Neodymium and Nitrogen Co‑doped Carbon Dots with High Fluorescence Quantum Yield for Detection of Sulfasalazine and Hela Cell Imaging

doi:10.19894/j.issn.1000-0518.220041

Chinese Journal of Applied Chemistry ›› 2022, Vol. 39 ›› Issue (11): 1726-1734.DOI: 10.19894/j.issn.1000-0518.220041

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Neodymium and Nitrogen Co‑doped Carbon Dots with High Fluorescence Quantum Yield for Detection of Sulfasalazine and Hela Cell Imaging

Jin-Ping SONG¹, Qi MA¹(), Xiao-Min LIANG², Jian-Peng SHANG¹, Chuan DONG()

^1.College of Chemistry and Chemical Engineering，Institute of Applied Chemistry，Shanxi Datong University，Datong 037009，China
^2.School of Chemistry and Material Science，Shanxi Normal University，Linfen 041004，China
^3.Institute for Environmental Science，Shanxi University，Taiyuan 030006，China

Received:2022-02-21 Accepted:2022-04-20 Published:2022-11-01 Online:2022-11-09
Contact: Qi MA,Chuan DONG
About author:dc@sxu.edu.cn
maqihx@163.com；
Supported by:
the Natural Science Foundation of Shanxi Province(201901D111309);the Research Project Foundation of Datong City(2019027)

1. Neodymium and Nitrogen Co-doped Carbon Dots with High Fluorescence Quantum Yield for Detection of Sulfasalazine and Hela Cell Imaging.pdf(186KB)

Abstract

Abstract:

Ammonium citrate dibasic， trometamol and neodymium nitrate are employed as raw materials to effectively synthesize blue fluorescent neodymium and nitrogen co-doped carbon dots （Nd，N-CDs） with a fluorescence quantum yield of up to 93.05% via hydrothermal method. The morphology and surface structure of Nd，N-CDs are characterized in detail by several techniques including transmission electron microscopy （TEM）， powder X-ray diffraction （XRD）， infrared spectroscopy （FT-IR） and X-ray photoelectron spectroscopy （XPS）. In addition， ultraviolet visible absorption spectroscopy and fluorescence spectroscopy are used to investigate its optical properties and optical stability. Results show that drug molecule sulfasalazine （SSZ） could dramatic decrease the fluorescence of Nd，N-CDs， but other four drug molecules and metal ions have no significant influence. Thus， a fluorescence detection method for selective detection of SSZ is established. The linear detection range is between 0.1 μmol/L and 50 μmol/L， and the detection limit is 0.05 μmol/L. Further investigation shows that the fluorescence quenching mainly involves two mechanisms that are dynamic quenching and fluorescence resonance energy transfer. The as-established analytical method could be used to determine the content of SSZ in actual tablets with recovery ranging from 98.1%~104.2%. Furthermore， the synthesized Nd，N-CDs present good biocompatibility and could be used as a fluorescent probe to penetrate the cell wall to stain the cytoplasm， however， it could not enter the cell nucleus， which effectively avoids further cell damage.

Key words: Carbon dots, Sulfasalazine, Fluorescence analysis, Cell imaging

CLC Number:

O657.3

Jin-Ping SONG, Qi MA, Xiao-Min LIANG, Jian-Peng SHANG, Chuan DONG. Neodymium and Nitrogen Co‑doped Carbon Dots with High Fluorescence Quantum Yield for Detection of Sulfasalazine and Hela Cell Imaging[J]. Chinese Journal of Applied Chemistry, 2022, 39(11): 1726-1734.

Figures/Tables 9

Fig.1 Optimization of synthesis conditions of Nd，N-CDs

Fig.2 TEM image （A）， XRD （B）， FT-IR （C）， high resolution N1s （D） and C1s （E） spectra， and XPS survey spectrum （F） of Nd，N-CDs

Fig.3 （A） UV-Vis and fluorescence spectra of Nd，N-CDs；（B） Fluorescence spectra under different excitation wavelength；（C） Influence of pH on fluorescence intensity；（D） Influence of ionic strength on fluorescence intensity

Fig.4 （A） Fluorescence spectra before and after adding SSZ；（B） Selective response histogram；（C） Influence of pH on the detection of SSZ；（D） Linear curve of the detection of SSZB： The concentration of metal ions and drug molecular is 50 μmol/L， respectively

Table 1 Comparison of analytical methods for detection of SSZ

检测方法 Detection method	传感体系 Sensor system	线性范围 Linear range/（μmol·L^-1）	检出限 Detection limit/（μmol·L^-1）	参考文献 Ref.
色谱法 Chromatography	—	62.75 ~ 753	—	［2］
色谱法 Chromatography	—	0.5 ~ 7.5/7.5 ~125.5	0.5	［16］
比色法 Colorimetric method	Android smartphone	25 ~ 125	8.28	［4］
电化学法 Electrochemical method	NiO/CNT/IL/CPE	0.5 ~ 800	0.09	［3］
	MWCNTCOOH/BA?SPCE	1.0 ~ 14， 14 ~70	0.3	［17］
	BiNP?CNT/GCE	0.05 ~ 10	0.13	［18］
荧光法 Fluorescence method	N?CDs	0.85 ~ 17	0.08	［19］
	Tb?DPA complex	0.08 ~ 6， 1 ~100	0.06	［20］
	CdS nanoparticle	1.26 ~ 250	0.25	［21］
	Nd，N?CDs	0.1 ~ 50	0.05	本文 This work

Table 2 Stern?Volmer quenching constant and bimolecular reaction rate constant at different temperatures

温度

Temperature/K

猝灭常数

Quenching constant/（L·mol^-1）

双分子反应速率常数

Bimolecular reaction rate constant/（L·mol^-1·s^-1）

References 21

1	KWIECIEŃ A， PIATEK K， ŻMUDZKI P， et al. TLC-Densitometric determination of sulfasalazine and its possible impurities in pharmaceutical preparations［J］. Acta Chromatogr， 2015， 27（4）： 623-635.
2	孙宁云，常靓. 柳氮磺吡啶肠溶片耐酸力和溶出度检测方法的建立与研究［J］. 中国现代药物应用， 2015， 9（17）： 273-276.
	SUN N Y， CHANG L. Establishment and research of detection methods for acid tolerance and dissolution rate in sulfasalazine enteric-coated tablet［J］. Chinese J Mod Drug Appl， 2015， 9（17）： 273-276.
3	BEITOLLAHI H， YOONESFAR R. Sensitive detection of sulfasalazine at a carbon paste electrode modified with NiO/CNT nanocomposite and ionic liquid in pharmaceutical and biological samples［J］. Inorg Nano-Met Chem， 2017， 47（10）： 1441-1448.
4	SOPHIA A E， LAILA I， AZIZ A. Smartphone-based colorimetric determination of sulfadiazine and sulfasalazine in pharmaceutical and veterinary formulations［J］. Instrum Sci Technol， 2018， 46（6）： 656-675.
5	SADEGHI S， OLIAEI S. Optimization of ionic liquid based dispersive liquid-liquid microextraction combined with dispersive micro-solid phase extraction for the spectrofluorimetric determination of sulfasalazine in aqueous samples by response surface methodology［J］. RSC Adv， 2016， 6： 113551-113560.
6	ALI H， GHOSH S， JANA N R. Fluorescent carbon dots as intracellular imaging probes［J］. WIREs Nanomed Nanobiotechnol， 2020， 12（4）： e1617（1-15）.
7	WANG H Y， LU Q J， HOU Y X， et al. High fluorescence S， N co-doped carbon dots as an ultra-sensitive fluorescent probe for the determination of uric acid［J］. Talanta， 2016， 155： 62-69.
8	SONG J P. LIANG X M， MA Q， et al. Fluorescent boron and nitrogen co-doped carbon dots with high quantum yield for the detection of nimesulide and fluorescence staining［J］. Spectrochim Acta A， 2019， 216： 296-302.
9	ZHU P P， CHENG Z， DU L L， et al. Synthesis of the Cu-doped dual-emission fluorescent carbon dots and its analytical application［J］. Langmuir， 2018， 34： 9982-9989.
10	XU Q， SU R， CHEN Y， et al. Metal charge transfer doped carbon dots with reversibly switchable， ultra-high quantum yield photoluminescence［J］. ACS Appl Nano Mater， 2018， 1： 1886-1893.
11	PAKKATH S A R， CHETTY S S， SELVARASU P， et al. Transition metal ion （Mn²⁺， Fe²⁺， Co²⁺， and Ni²⁺）-doped carbon dots synthesized via microwave-assisted pyrolysis： a potential nanoprobe for modality-fluorescent dual-modality bioimaging［J］. ACS Biomater Sci Eng， 2018， 4： 2582-2596.
12	LIU S， CUI J， HUANG J， et al. Facile one-pot synthesis of highly fluorescent nitrogen-doped carbon dots by mild hydrothermal method and their applications in detection of Cr（VI） ions［J］. Spectrochim Acta A， 2019， 206： 65-71.
13	SHANGGUAN J， HUANG J， HE D， et al. Highly Fe³⁺-selective fluorescent nanoprobe based on ultrabright N/P codoped carbon dots and its application in biological samples［J］. Anal Chem， 2017， 89： 7477-7484.
14	ZHAO L， WANG Z， HAN D， et al. Preparation of carbon nanotube-neodymium oxide composite and research on its catalytic performance［J］. Mater Res Bull， 2009， 44（5）： 984-988.
15	WU F， SU H， ZHU X. Near-infrared emissive lanthanide hybridized carbon quantum dots for bioimaging applications［J］. J Mater Chem B， 2016， 4（38）： 6366-6372.
16	ABDELRAHMAN M M， HABIB N M， EMAM A A， et al. Chromatographic determination of sulfasalazine and its active metabolites： greenness assessment and application to spiked human plasma［J］. Biomed Chromatogr， 2020， 34（4）： e4804（1-12）.
17	SADEGHI S， GARMROODI A. Sensitive detection of sulfasalazine at screen printed carbon electrode modified with functionalized multiwalled carbon nanotubes［J］. J Electroanal Chem， 2014， 727： 171-178.
18	NIGOVIĆ B， JURIĆ S， MITROVIĆ I， Bismuth nanoparticles-carbon nanotubes modified sensor for sulfasalazine analysis［J］. Talanta， 2017， 164： 201-208.
19	ZHANG Z， CHEN J， DUAN Y， et al. Highly luminescent nitrogen-doped carbon dots for simultaneous determination of chlortetracycline and sulfasalazine［J］. Luminescence， 2018， 33（2）： 318-325.
20	YAN J， YU Y， KONG B， et al. Highly sensitive detection of sulfasalazine based on the fluorescence quenching of a terbium complex probe［J］. Microchem J， 2020， 154： 104553.
21	张犁黎，郑行望，屈颖娟，等. 硫化镉纳米粒子荧光猝灭测定柳氮磺吡啶［J］. 陕西师范大学学报（自然科学板）， 2006， 34（2）： 74-76， 79.
	ZHANG L L， ZHENG X W， QU Y J， et al. A method for determination of sulfasalazine based on fluorescence quenching of CdS nanoparticles［J］. J Shaanxi Normal Univ （Nat Sci Ed）， 2006， 34（2）： 74-76， 79.

样品 Sample	测定值 Found/（μmol·L^-1）	加标量 Spiked/（μmol·L^-1）	总测定值 Total found/（μmol·L^-1）	回收率 Recovery/%	相对标准偏差 RSD/%
1	8.18	0	8.18	—	3.2
2	8.18	5.00	13.14	99.2	4.4
3	8.18	10.00	17.99	98.1	7.0
4	8.18	15.00	23.81	104.2	2.7
5	8.18	25.00	32.82	98.6	0.6

样品 Sample	测定值 Found/（μmol·L^-1）	加标量 Spiked/（μmol·L^-1）	总测定值 Total found/（μmol·L^-1）	回收率 Recovery/%	相对标准偏差 RSD/%
1	8.18	0	8.18	—	3.2
2	8.18	5.00	13.14	99.2	4.4
3	8.18	10.00	17.99	98.1	7.0
4	8.18	15.00	23.81	104.2	2.7
5	8.18	25.00	32.82	98.6	0.6

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Neodymium and Nitrogen Co‑doped Carbon Dots with High Fluorescence Quantum Yield for Detection of Sulfasalazine and Hela Cell Imaging

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