Citation: YIN Zhi-Hong, CHEN Zhao-Ming, CHEN Xing, YANG Zi-Feng, LI Zheng-Tu, YE Feng, ZHANG Zhi-Juan, FANG Ming-Liang, LI Xue. Quantitative Analysis of Typical Aldehydes and Ketones in Headspace Air of Cell[J]. Chinese Journal of Analytical Chemistry, ;2021, 49(8): 1375-1383. doi: 10.19756/j.issn.0253-3820.211072 shu

Quantitative Analysis of Typical Aldehydes and Ketones in Headspace Air of Cell

YIN Zhi-Hong ^1,2 ,
CHEN Zhao-Ming ^3,4 ,
CHEN Xing ^1,2 ,
YANG Zi-Feng ^3,4 ,
LI Zheng-Tu ^3,4 ,
YE Feng ^3,4 ,
ZHANG Zhi-Juan ^1,5 ,
FANG Ming-Liang ⁶ ,
LI Xue ^1,2,,

1.
Institute of Mass Spectrometry and Atmospheric Environment, Jinan University, Guangzhou 510632, China;
2.
Guangdong Provincial Engineering Research Center for On-line Source Apportionment System of Air Pollution, Guangzhou 510632, China;
3.
State Key Laboratory of Respiratory Disease, Guangzhou Medical University, Guangzhou 511436, China;
4.
National Clinical Research Center for Respiratory Disease, the First Affiliated Hospital of Guangzhou Medical University, Guangzhou 510120, China;
5.
School of Pharmacy, Henan University of Chinese Medicine, Zhengzhou 450008, China;
6.
School of Civil and Environmental Engineering, Nanyang Technological University, Singapore 637457, Singapore

Corresponding author: LI Xue, tamylee@jnu.edu.cn
Received Date: 26 January 2021
Revised Date: 1 April 2021

Fund Project: Supported by the "Guangdong Special Support Plan" Local Innovation and Entrepreneurship Team Project (No.2019BT02Z546), the Open Project of the State Key Laboratory of Respiratory Diseases (No.SKLRD-OP-201913), the Pre-research Project of Core Key Technologies in the Field of Earth Sciences, Chinese Academy of Sciences (No.282021000003).

Aldehydes and ketones in breath can reflect the oxidative stress response of the cells in the body. A better understanding of the aldehydes and ketones emitted from the cells is the key to revealing the mechanism of breath test for the diagnosis of oxidative stress-related diseases. In this study, a quantitative method was developed for 22 typical aldehyde and ketone metabolites. Standard compounds were transformed into stable DNPH-carbonyl adducts by using 2,4-dinitrophenylhydrazine (DNPH) impregnated cartridge. These adducts were further eluted and analyzed by ultra high performance liquid chromatography coupled with high resolution mass spectrometry. The standard curves of 22 DNPH-carbonyl adducts showed linearity at high (40-1000 μg/L), medium (8-400 μg/L) and low (0.08-8 μg/L) levels, respectively. The coefficient of correlation (R²) was >0.998 and the detection limits were 0.003-0.09 μg/L. The method demonstrated good precision, e.g. intra-day RSD <3.92% and inter-day RSD <5.3%, as well as satisfactory recoveries of 95.1%-109.6% (RSD<5.9%). The method was further applied to the analysis of aldehydes and ketones in the headspace of A549 cells and influenza A (H1N1) infected A549 cells. The experimental data were analyzed by using orthogonal partial least squares discriminant analysis, and a total of 19 aldehydes and ketones were quantified and 11 potential biomarkers were screened for the diagnosis of IAV infection.
1. [1]
  GUÉRAUD F, ATALAY M, BRESGEN N, CIPAK A, ECKL P M, HUC L, JOUANIN I, SIEMS W, UCHIDA K. Free Radical Res., 2010, 44(10): 1098-1124.
2. [2]
  LIU M, CHEN F, LIU T, CHEN F, LIU S, YANG J. Microbes Infect., 2017, 19(12): 580-586.
3. [3]
  TOYOKUNI S. IUBMB Life, 2008, 60(7): 441-447.
4. [4]
  MAZZONE P J. J. Thorac. Oncol., 2008, 3(7): 774-780.
5. [5]
  MIEKISCH W, SCHUBERT J K, NOELDGE-SCHOMBURG G F E. Clin. Chim. Acta, 2004, 347(1-2): 25-39.
6. [6]
  POLI D, GOLDONI M, CORRADI M, ACAMPA O, CARBOGNANI P, INTERNULLO E, CASALINI A, MUTTI A. J. Chromatogr. B, 2010, 878(27): 2643-2651.
7. [7]
  TRAXLER S, BISCHOFF A C, SASS R, TREFZ P, GIERSCHNER P, BROCK B, SCHWAIGER T, KARTE C, BLOHM U, SCHRÖDER C, MIEKISCH W, SCHUBERT J K. Sci. Rep., 2018, 8: 14857.
8. [8]
  SCHMIDT K, PODMORE I. J.Biomarkers, 2015, 2015: 981458.
9. [9]
  FILIPIAK W, SPONRING A, FILIPIAK A, AGER C, SCHUBERT J, MIEKISCH W, AMANN A, TROPPMAIR J. Cancer Epidemiol., Biomarkers Prev., 2010, 19(1): 182-195.
10. [10]
  TRAXLER S, BARKOWSKY G, SASS R, KLEMENZ A C, PATENGE N, KREIKEMEYER B, SCHUBERT J K, MIEKISCH W. Sci. Rep., 2019, 9: 18894.
11. [11]
  BARANSKA A, SMOLINSKA A, BOOTSA W, DALLINGA J W, VAN SCHOOTEN F J. J. Breath Res., 2015, 9(4): 047102.
12. [12]
  FILIPIAK W, FILIPIAK A, SPONRING A, SCHMID T, ZELGER B, AGER C, KLODZINSKA E, DENZ H, PIZZINI A, LUCCIARINI P, JAMNIG H, TROPPMAIR J, AMANN A. J. Breath Res., 2014, 8(2): 027111.
13. [13]
  JIA Z, ZHANG H, ONG C N, PATRA A, LU Y, LIM C T, VENKATESAN T. ACS Omega, 2018, 3(5): 5131-5140.
14. [14]
  WANG Y, HU Y, WANG D, YU K, WANG L, ZOU Y, ZHAO C, ZHANG X, WANG P, YING K. Cancer Biomarkers, 2012, 11: 129-137.
15. [15]
  CHEN X, XU F, WANG Y, PAN Y, LU D, WANG P, YING K, CHEN E, ZHANG W. Cancer, 2007, 110(4): 835-844.
16. [16]
  LIGOR T, LIGOR M, AMANN A, AGER C, BACHLER M, DZIEN A, BUSZEWSKI B. J. Breath Res., 2008, 2(4): 046006.
17. [17]
  WEHINGER A, SCHMID A, MECHTCHERIAKOV S, LEDOCHOWSKI M, GRABMER C, GASTL G A, AMANN A. Int. J. Mass Spectrom., 2007, 265(1): 49-59.
18. [18]
  SMITH D, ŠPANĚL P. Mass Spectrom. Rev., 2005, 24(5): 661-700.
19. [19]
  PAL R, KIM K H. Anal. Chim. Acta, 2008, 610(2): 289-296.
20. [20]
  BUNKOED O, THAVARUNGKUL P, THAMMAKHET C, KANATHARANA P. J. Environ. Sci. Health, Part A: Toxic/Hazard. Subst. Environ. Eng., 2012, 47(2): 167-175.
21. [21]
  LIN Y, DUEKER S R, JONES A D, EBELER S E, CLIFFORD A J. Clin. chem., 1995, 41(7): 1028-1032.
22. [22]
  CHEN Y, LI Q, XIE Z, FU X A. J. Chromatogr. B, 2019, 1106-1107: 58-63.
23. [23]
  OCHS S D, FASCIOTTI M, BARRETO R P, DE FIGUEIREDO N G, ALBUQUERQUE F C, PONTES MASSA M C G P, GABARDO I, PEREIRA NETTO A D P. Talanta, 2010, 81(1): 521-529.
24. [24]
  CRABB D W, MATSUMOTO M, CHANG D, YOU M. Proc. Nutr. Soc., 2004, 63(1): 49-63.
25. [25]
  JELSKI W, SZMITKOWSKI M. Clin. Chim. Acta, 2008, 395(1): 1-5.
26. [26]
  NORDMANN R, RIBIERE C, ROUACH H, BEAUGE F, GIUDICELLI Y, NORDMANN J. Life Sci., 1973, 13(7): 919-932.
27. [27]
  JANFAZA S, KHORSAND B, NIKKHAH M, ZAHIRI J. Biol. Methods Protoc., 2019, 4(1): bpz014.
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