Issue 3, 2020

A cytochrome c-urea functionalized dipeptide conjugate: an efficient HBD framework to synthesize 4H-pyrans via one-pot multicomponent reaction

Abstract

This work is focused on the development of an efficient and green protocol for the one-pot multicomponent synthesis of a series of 4H-pyran derivatives. Herein, a protein–peptide conjugate (SS1–Cyt. c) is synthesized and characterized using Circular Dichroism (CD), UV-Visible absorption spectroscopy, and docking studies. The whole assembly is used as an efficient catalytic system by incorporating a derivatized dipeptide molecule in the hydrophobic cavities of the protein Cytochrome c (Cyt. c) that leads to the activation of Hydrogen Bond Donating (HBD) units of a urea derivative of a dipeptide (SS1). The HBD units tend to show non-covalent interactions with the reactant species responsible for triggering the occurrence of an organic transformation. Also, the stability and binding interactions of SS1–Cyt. c with the multicomponent reactants involved in the organic transformation are studied in detail using MD-simulation studies. It is a metal-free catalyst and provides higher yield in relatively short reaction times. As per green chemistry principles, the catalyst has provided us ideal Eco-scale and E factor scores of 79 and 0.089, respectively.

Graphical abstract: A cytochrome c-urea functionalized dipeptide conjugate: an efficient HBD framework to synthesize 4H-pyrans via one-pot multicomponent reaction

Supplementary files

Article information

Article type
Paper
Submitted
10 Oct 2019
Accepted
24 Dec 2019
First published
26 Dec 2019

Green Chem., 2020,22, 956-968

A cytochrome c-urea functionalized dipeptide conjugate: an efficient HBD framework to synthesize 4H-pyrans via one-pot multicomponent reaction

S. Saini, Mayank, N. Kaur and N. Singh, Green Chem., 2020, 22, 956 DOI: 10.1039/C9GC03512E

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