIV gp120的工程化糖型中应用到聚糖上

Direct Enzymatic Branch-End Extension of Glycocluster-Presented Glycans: An Effective Strategy for Programming Glycan Bioactivity

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