Abstract
Carbon dots (CDs) are a new class of carbon-rich nanoparticles with exciting physicochemical properties that make them an interesting material for bioanalytical applications. Since their first description in 2004, several preparation techniques have been developed and described in literature, either starting from carbon raw materials (e.g., soot, graphite) or molecular precursors (e.g., carbohydrates, citric acid). The resulting particles are typically only a few nanometers in size, and their surfaces are decorated with functional groups that are rich in oxygen. The presence of oxygenated functionalities on the surface renders the particles dispersible in water. Carbon dots contain a fraction of carbon atoms that are sp2 hybridized with delocalized electrons on the surface – the basis for the particles’ characteristic photoluminescence. The wavelength of the emitted light is dependent on the wavelength of the excitation source and shows remarkable photostability. Carbon dots are also readily excited in the NIR but still emit visible light (upconverted photoluminescence) which provides significant advantages for in vivo imaging. Nowadays CDs are considered as emerging tools in luminescence-based bioanalytics with their full potential yet to be discovered.
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References
Fortina P et al (2005) Nanobiotechnology: the promise and reality of new approaches to molecular recognition. Trends Biotechnol 23(4):168–173
Whitesides GM (2003) The ‘right’ size in nanobiotechnology. Nat Biotechnol 21(10):1161–1165
Thurn KT et al (2007) Nanoparticles for applications in cellular imaging. Nanoscale Res Lett 2(9):430–441
Warnement MR, Tomlinson ID, Rosenthal SJ (2007) Fluorescent imaging applications of Quantum Dot probes. Curr Nanosci 3(4):273–284
Brus L (1991) Quantum crystallites and nonlinear optics. Appl Phys A Mater Sci Process 53(6):465–474
Gao XH et al (2005) In vivo molecular and cellular imaging with quantum dots. Curr Opin Biotechnol 16(1):63–72
Gerion D et al (2001) Synthesis and properties of biocompatible water-soluble silica-coated CdSe/ZnS semiconductor quantum dots. J Phys Chem B 105(37):8861–8871
Medintz IL et al (2005) Quantum dot bioconjugates for imaging, labelling and sensing. Nat Mater 4(6):435–446
Derfus AM, Chan WCW, Bhatia SN (2004) Probing the cytotoxicity of semiconductor quantum dots. Nano Lett 4(1):11–18
Clarke SJ et al (2006) Photophysics of dopamine-modified quantum dots and effects on biological systems. Nat Mater 5(5):409–417
Kroto HW et al (1985) C-60–Buckminsterfullerene. Nature 318(6042):162–163
Greiner NR et al (1988) Diamonds in detonation soot. Nature 333(6172):440–442
Iijima S (1991) Helical microtubules of graphitic carbon. Nature 354(6348):56–58
De Jong KP, Geus JW (2000) Carbon nanofibers: catalytic synthesis and applications. Catal Rev Sci Eng 42(4):481–510
Novoselov KS et al (2004) Electric field effect in atomically thin carbon films. Science 306(5696):666–669
Xu XY et al (2004) Electrophoretic analysis and purification of fluorescent single-walled carbon nanotube fragments. J Am Chem Soc 126(40):12736–12737
Baker SN, Baker GA (2010) Luminescent carbon nanodots: emergent nanolights. Angew Chem Int Ed 49(38):6726–6744
Tian L et al (2009) Nanosized carbon particles from natural gas soot. Chem Mater 21(13):2803–2809
Dong Y et al (2013) Carbon-based dots co-doped with nitrogen and sulfur for high quantum yield and excitation-independent emission. Angew Chem Int Ed 52(30):7800–7804
da Silva JCGE, Goncalves HMR (2011) Analytical and bioanalytical applications of carbon dots. TrAC Trends Anal Chem 30(8):1327–1336
Li HT et al (2012) Carbon nanodots: synthesis, properties and applications. J Mater Chem 22(46):24230–24253
Luo PJG et al (2013) Carbon “quantum” dots for optical bioimaging. J Mat Chem B 1(16):2116–2127
Sun YP et al (2006) Quantum-sized carbon dots for bright and colorful photoluminescence. J Am Chem Soc 128(24):7756–7757
Liu HP, Ye T, Mao CD (2007) Fluorescent carbon nanoparticles derived from candle soot. Angew Chem Int Ed 46(34):6473–6475
Li XY et al (2011) Preparation of carbon quantum dots with tunable photoluminescence by rapid laser passivation in ordinary organic solvents. Chem Commun 47(3):932–934
Zheng LY et al (2009) Electrochemiluminescence of water-soluble carbon nanocrystals released electrochemically from graphite. J Am Chem Soc 131(13):4564–4565
Long YM et al (2012) Shifting and non-shifting fluorescence emitted by carbon nanodots. J Mater Chem 22(13):5917–5920
Lu J et al (2009) One-pot synthesis of fluorescent carbon nanoribbons, nanoparticles, and graphene by the exfoliation of graphite in ionic liquids. ACS Nano 3(8):2367–2375
Bao L et al (2011) Electrochemical tuning of luminescent carbon nanodots: from preparation to luminescence mechanism. Adv Mater 23(48):5801–5806
Bourlinos AB et al (2008) Surface functionalized carbogenic quantum dots. Small 4(4):455–458
Bourlinos AB et al (2012) Luminescent surface quaternized carbon dots. Chem Mater 24(1):6–8
Pan DY et al (2010) Observation of pH-, solvent-, spin-, and excitation-dependent blue photoluminescence from carbon nanoparticles. Chem Commun 46(21):3681–3683
Zhou L et al (2012) Carbon nanodots as fluorescence probes for rapid, sensitive, and label-free detection of Hg2+ and biothiols in complex matrices. Chem Commun 48(8):1147–1149
Deng YH et al (2013) Long lifetime pure organic phosphorescence based on water soluble carbon dots. Chem Commun 49(51):5751–5753
Li HT et al (2011) One-step ultrasonic synthesis of water-soluble carbon nanoparticles with excellent photoluminescent properties. Carbon 49(2):605–609
Wang XH et al (2011) Microwave assisted one-step green synthesis of cell-permeable multicolor photoluminescent carbon dots without surface passivation reagents. J Mater Chem 21(8):2445–2450
He XD et al (2011) Water soluble carbon nanoparticles: hydrothermal synthesis and excellent photoluminescence properties. Colloids Surf B Biointerfaces 87(2):326–332
Yang ZC et al (2011) Intrinsically fluorescent carbon dots with tunable emission derived from hydrothermal treatment of glucose in the presence of monopotassium phosphate. Chem Commun 47(42):11615–11617
Peng H, Travas-Sejdic J (2009) Simple aqueous solution route to luminescent carbogenic dots from carbohydrates. Chem Mater 21(23):5563–5565
Ma Z et al (2012) One-step ultrasonic synthesis of fluorescent N-doped carbon dots from glucose and their visible-light sensitive photocatalytic ability. New J Chem 36(4):861–864
Liu CJ et al (2011) One-step synthesis of surface passivated carbon nanodots by microwave assisted pyrolysis for enhanced multicolor photoluminescence and bioimaging. J Mater Chem 21(35):13163–13167
Liu CJ et al (2012) Nano-carrier for gene delivery and bioimaging based on carbon dots with PEI-passivation enhanced fluorescence. Biomaterials 33(13):3604–3613
Liu JM et al (2012) Highly selective and sensitive detection of Cu2+ with lysine enhancing bovine serum albumin modified-carbon dots fluorescent probe. Analyst 137(11):2637–2642
Lin Z et al (2012) Classical oxidant induced chemiluminescence of fluorescent carbon dots. Chem Commun 48(7):1051–1053
Salinas-Castillo A et al (2013) Carbon dots for copper detection with down and upconversion fluorescent properties as excitation sources. Chem Commun 49(11):1103–1105
Puvvada N et al (2012) Synthesis of biocompatible multicolor luminescent carbon dots for bioimaging applications. Sci Tech Adv Mat 13(4)
Mitra S et al (2012) Rapid microwave synthesis of fluorescent hydrophobic carbon dots. RSC Adv 2(32):12129–12131
Qu SN et al (2012) A biocompatible fluorescent ink based on water-soluble luminescent carbon nanodots. Angew Chem Int Ed 51(49):12215–12218
Du FK et al (2013) Carbon dots-based fluorescent probes for sensitive and selective detection of iodide. Microchimica Acta 180(5–6):453–460
Jiang J et al (2012) Amino acids as the source for producing carbon nanodots: microwave assisted one-step synthesis, intrinsic photoluminescence property and intense chemiluminescence enhancement. Chem Commun 48(77):9634–9636
Wang Q et al (2012) Microwave-assisted synthesis of carbon nanodots through an eggshell membrane and their fluorescent application. Analyst 137(22):5392–5397
Yang YH et al (2012) One-step synthesis of amino-functionalized fluorescent carbon nanoparticles by hydrothermal carbonization of chitosan. Chem Commun 48(3):380–382
Zhu SJ et al (2013) Highly photoluminescent carbon dots for multicolor patterning, sensors, and bioimaging. Angew Chem Int Ed 52(14):3953–3957
Hsu PC, Chang HT (2012) Synthesis of high-quality carbon nanodots from hydrophilic compounds: role of functional groups. Chem Commun 48(33):3984–3986
Qu KG et al (2013) Carbon dots prepared by hydrothermal treatment of dopamine as an effective fluorescent sensing platform for the label-free detection of Iron(III) ions and dopamine. Chem Euro J 19(22):7243–7249
Zhang YQ et al (2012) One-pot synthesis of N-doped carbon dots with tunable luminescence properties. J Mater Chem 22(33):16714–16718
Zhou JJ et al (2012) Facile synthesis of fluorescent carbon dots using watermelon peel as a carbon source. Mater Lett 66(1):222–224
Sahu S et al (2012) Simple one-step synthesis of highly luminescent carbon dots from orange juice: application as excellent bio-imaging agents. Chem Commun 48(70):8835–8837
Lu WB et al (2012) Economical, green synthesis of fluorescent carbon nanoparticles and their use as probes for sensitive and selective detection of Mercury(II) ions. Anal Chem 84(12):5351–5357
Hsu PC et al (2012) Synthesis and analytical applications of photoluminescent carbon nanodots. Green Chem 14(4):917–920
Liu S et al (2012) Hydrothermal treatment of grass: a low-cost, green route to nitrogen-doped, carbon-rich, photoluminescent polymer nano-dots as an effective fluorescent sensing platform for label-free detection of Cu(II) ions. Adv Mater 24(15):2037–2041
Qiao ZA et al (2010) Commercially activated carbon as the source for producing multicolor photoluminescent carbon dots by chemical oxidation. Chem Commun 46(46):8812–8814
Li HT et al (2010) Water-soluble fluorescent carbon quantum dots and photocatalyst design. Angew Chem Int Ed 49(26):4430–4434
Bourlinos AB et al (2008) Photoluminescent carbogenic dots. Chem Mater 20(14):4539–4541
Zhao QL et al (2008) Facile preparation of low cytotoxicity fluorescent carbon nanocrystals by electrooxidation of graphite. Chem Commun 41:5116–5118
Liu RL et al (2009) An aqueous route to multicolor photoluminescent carbon dots using silica spheres as carriers. Angew Chem Int Ed 48(25):4598–4601
Wilson WL, Szajowski PF, Brus LE (1993) Quantum confinement in size-selected, surface-oxidized silicon nanocrystals. Science 262(5137):1242–1244
Alivisatos AP (1996) Semiconductor clusters, nanocrystals, and quantum dots. Science 271(5251):933–937
Fischer SA, Isborn CM, Prezhdo OV (2011) Excited states and optical absorption of small semiconducting clusters: Dopants, defects and charging. Chem Sci 2(3):400–406
Robertson J (1996) Recombination and photoluminescence mechanism in hydrogenated amorphous carbon. Phys Rev B 53(24):16302–16305
Yu P et al (2012) Temperature-dependent fluorescence in carbon dots. J Phys Chem C 116(48):25552–25557
Ding C, Zhu A, Tian Y (2014) Functional surface engineering of C-dots for fluorescent biosensing and in vivo bioimaging. Acc Chem Res 47(1):20–30
Zheng HZ et al (2011) Enhancing the luminescence of carbon dots with a reduction pathway. Chem Commun 47(38):10650–10652
Pan DY et al (2010) Hydrothermal route for cutting graphene sheets into blue-luminescent graphene quantum dots. Adv Mater 22(6):734–738
Shen R et al (2012) Dramatic fluorescence enhancement of bare carbon dots through facile reduction chemistry. ChemPhysChem 13(15):3549–3555
Zhu BC et al (2013) Preparation of carbon nanodots from single chain polymeric nanoparticles and theoretical investigation of the photoluminescence mechanism. J Mat Chem C 1(3):580–586
Bae Y, Myung N, Bard AJ (2004) Electrochemistry and electrogenerated chemiluminescence of CdTe nanoparticles. Nano Lett 4(6):1153–1161
Ding ZF et al (2002) Electrochemistry and electrogenerated chemiluminescence from silicon nanocrystal quantum dots. Science 296(5571):1293–1297
Zhu H et al (2009) Microwave synthesis of fluorescent carbon nanoparticles with electrochemiluminescence properties. Chem Commun 34:5118–5120
Myung N, Ding ZF, Bard AJ (2002) Electrogenerated chemiluminescence of CdSe nanocrystals. Nano Lett 2(11):1315–1319
Kim HM, Cho BR (2009) Two-photon probes for intracellular free metal ions, acidic vesicles, and lipid rafts in live tissues. Acc Chem Res 42(7):863–872
Cao L et al (2007) Carbon dots for multiphoton bioimaging. J Am Chem Soc 129(37):11318–11319
Chen W, Joly AG, McCready DE (2005) Upconversion luminescence from CdSe nanoparticles. J Chem Phys 122(22):224708
Jaiswal JK et al (2004) Use of quantum dots for live cell imaging. Nat Methods 1(1):73–78
Cho SJ et al (2007) Long-term exposure to CdTe quantum dots causes functional impairments in live cells. Langmuir 23(4):1974–1980
Mosmann T (1983) Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods 65(1–2):55–63
Hardman R (2006) A toxicological review of quantum dots: toxicity depends on physicochemical and environmental factors. Environ Health Perspect 114(2):165–172
Rosenthal SJ et al (2011) Biocompatible quantum dots for biological applications. Chem Biol 18(1):10–24
Yang ST et al (2009) Carbon dots as nontoxic and high-performance fluorescence imaging agents. J Phys Chem C 113(42):18110–18114
Zhang LW et al (2008) Biological interactions of quantum dot nanoparticles in skin and in human epidermal keratinocytes. Toxicol Appl Pharmacol 228(2):200–211
Stern ST et al (2008) Induction of autophagy in porcine kidney cells by quantum dots: a common cellular response to nanomaterials? Toxicol Sci 106(1):140–152
Wang K et al (2013) Systematic safety evaluation on photoluminescent carbon dots. Nanoscale Res Lett 8:122–130
Tao HQ et al (2012) In vivo NIR fluorescence imaging, biodistribution, and toxicology of photoluminescent carbon dots produced from carbon nanotubes and graphite. Small 8(2):281–290
Lutty GA (1978) Acute intravenous toxicity of biological stains, dyes, and other fluorescent substances. Toxicol Appl Pharmacol 44(2):225–249
Ray SC et al (2009) Fluorescent carbon nanoparticles: synthesis, characterization, and bioimaging application. J Phys Chem C 113(43):18546–18551
Zhu SJ et al (2011) Strongly green-photoluminescent graphene quantum dots for bioimaging applications. Chem Commun 47(24):6858–6860
Verma AO et al (2008) Surface-structure-regulated cell-membrane penetration by monolayer-protected nanoparticles. Nat Mater 7(7):588–595
Schmid SL, Carter LL (1990) ATP is required for receptor-mediated endocytosis in intact cells. J Cell Biol 111(6):2307–2318
Anderson RGW (1998) The caveolae membrane system. Annu Rev Biochem 67:199–225
Li N et al (2012) Biodistribution study of carbogenic dots in cells and in vivo for optical imaging. J Nano Res 14(10):1177–1185
Geiser M et al (2005) Ultrafine particles cross cellular membranes by nonphagocytic mechanisms in lungs and in cultured cells. Environ Health Perspect 113(11):1555–1560
Lajoie P, Nabi IR (2007) Regulation of raft-dependent endocytosis. J Cell Mol Med 11(4):644–653
Fang YX et al (2012) Easy synthesis and imaging applications of cross-linked green fluorescent hollow carbon nanoparticles. ACS Nano 6(1):400–409
Xu Y et al (2013) Nitrogen-doped carbon dots: a facile and general preparation method, photoluminescence investigation, and imaging applications. Chem Euro J 19(7):2276–2283
Li Q et al (2010) Photoluminescent carbon dots as biocompatible nanoprobes for targeting cancer cells in vitro. J Phys Chem C 114(28):12062–12068
Qian ZM et al (2002) Targeted drug delivery via the transferrin receptor-mediated endocytosis pathway. Pharmacol Rev 54(4):561–587
Song YC et al (2012) Fluorescent carbon nanodots conjugated with folic acid for distinguishing folate-receptor-positive cancer cells from normal cells. J Mater Chem 22(25):12568–12573
Shi W, Li XH, Ma HM (2012) A tunable ratiometric pH sensor based on carbon nanodots for the quantitative measurement of the intracellular pH of whole cells. Angew Chem Int Ed 51(26):6432–6435
Tafani M et al (2002) Regulation of intracellular pH mediates bax activation in HeLa cells treated with staurosporine or tumor necrosis factor-alpha. J Biol Chem 277(51):49569–49576
Zhu AW et al (2012) Carbon-dot-based dual-emission nanohybrid produces a ratiometric fluorescent sensor for in vivo imaging of cellular copper ions. Angew Chem Int Ed 51(29):7185–7189
Yu CM et al (2013) Carbon-dot-based ratiometric fluorescent sensor for detecting hydrogen sulfide in aqueous media and inside live cells. Chem Commun 49(4):403–405
Lai CW et al (2012) Facile synthesis of highly emissive carbon dots from pyrolysis of glycerol; gram scale production of carbon dots/mSiO2 for cell imaging and drug release. J Mater Chem 22(29):14403–14409
Yang ST et al (2009) Carbon dots for optical imaging in vivo. J Am Chem Soc 131(32):11308–11309
Choi HS et al (2007) Renal clearance of quantum dots. Nat Biotechnol 25(10):1165–1170
Li SD, Huang L (2008) Pharmacokinetics and biodistribution of nanoparticles. Mol Pharm 5(4):496–504
Helmchen F, Denk W (2005) Deep tissue two-photon microscopy. Nat Methods 2(12):932–940
Santra S et al (2005) Rapid and effective labeling of brain tissue using TAT-conjugated CdS:Mn/ZnS quantum dots. Chem Commun 25:3144–3146
Rao KS et al (2008) TAT-conjugated nanoparticles for the CNS delivery of anti-HIV drugs. Biomaterials 29(33):4429–4438
Cao L et al (2012) Competitive performance of carbon “quantum” dots in optical bioimaging. Theranostics 2(3):295–301
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Lemberger, MM., Hirsch, T., Wegener, J. (2014). Carbon Nanodots: Synthesis, Characterization, and Bioanalytical Applications. In: Wegener, J. (eds) Measuring Biological Impacts of Nanomaterials. Bioanalytical Reviews, vol 5. Springer, Cham. https://doi.org/10.1007/11663_2014_11
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