罗丹明B酰肼柱前衍生—高效液相色谱—质谱联用法测定蜂蜜中的苯甲醛残留量
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摘要
合成了新型化学衍生试剂罗丹明B酰肼(RBH),并建立了RBH柱前衍生—高效液相色谱—质谱联用法。样品经甲醇提取后用RBH衍生化,采用液相色谱—质谱联用法进行测定。结果显示:试剂RBH具有很好的质谱检测灵敏度,对苯甲醛的衍生化反应高效、专一。苯甲醛在0.05～6.00ng/mL时呈良好的线性关系,相关系数为0.996 2,该方法检测限和定量限分别为0.80×10~(-3),2.71×10~(-3) ng/mL,加标回收率为93.3%～104.0%,相对标准偏差为0.8%～2.6%。该方法选择性好、灵敏度高、检测限低,可满足蜂蜜中苯甲醛残留的测定。
A novel HPLC-MS method was established,using a synthesized rhodamine B hydrazide(RBH)as the new pre-colunm derivatization reagent.After extracted with methanol and derivatized with RBH,the samples were determined by high-performance liquid chromatography(HPLC)coupled with mass spectrometry(MS).The results showed that the reagent RBH has a good sensitivity for mass spectrometry detection,and the derivatization reaction of benzaldehyde was efficient and specific.The benzaldehyde showed a good linear relationship in the range of 0.05～6.00ng/mL,and the correlation coefficient was 0.996 2.The detection limits and quantitation limits of the method were 0.80 × 10~(-3) ng/mL and 2.71 ×10~(-3) ng/mL,respectively.The standard recovery rate was 93.3%～104.0%,and the relative standard deviation was 0.8%～2.6%.The method was high selectivity and high sensitivity,and suitable for the determination of benzaldehyde residues in honey.
A novel HPLC-MS method was established,using a synthesized rhodamine B hydrazide(RBH)as the new pre-colunm derivatization reagent.After extracted with methanol and derivatized with RBH,the samples were determined by high-performance liquid chromatography(HPLC)coupled with mass spectrometry(MS).The results showed that the reagent RBH has a good sensitivity for mass spectrometry detection,and the derivatization reaction of benzaldehyde was efficient and specific.The benzaldehyde showed a good linear relationship in the range of 0.05～6.00ng/mL,and the correlation coefficient was 0.996 2.The detection limits and quantitation limits of the method were 0.80 × 10~(-3) ng/mL and 2.71 ×10~(-3) ng/mL,respectively.The standard recovery rate was 93.3%～104.0%,and the relative standard deviation was 0.8%～2.6%.The method was high selectivity and high sensitivity,and suitable for the determination of benzaldehyde residues in honey.
引文
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[21]张丽娜.气相色谱法同时测定复方庚酸炔诺酮注射液中的苯甲醇和苯甲醛[J].科学与财富,2016,8(5):218-218.
[22]WU Chun-min,ZHU Jing-ying,CHI Wen-jie,et al.HPLC rapid screening and simultaneous determination of eight bacteriostatic agents and benzaldehyde in oxymatrine injection[J].Chinese Journal of Pharmaceutical Analysis,2012,32(3):451-454.
[23]MASHAYEKHI H A,REZAEE M,GARMAROUDI S S,et al.Rapid and sensitive determination of benzaldehyde arising from benzyl alcohol used as preservative in an injectable formulation solution using dispersive liquid-liquid microextraction followed by gas chromatography[J].Analytical Sciences,2011,27(8):865-868.
[24]KAZEMIFARD A G,MOORE D E,MOHAMMADI A.Polarographic determination of benzaldehyde in benzyl alcohol and sodium diclofenac injection formulations[J].Journal of Pharmaceutical&Biomedical Analysis,2002,30(2):257-262.
[25]KAZEMIFARD A G,MOORE D E,MOHAMMADI A,et al.Capillary gas chromatography determination of benzaldehyde arising from benzyl alcohol used as preservative in injectable formulations[J].Journal of Pharmaceutical&Biomedical Analysis,2003,31(4):685-691.
[26]MASOUMI V,MOHAMMADI A,KHOSHAYAND M R,et al.Application of polyaniline-multiwalled carbon nanotubes composite fiber for determination of benzaldehyde in injectable pharmaceutical formulations by solid-phase microextraction GC-FID using experimental design[J].Journal of Analytical Chemistry,2017,72(3):264-271.
[2]JUAN-BORRS M,EVA D,ANDREA C,et al.Physicochemical quality parameters at the reception of the honey packaging process:influence of type of honey,year of harvest,and beekeeper[J].Journal of Chemistry,2015(2 015):1-6.
[3]彭渤.胶束催化肉桂油水解制备苯甲醛[J].精细化工,2007,24(3):261-264.
[4]徐兰琴,余林,陶涛,等.高效液相色谱法测定生物燃料烟气中丙酮和苯甲醛的含量[J].中华预防医学杂志,2006,40(3):200-202.
[5]ZHOU Jin-hui,XUE Xiao-feng,LI Yi,et al.Rapid and sensitive determination of two degradation products of flumethrin in honey by ultrasonically assisted extraction and gas chromatography with electron capture detection[J].Journal of Separation Science,2015,30(12):1 912-1 919.
[6]米建萍,徐远金,朱平川,等.液质联用技术在滥用食品添加剂及食品中违法添加物测定中的应用及研究进展[J].基因组学与应用生物学,2015,34(7):1 579-1 586.
[7]黎俊波,胡启辉,曾阳,等.基于罗丹明染料的金属阳离子荧光探针[J].化学进展,2012,24(5):823-833.
[8]王炯,张丽珠,杨清镜,等.罗丹明染料的合成及光谱性能研究[J].云南民族大学学报:自然科学版,2011,20(3):213-216.
[9]LI Kai,XIANG Yu,WANG Xiao-yan,et al.Reversible photochromic system based on rhodamine B salicylaldehyde hydrazone metal complex[J].Journal of the American Chemical Society,2014,136(4):1 643-1 649.
[10]刘海兴,刘清,郇延富.基于罗丹明类荧光探针的研究进展[J].现代化工,2017(4):197-204.
[11]WATARAI H,FUNAKI F.Total internal reflection fluorescence measurements of protonation equilibria of rhodamine Band octadecylrhodamine B at a toluene/water interface[J].Langmuir,2011,12(26):6 717-6 720.
[12]ZHANG Yang,WANG Ji-lin,WANG Lu-lu,et al.Study on QPVA/TEOS hybrid anion membrane functionalized with quaternary ammonium groups for adsorption of Rhodamine B from aqueous solutions[J].Journal of the Iranian Chemical Society,2016,14(1):1-10.
[13]吕涛.罗丹明类新型衍生试剂合成及微萃取联用LC-MS分析方法建立与应用[D].曲阜:曲阜师范大学,2015:47-54.
[14]DONG Ming,MA Tian-hua,ZHANG Ai-jiang,et al.A series of highly sensitive and selective fluorescent and colorimetric“off-on”chemosensors for Cu(II)based on rhodamine derivatives[J].Dyes&Pigments,2010,87(2):164-172.
[15]冯泳兰,蒋伍玖,邝代治,等.3,5-二溴水杨醛罗丹明B酰肼的合成及其在汞(Ⅱ)检测中的应用[J].冶金分析,2016(9):52-56.
[16]全国文献工作标准化委员会.GB/T 18932.14-2003蜂蜜中苯甲醛残留量的测定方法液相色谱-荧光检测法[S].北京:中国标准出版社,2003:2-5.
[17]毋尧,崔身强,赵明雷,等.罗丹明类测定三聚氰胺的荧光探针的合成及应用研究[J].分析试验室,2010,29(10):29-32.
[18]赵新璐.酰腙希夫碱及其钒配合物的合成、结构及其催化苯乙烯氧化研究[D].大连:辽宁师范大学,2016:1-5.
[19]龚淑果,梁勇,樊华,等.一种检测醛酮类化合物的方法:中国,CN106645469A[P].2017-05-10.
[20]王建刚,张莉.顶空固相微萃取-气相色谱法测定植物蛋白饮料中的苯甲醛[J].理化检验:化学分册,2015,51(4):493-495.
[21]张丽娜.气相色谱法同时测定复方庚酸炔诺酮注射液中的苯甲醇和苯甲醛[J].科学与财富,2016,8(5):218-218.
[22]WU Chun-min,ZHU Jing-ying,CHI Wen-jie,et al.HPLC rapid screening and simultaneous determination of eight bacteriostatic agents and benzaldehyde in oxymatrine injection[J].Chinese Journal of Pharmaceutical Analysis,2012,32(3):451-454.
[23]MASHAYEKHI H A,REZAEE M,GARMAROUDI S S,et al.Rapid and sensitive determination of benzaldehyde arising from benzyl alcohol used as preservative in an injectable formulation solution using dispersive liquid-liquid microextraction followed by gas chromatography[J].Analytical Sciences,2011,27(8):865-868.
[24]KAZEMIFARD A G,MOORE D E,MOHAMMADI A.Polarographic determination of benzaldehyde in benzyl alcohol and sodium diclofenac injection formulations[J].Journal of Pharmaceutical&Biomedical Analysis,2002,30(2):257-262.
[25]KAZEMIFARD A G,MOORE D E,MOHAMMADI A,et al.Capillary gas chromatography determination of benzaldehyde arising from benzyl alcohol used as preservative in injectable formulations[J].Journal of Pharmaceutical&Biomedical Analysis,2003,31(4):685-691.
[26]MASOUMI V,MOHAMMADI A,KHOSHAYAND M R,et al.Application of polyaniline-multiwalled carbon nanotubes composite fiber for determination of benzaldehyde in injectable pharmaceutical formulations by solid-phase microextraction GC-FID using experimental design[J].Journal of Analytical Chemistry,2017,72(3):264-271.