Quantitation of Albumin in Serum Using "Turn-on" Fluorescent Probe with Aggregation-Enhanced Emission Characteristics.

An aggregation-enhanced emission active luminogen named as sodium 4,4'4″-(3,4-diphenyl-1H-pyrrole-1,2,5-triyl)tribenzoate (DP-TPPNa) with propeller construction was synthesized and developed as a "turn on" fluorescent probe for in situ quantitation of albumin in blood serum. The DP-TPPNa fluorescence intensity was linearly correlated with the concentration of two serum albumins, bovine serum albumin (BSA) and human serum albumin (HSA), in pure PBS buffer in the ranges of 2.18-70 and 1.68-100 μg/mL, respectively. The detection limits were as low as 2.18 μg/mL for BSA and 1.68 μg/mL for HSA. The response time of fluorescence to serum albumin (SA) was very short (below 6 s), which achieved real-time detection. It also showed high selectivity to SA because other components in serum barely interfere with the detection of DP-TPPNa to SA, enabling in situ quantitative detection of SA without isolation from serum. DP-TPPNa was successfully applied for the quantitative detection of BSA in fetal bovine serum. The mechanism of fluorescent turn-on behavior was elucidated utilizing an unfolding process induced by guanidine hydrochloride, which revealed a capture process via selective hydrophobic interaction and hydrogen bonding between luminogen and SA.

[1]  Xiao Feng,et al.  A fluorescent probe with an aggregation-enhanced emission feature for real-time monitoring of low carbon dioxide levels , 2015 .

[2]  B. Tang,et al.  Effect of ionic interaction on the mechanochromic properties of pyridinium modified tetraphenylethene. , 2015, Chemical communications.

[3]  Feihe Huang,et al.  A fluorescent supramolecular crosslinked polymer gel formed by crown ether based host-guest interactions and aggregation induced emission , 2015, Chinese Journal of Polymer Science.

[4]  Sang J. Chung,et al.  Intrinsic Tryptophan Fluorescence in the Detection and Analysis of Proteins: A Focus on Förster Resonance Energy Transfer Techniques , 2014, International journal of molecular sciences.

[5]  Ben Zhong Tang,et al.  Aggregation‐Induced Emission: The Whole Is More Brilliant than the Parts , 2014, Advanced materials.

[6]  Bin Xu,et al.  A highly sensitive “turn-on” fluorescent probe for bovine serum albumin protein detection and quantification based on AIE-active distyrylanthracene derivative , 2013, Science China Chemistry.

[7]  S. Bhattacharya,et al.  Unusual salt-induced color modulation through aggregation-induced emission switching of a bis-cationic phenylenedivinylene-based π hydrogelator. , 2012, Chemistry.

[8]  Xiao Feng,et al.  A highly sensitive, single selective, real-time and “turn-on” fluorescent sensor for Al3+ detection in aqueous media , 2012 .

[9]  B. Tang,et al.  Discriminative fluorescence detection of cysteine, homocysteine and glutathione via reaction-dependent aggregation of fluorophore-analyte adducts , 2012 .

[10]  Ben Zhong Tang,et al.  Specific detection of integrin αvβ3 by light-up bioprobe with aggregation-induced emission characteristics. , 2012, Journal of the American Chemical Society.

[11]  I. F. Piérola,et al.  Ion pairing and anion-driven aggregation of an ionic liquid in aqueous salt solutions. , 2012, The journal of physical chemistry. B.

[12]  Deqing Zhang,et al.  A new ratiometric fluorescence detection of heparin based on the combination of the aggregation-induced fluorescence quenching and enhancement phenomena. , 2012, The Analyst.

[13]  Bin Tong,et al.  A novel "turn-on" fluorescent chemosensor for the selective detection of Al3+ based on aggregation-induced emission. , 2012, Chemical communications.

[14]  B. Collins,et al.  Applications of isothermal titration calorimetry in pure and applied research—survey of the literature from 2010 , 2012, Journal of molecular recognition : JMR.

[15]  Xiu-juan Xu,et al.  A graphene oxide-based AIE biosensor with high selectivity toward bovine serum albumin. , 2011, Chemical communications.

[16]  Ben Zhong Tang,et al.  Aggregation-induced emission. , 2011, Chemical Society reviews.

[17]  Biyang Deng,et al.  Study of the binding equilibrium between Zn(II) and HSA by capillary electrophoresis-inductively coupled plasma optical emission spectrometry. , 2010, Analytica chimica acta.

[18]  Yuguang Ma,et al.  Aggregation-induced emission enhancement of aryl-substituted pyrrole derivatives. , 2010, The journal of physical chemistry. B.

[19]  Ben Zhong Tang,et al.  Quantitation, visualization, and monitoring of conformational transitions of human serum albumin by a tetraphenylethene derivative with aggregation-induced emission characteristics. , 2010, Analytical chemistry.

[20]  M. Hariharan,et al.  Site-selective interactions: squaraine dye-serum albumin complexes with enhanced fluorescence and triplet yields. , 2010, The journal of physical chemistry. B.

[21]  N. Saffon,et al.  Aggregation-induced emission enhancement in organic ion pairs. , 2010, Langmuir : the ACS journal of surfaces and colloids.

[22]  H. Tajmir-Riahi,et al.  Complexes of dendrimers with bovine serum albumin. , 2010, Biomacromolecules.

[23]  Ben Zhong Tang,et al.  Aggregation-induced emission: phenomenon, mechanism and applications. , 2009, Chemical communications.

[24]  P. Ascenzi,et al.  Reversible two-step unfolding of heme–human serum albumin: a 1H-NMR relaxometric and circular dichroism study , 2009, JBIC Journal of Biological Inorganic Chemistry.

[25]  Yi Liu,et al.  Investigation of the interaction between Berberine and human serum albumin. , 2009, Biomacromolecules.

[26]  P. Rossky.  Protein denaturation by urea: Slash and bond , 2008, Proceedings of the National Academy of Sciences.

[27]  P. Ascenzi,et al.  Ibuprofen induces an allosteric conformational transition in the heme complex of human serum albumin with significant effects on heme ligation. , 2008, Journal of the American Chemical Society.

[28]  O. K. Abou-Zied,et al.  Characterization of subdomain IIA binding site of human serum albumin in its native, unfolded, and refolded states using small molecular probes. , 2008, Journal of the American Chemical Society.

[29]  H. Kadir,et al.  Bromophenol blue binding as a probe to study urea and guanidine hydrochloride denaturation of bovine serum albumin. , 2008, Journal of biochemistry.

[30]  Ibrahim Eryazici,et al.  Square-planar Pd(II), Pt(II), and Au(III) terpyridine complexes: their syntheses, physical properties, supramolecular constructs, and biomedical activities. , 2008, Chemical reviews.

[31]  Ben Zhong Tang,et al.  Protein detection and quantitation by tetraphenylethene-based fluorescent probes with aggregation-induced emission characteristics. , 2007, The journal of physical chemistry. B.

[32]  P. Grände,et al.  Plasma volume expansion of 5% albumin, 4% gelatin, 6% HES 130/0.4, and normal saline under increased microvascular permeability in the rat , 2007, Intensive Care Medicine.

[33]  S. Curry,et al.  Location of high and low affinity fatty acid binding sites on human serum albumin revealed by NMR drug-competition analysis. , 2006, Journal of molecular biology.

[34]  Young-Ah Woo,et al.  Optimization of informative spectral regions for the quantification of cholesterol, glucose and urea in control serum solutions using searching combination moving window partial least squares regression method with near infrared spectroscopy , 2006 .

[35]  C. Royer.  Probing protein folding and conformational transitions with fluorescence. , 2006, Chemical reviews.

[36]  R. Tsien,et al.  The Fluorescent Toolbox for Assessing Protein Location and Function , 2006, Science.

[37]  S. Curry,et al.  Locating high-affinity fatty acid-binding sites on albumin by x-ray crystallography and NMR spectroscopy. , 2005, Proceedings of the National Academy of Sciences of the United States of America.

[38]  Yoshio Suzuki,et al.  Design and synthesis of intramolecular charge transfer-based fluorescent reagents for the highly-sensitive detection of proteins. , 2005, Journal of the American Chemical Society.

[39]  G. Martin,et al.  Albumin: Biochemical properties and therapeutic potential , 2005, Hepatology.

[40]  Kurt D. Benkstein,et al.  Luminescent sensor molecules based on coordinated metals: A review of recent developments , 2000 .

[41]  K. Li,et al.  Selective Spectrophotometric Determination of Human Serum Albumin with Tetraiodo Phenol Sulfonphthalein , 1997 .

[42]  S. Koletzko,et al.  Congenital enterocyte heparan sulphate deficiency with massive albumin loss, secretory diarrhoea, and malnutrition , 1996, The Lancet.

[43]  H. Parving,et al.  Prevention of diabetic renal disease with special reference to microalbuminuria , 1995, The Lancet.

[44]  R. Østerby,et al.  Blood Pressure Elevation Versus Abnormal Albuminuria in the Genesis and Prediction of Renal Disease in Diabetes , 1992, Diabetes Care.

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

[46]  R. Reed,et al.  Bromcresol purple dye-binding methods underestimate albumin that is carrying covalently bound bilirubin. , 1987, Clinical chemistry.

[47]  M. M. Bradford.  A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. , 1976, Analytical biochemistry.

[48]  Oliver H. Lowry,et al.  Protein measurement with the Folin phenol reagent. , 1951, The Journal of biological chemistry.

[49]  Dong Joon Kim,et al.  A rapid, simple measurement of human albumin in whole blood using a fluorescence immunoassay (I). , 2004, Clinica chimica acta; international journal of clinical chemistry.

[50]  H S Kwok,et al.  Aggregation-induced emission of 1-methyl-1,2,3,4,5-pentaphenylsilole. , 2001, Chemical communications.

[51]  R. Stocker,et al.  Requirement for, promotion, or inhibition by alpha-tocopherol of radical-induced initiation of plasma lipoprotein lipid peroxidation. , 1997, Free radical biology & medicine.

[52]  D C Carter,et al.  Structure of serum albumin. , 1994, Advances in protein chemistry.