Abstract
The authors describe a colorimetric method for highly selective determination of cystamine using silver nanoparticles capped with thiomalic acid (TMA-AgNPs). The TMA-AgNPs exhibit a strong surface plasmon resonance absorption band at 395 nm. After the addition of cystamine to their yellow colloidal solution, the absorption maximum at 395 nm decreases gradually, and a new absorption peak appears at around 560 nm. This is accompanied by a color change, first to green and then to purple. The aggregation of NPs induced by cystamine is assumed to be due to the electrostatic interaction between capped NPs and cystamine. Aggregation was confirmed by UV–vis absorptiometry and transmission electron microscopy. A linear correlation was obtained between the ratio of absorbances at 560 and 395 nm and the cystamine concentration in the range between 0.2 μM and 10.0 μM. The limit of detection is 46 nM. The method was successfully applied to the determination of cystamine in spiked human serum and urine samples. Recoveries ranged between 94.0 % and 100.9 %, and relative standard deviations are <9.50 % (for n = 3).
Similar content being viewed by others
References
Allegra P, Amodeo E, Colombatto S, Solinas SP (2002) The ability of cystamine to bind DNA. Amino Acids 22:155–166. doi:10.1007/s007260200004
Jeitner TM, Delikatny EJ, Ahlqvist J, Capper H, Cooper AJ (2005) Mechanism for the inhibition of transglutaminase 2 by cystamine. Biochem Pharmacol 69:961–970. doi:10.1016/j.bcp.2004.12.011
Gibrat C, Bousquet M, Saint-Pierre M et al (2010) Cystamine prevents mptp-induced toxicity in young adult mice via the up-regulation of the brain-derived neurotrophic factor. Prog Neuropsychopharmacol Biol Psychiatry 34:193–203. doi:10.1016/j.pnpbp.2009.11.005
Gibrat C, Cicchetti F (2011) Potential of cystamine and cysteamine in the treatment of neurodegenerative diseases. Prog Neuropsychopharmacolo Biol Psychiatry 35:380–389. doi:10.1016/j.pnpbp.2010.11.023
Dedeoglu A, Kubilus JK, Jeitner TM, Matson SA, Bogdanov M, Kowall NW, Matson WR, Cooper AJ, Ratan RR, Beal MF, Hersch SM, Ferrante RJ (2002) Therapeutic effects of cystamine in a murine model of Huntington’s disease. J Neurosci 22:8942–8950
Fox JH, Barber DS, Singh B, Zucker B, Swindell MK, Norflus F, Buzescu R, Chopra R, Ferrante RJ, Kazantsev A, Hersch SM (2004) Cystamine increases L-cysteine levels in Huntington’s disease transgenic mouse brain and in a PC12 model of polyglutamine aggregation. J Neurochem 91:413–422. doi:10.1111/j.1471-4159.2004.02726.x
Karpuj MV, Becher MW, Steinman L (2002) Evidence for a role for transglutaminase in Huntington’s disease and the potential therapeutic implications. Neurochem Int 40:31–36. doi:10.1016/S0197-0186(01)00060-2
Wang X, Sarkar A, Cicchetti F, Yu M, Zhu A, Jokivarsi K, Saint-Pierre M, Brownell AL (2005) Cerebral PET imaging and histological evidence of transglutaminase inhibitor cystamine induced neuroprotection in transgenic R6/2 mouse model of Huntington’s disease. J Neurol Sci 231:57–66. doi:10.1016/j.jns.2004.12.011
Van Raamsdonk JM, Murphy Z, Slow EJ, Leavitt BR, Hayden MR (2005) Selective degeneration and nuclear localization of mutant huntingtin in the YAC128 mouse model of Huntington disease. Hum Mol Genet 14:3823–3835. doi:10.1093/hmg/ddi407
Hwang IK, Yoo KY, Yi SS, Kim IY, Hwang HS, Lee KY, Choi SM, Lee IS, Yoon YS, Kim SY, Won MH, Seong JK (2009) Expression of tissue-type transglutaminase (ttg) and the effect of ttg inhibitor on the hippocampal ca1 region after transient ischemia in gerbils. Brain Res 1263:134–142. doi:10.1016/j.brainres.2009.01.038
Li P, Jiao Y, Ding J, Chen Y, Cui Y, Qian C, Yang X, Ju S, Hong-Hong Yao H, Teng G (2015) Cystamine improves functional recovery via axon remodeling and neuroprotection after stroke in mice. CNS Neurosci Ther 21(3):231–240. doi:10.1111/cns.12343
Ida S, Tanaka Y, Ohkuma S, Kuriyama K (1984) Determination of cystamine by high performance liquid chromatography. Anal Biochem 136:352–356
Kataoka H, Imamura Y, Tanaka H, Makita M (1993) Determination of cysteamine and cystamine by gas chromatography with flame photometric detection. J Pharm Biomed Anal 11(10):963–969. doi:10.1016/0731–7085(93)80056-7
Jellum E, Bacon VA, Patton W, Pereira W, Halpern B (1969) Quantitative determination of biologically important thiols and disulfides by gas-liquid chromatography. Anal Biochem 31:339–347. doi:10.1016/0003-2697(69)90274-7
Cappiello M, Corso AD, Camici M, Mura U (1993) Thiol and disulfide determination by free zone capillary electrophoresis. J Biochem Biophys Methods 26:335–341. doi:10.1016/0165-022X(93)90034-L
Rastegarzadeh S, Hashemi F (2015) Gold nanoparticles as a colorimetric probe for the determination of N-acetyl-L-cysteine in biological samples and pharmaceutical formulations. Anal Methods 7(4):1478–1483. doi:10.1039/c4ay01961j
Guo Y, Yang L, Li W, Wang X, Shang Y, Li B (2016) Carbon dots doped with nitrogen and sulfur and loaded with copper(II) as a “turn-on” fluorescent probe for cystein, glutathione and homocysteine. Microchim Acta 183(4):1409–1416. doi:10.1007/s00604-016-1779-6
Liu Z, Zhang H, Hou S, Ma H (2012) Highly sensitive and selective electrochemical detection of L-cysteine using nanoporous gold. Microchim Acta 177:427–433. doi:10.1007/s00604-012-0801-x
Li H, Xu D (2014) Silver nanoparticles as labels for applications in bioassays. TrAC Trends Anal Chem 61:67–73. doi:10.1016/j.trac.2014.05.003
Doria G, Conde J, Veigas B, Giestas L, Almeida C, Assunção M, Rosa J, Baptista PV (2012) Noble metal nanoparticles for biosensing applications. Sensors 12:1657–1687. doi:10.3390/s120201657
Sepulveda B, Angelomé PC, Lechuga LM, Liz-Marzan LM (2009) LSPR-based nanobiosensors. Nano Today 4:244–251. doi:10.1016/j.nantod.2009.04.001
Liang A, Liu Q, Wen G, Jiang Z (2012) The surface-plasmon-resonance effect of nanogold/silver and its analytical applications. TrAC Trends Anal Chem 37:32–47. doi:10.1016/j.trac.2012.03.015
Chhatre A, Solasa P, Sakle S, Thaokar R, Mehra A (2012) Color and surface plasmon effects in nanoparticle systems: case of silver nanoparticles prepared by microemulsion route. Colloids Surf A Physicochem Eng Asp 404:83–92. doi:10.1016/j.colsurfa.2012.04.016
Song Y, Wei W, Qu X (2011) Colorimetric biosensing using smart materials. Adv Mater 23:4215–4236. doi:10.1002/adma.201101853
Mohammadi S, Khayatian G (2015) Colorimetric detection of Bi (III) in water and drug samples using pyridine-2,6-dicarboxylic acid modified silver nanoparticles. Spectrochim Acta, Part A 148:405–411. doi:10.1016/j.saa.2015.03.127
Shanmugaraj K, Ilanchelian M (2016) Colorimetric determination of sulfide using chitosan-capped silver nanoparticles. Microchim Acta 183(5):1721–1728. doi:10.1007/s00604-016-1802-y
Huang P, Li J, Song J, Gao N, Wu F (2016) Silver nanoparticles modified with sulfanilic acid for one-step colorimetric and visual determination of histidine in serum. Microchim Acta 183(6):1865–1872. doi:10.1007/s00604-016-1823-6
He Y, Zhang X (2016) Ultrasensitive colorimetric detection of manganese(II) ions based on anti-aggregation of unmodified silver nanoparticles. Sens Actuators B 222:320–324. doi:10.1016/j.snb.2015.08.089
Jin W, Huang P, Wu F, Ma LH (2015) Ultrasensitive colorimetric assay of cadmium ion based on silver nanoparticles functionalized with 5-sulfosalicylic acid for wide practical applications. Analyst 140:3507–3513. doi:10.1039/C5AN00230C
Song J, Wu F, Wan Y, Ma L (2014) Colorimetric detection of melamine in pretreated milk using silver nanoparticles functionalized with sulfanilic acid. Food Control 50:356–361. doi:10.1016/j.foodcont.2014.08.049
Rohit J, Kumar Kailasa S (2014) Cyclen dithiocarbamate-functionalized silver nanoparticles as a probe for colorimetric sensing of thiram and paraquat pesticides via host–guest chemistry. J Nanopart Res 16:2585–2601. doi:10.1007/s11051-014-2585-x
Kumar VV, Philip Anthony S (2015) Heavy metal cation and anion sensing studies of N-(2-hydroxybenzyl)-isopropylamine surface functionalized AgNPs. New J Chem 39:1308–1314. doi:10.1039/c4nj01740d
Kumar VV, Philip Anthony S (2014) Coordinating ligand functionalized AgNPs for colorimetric sensing: effect of subtle structural and conformational change of ligand on the selectivity. RSC Adv 4:64717–64724. doi:10.1039/c4ra13586e
Kappi FA, Tsogas GZ, Giokas DL, Christodouleas DC, Vlessidis AG (2014) Colorimetric and visual read-out determination of cyanuric acid exploiting the interaction between melamine and silver nanoparticles. Microchim Acta 181:623–629. doi:10.1007/s00604-014-1163-3
Yuan Y, Zhang J, Zhang H, Yang X (2012) Silver nanoparticle based label-free colorimetric immunosensor for rapid detection of neurogenin 1. Analyst 137:496–501. doi:10.1039/C1AN15875A
Qu J-C, Chang Y-P, Ma Y-H, Zheng J-M, Li H-H, Ou Q-Q, Ren C, Chen X-G (2012) A simple and sensitive colorimetric method for the determination of propafenone by silver nanoprobe. Sensors Actuators B 174:133–139. doi:10.1016/j.snb.2012.08.045
Azcarate J C, Addato F A M, Rubert A, Corthey G, Moreno G S K, Benítez G, Zelaya E, Roberto C. Salvarezza R C, Fonticelli M H (2014) Surface chemistry of thiomalic acid adsorption on planar gold and gold nanoparticles. Langmuir 30:1820–1826. doi: 10.1021/la404674m
Jinnarak A, Teerasong S (2016) A novel colorimetric method for detection of gamma-aminobutyric acid based on silver nanoparticles. Sensors Actuators B 229:315–320. doi:10.1016/j.snb.2016.01.115
Acknowledgments
The authors are grateful for the financial supports of this study from Department of Chemistry, Faculty of Science, University of Kurdistan, Sanandaj (2014). We would like to thank Prof. Cristina Nerin and her group, Department of Analytical Chemistry, University of Zaragoza, Zaragoza, Spain for helping to do TEM.
Author information
Authors and Affiliations
Corresponding author
Ethics declarations
The author(s) declare that they have no competing interests.
Additional information
An erratum to this article is available at http://dx.doi.org/10.1007/s00604-016-2056-4.
Electronic supplementary material
ESM 1
(DOCX 665 kb)
Rights and permissions
About this article
Cite this article
Mohammadi, S., Khayatian, G. Silver nanoparticles modified with thiomalic acid as a colorimetric probe for determination of cystamine. Microchim Acta 184, 253–259 (2017). https://doi.org/10.1007/s00604-016-1991-4
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00604-016-1991-4