Graphene oxide as a quencher for fluorescent assay of amino acids, peptides, and proteins.

Understanding the interaction between graphene oxide (GO) and the biomolecules is fundamentally essential, especially for disease- and drug-related peptides and proteins. In this study, GO was found to strongly interact with amino acids (tryptophan and tyrosine), peptides (Alzheimer's disease related amyloid beta 1-40 and type 2 diabetes related human islet amyloid polypeptide), and proteins (drug-related bovine and human serum albumin) by fluorescence quenching, indicating GO was a universal quencher for tryptophan or tyrosine related peptides and proteins. The quenching mechanism between GO and tryptophan (Trp) or tyrosine (Tyr) was determined as mainly static quenching, combined with dynamic quenching (Förster resonance energy transfer). Different quenching efficiency between GO and Trp or Tyr at different pHs indicated the importance of electrostatic interaction during quenching. Hydrophobic interaction also participated in quenching, which was proved by the presence of nonionic amphiphilic copolymer Pluronic F127 (PF127) in GO dispersion. The strong hydrophobic interaction between GO and PF127 efficiently blocked the hydrophobic interaction between GO and Trp or Tyr, lowering the quenching efficiency.

[1]  Arben Merkoçi,et al.  Simple Förster resonance energy transfer evidence for the ultrahigh quantum dot quenching efficiency by graphene oxide compared to other carbon structures , 2012 .

[2]  V. Berry,et al.  Graphene Interfaced with Biological Cells: Opportunities and Challenges. , 2012, The journal of physical chemistry letters.

[3]  Konggang Qu,et al.  Using Graphene Oxide High Near‐Infrared Absorbance for Photothermal Treatment of Alzheimer's Disease , 2012, Advanced materials.

[4]  Bong Jin Hong,et al.  Successful stabilization of graphene oxide in electrolyte solutions: enhancement of biofunctionalization and cellular uptake. , 2012, ACS nano.

[5]  Il-Kwon Oh,et al.  Graphene oxide-polyethylenimine nanoconstruct as a gene delivery vector and bioimaging tool. , 2011, Bioconjugate chemistry.

[6]  Tingting Feng,et al.  A graphene oxide-peptide fluorescence sensor tailor-made for simple and sensitive detection of matrix metalloproteinase 2. , 2011, Chemical communications.

[7]  Juan Li,et al.  General approach for monitoring peptide-protein interactions based on graphene-peptide complex. , 2011, Analytical chemistry.

[8]  Liangzhu Feng,et al.  Photothermally enhanced photodynamic therapy delivered by nano-graphene oxide. , 2011, ACS nano.

[9]  R. Yu,et al.  Graphene oxide-peptide conjugate as an intracellular protease sensor for caspase-3 activation imaging in live cells. , 2011, Angewandte Chemie.

[10]  Lin Li,et al.  Water‐Soluble Poly(N‐isopropylacrylamide)–Graphene Sheets Synthesized via Click Chemistry for Drug Delivery , 2011 .

[11]  Lorenzo Stella,et al.  Fluorescence quenching and ligand binding: A critical discussion of a popular methodology , 2011 .

[12]  Yan Liu,et al.  Investigation on fluorescence quenching of dyes by graphite oxide and graphene , 2011 .

[13]  E. Wang,et al.  PVP-coated graphene oxide for selective determination of ochratoxin A via quenching fluorescence of free aptamer. , 2011, Biosensors & bioelectronics.

[14]  H. Dai,et al.  Ultrasmall reduced graphene oxide with high near-infrared absorbance for photothermal therapy. , 2011, Journal of the American Chemical Society.

[15]  Zhe Wang,et al.  Efficient fluorescence resonance energy transfer between upconversion nanophosphors and graphene oxide: a highly sensitive biosensing platform. , 2011, Chemical communications.

[16]  Chang-Sik Ha,et al.  Synthesis and Drug‐Delivery Behavior of Chitosan‐Functionalized Graphene Oxide Hybrid Nanosheets , 2011 .

[17]  V. Maheshwari,et al.  Adsorption and desorption of DNA on graphene oxide studied by fluorescently labeled oligonucleotides. , 2011, Langmuir : the ACS journal of surfaces and colloids.

[18]  Min Zhang,et al.  Interaction of peptides with graphene oxide and its application for real-time monitoring of protease activity. , 2011, Chemical communications.

[19]  K. Loh,et al.  A graphene oxide-organic dye ionic complex with DNA-sensing and optical-limiting properties. , 2010, Angewandte Chemie.

[20]  Yuehe Lin,et al.  Aptamer/graphene oxide nanocomplex for in situ molecular probing in living cells. , 2010, Journal of the American Chemical Society.

[21]  H. Ju,et al.  Fluorescence resonance energy transfer between quantum dots and graphene oxide for sensing biomolecules. , 2010, Analytical chemistry.

[22]  Zhijun Zhang,et al.  Functional graphene oxide as a nanocarrier for controlled loading and targeted delivery of mixed anticancer drugs. , 2010, Small.

[23]  Jiaxing Huang,et al.  Visualizing graphene based sheets by fluorescence quenching microscopy. , 2009, Journal of the American Chemical Society.

[24]  K. Balasubramanian,et al.  Applications of the static quenching of rhodamine B by carbon nanotubes. , 2009, Chemphyschem : a European journal of chemical physics and physical chemistry.

[25]  Huang-Hao Yang,et al.  A graphene platform for sensing biomolecules. , 2009, Angewandte Chemie.

[26]  Yoshiyuki Kawazoe,et al.  A theoretical study on the interaction of aromatic amino acids with graphene and single walled carbon nanotube. , 2009, The Journal of chemical physics.

[27]  Dongmin Chen,et al.  Synthesis and Solid-State NMR Structural Characterization of 13C-Labeled Graphite Oxide , 2008, Science.

[28]  Zhuang Liu,et al.  PEGylated nanographene oxide for delivery of water-insoluble cancer drugs. , 2008, Journal of the American Chemical Society.

[29]  G. Wallace,et al.  Processable aqueous dispersions of graphene nanosheets. , 2008, Nature nanotechnology.

[30]  Andre K. Geim,et al.  The rise of graphene. , 2007, Nature materials.

[31]  M. Tabak,et al.  Spectroscopic studies on the interaction of bovine (BSA) and human (HSA) serum albumins with ionic surfactants. , 2000, Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy.

[32]  Jacek Klinowski,et al.  Structure of Graphite Oxide Revisited , 1998 .

[33]  D. Carter,et al.  Atomic structure and chemistry of human serum albumin , 1992, Nature.

[34]  D. W. Hayden,et al.  Amyloid fibrils in human insulinoma and islets of Langerhans of the diabetic cat are derived from a neuropeptide-like protein also present in normal islet cells. , 1987, Proceedings of the National Academy of Sciences of the United States of America.

[35]  J. Lakowicz.  Principles of fluorescence spectroscopy , 1983 .