Polyglycosylated calixarenes are efficient and selective multivalent ligands for lectins. However, the chemical decoration of these macrocyclic scaffolds with saccharides of increasing complexity is hampered by the highly complex chemistry of carbohydrates. An alternative to the conventional approach is the enzymatic diversification of simple glycocluster-presented glycans. In this work, we present a highly efficient chemo-enzymatic approach to tetra-N-acetyl-lactosaminylcalix[4]arene via glycan extension catalyzed by a human β-1,4-galactosyltransferase. This demonstrates that calixarenes can be exhaustively processed by enzymatic glycosyl transfer despite the heavy steric crowding, paving the way to the design and achievement of multivalent ligands based on these macrocyclic scaffolds having complex branched glycans.

中文翻译：

---

杯[4]芳烃的化学酶法完全四糖基化

聚糖基化的杯芳烃是凝集素的有效且选择性的多价配体。然而，这些大环骨架的化学修饰越来越复杂，其糖类的高度复杂化阻碍了这种复杂性。常规方法的替代方法是简单糖簇呈递的聚糖的酶促多样化。在这项工作中，我们提出了一种高效率的化学-酶促方法来四Ñ乙酰基lactosaminylcalix [4]芳烃通过人β-1,4-半乳糖基转移酶催化的糖链延伸。这表明尽管空间密集，拥挤者也可以通过酶促糖基转移来彻底处理杯芳烃，这为基于这些具有复杂支链聚糖的大环骨架的多价配体的设计和实现铺平了道路。