Aqueous Graphene Dispersion and Biofunctionalization via Enzymatic Oxidation of Tripeptides

Author:

Barriales Kenny123,Khandaker Shadman1,Jain Ankit134,Sementa Deborah1,Nair Maya Narayanan1,Wang Tong1,Tang Joel5,DelRe Christopher136,Ulijn Rein V.123ORCID

Affiliation:

1. Advanced Science Research Center (ASRC) at the Graduate Center City University of New York (CUNY) 85 St Nicholas Terrace New York NY 10031 USA

2. Department of Chemistry Hunter College City University of New York 695 Park Avenue New York NY 10065 USA

3. Ph.D. Program in Chemistry The Graduate Center of the City University of New York New York NY 10016 USA

4. Department of Chemistry and biochemistry Brooklyn College City University of New York 2900 Bedford Avenue Brooklyn NY 11210 USA

5. Department of Chemistry New York University 32 Waverly Pl New York NY 10003 USA

6. Department of Chemistry The City College of New York 160 Convent Avenue New York NY 10031 USA

Abstract

AbstractGraphene, a 2D carbon material, possesses extraordinary mechanical, electrical, and thermal properties, making it highly attractive for various biological applications such as biosensing, biotherapeutics, and tissue engineering. However, the tendency of graphene sheets to aggregate and restack hinders its dispersion in water, limiting these applications. Peptides, with their defined amino acid sequences and versatile functionalities, are compelling molecules with which to modify graphene—aromatic amino acids can strengthen interactions through π‐stacking and charged groups can be chosen to make the sheets dispersible and stable in water. Here, a facile and green method for covalently functionalizing and dispersing graphene using amphiphilic tripeptides, facilitated by a tyrosine phenol side chain, through an aqueous enzymatic oxidation process is demonstrated. The presence of a second aromatic side chain group enhances this interaction through non‐covalent support via π–π stacking with the graphene surface. Futhermore, the addition of charged moieties originating from either ionizable amino acids or terminal groups facilitates profound interactions with water, resulting in the dispersion of the newly functionalized graphene in aqueous solutions. This biofunctionalization method resulted in ≈56% peptide loading on the graphene surface, leading to graphene dispersions that remain stable for months in aqueous solutions outperforming currently used surfactants.

Funder

Air Force Office of Scientific Research

National Science Foundation Graduate Research Fellowship Program

Office of Naval Research

Publisher

Wiley

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