Chemistry Division, CSIR-Indian Institute of Chemical Biology , Kolkata, 700032, India.
Org Lett. 2014 Jun 20;16(12):3196-9. doi: 10.1021/ol501172d. Epub 2014 Jun 4.
A tandem macro-dimerization reaction via a Cu(I) catalyzed azide/alkyne cycloaddition reaction has been employed to construct triazole/urea based peptidomimetic macrocycles considered as pseudocyclo-β-peptides. Introduction of one particular chirality in the peptide backbone can alter the conformation as well as nature of self-assembly from cyclic D-,L-,α-peptide to cyclo-β-peptide. One of them (16a) forms antiparallel dimers while the other (16b) undergoes higher order aggregation to form a nanorod structure.
通过铜(I)催化的叠氮化物/炔烃环加成反应的串联大环二聚反应,构建了三唑/脲基拟肽大环,被认为是假环-β-肽。在肽主链中引入特定的手性可以改变构象以及从环状 D,L,α-肽到环-β-肽的自组装性质。其中一个(16a)形成反平行二聚体,而另一个(16b)则经历更高阶的聚集以形成纳米棒结构。