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5 7 Vol. 5 No. 7 2014 7 Journal of Food Safety and Quality Jul., 2014 李 爽 1, 陈启 1, 蔡明明 1, 任一平 2* (1., 310057; 2., 310051) 摘要 : 目的 方法, C 18+ AQC, 结果, 4.65% 结论, 关键词 : ; ; ; Comparative study on quantification of hydrolysis amino acids in human milk using liquid chromatography and amino acid analyzer LI Shuang 1, CHEN Qi 1, CAI Ming-Ming 1, REN Yi-Ping 2* (1. Beingmate Baby & Child Food Co., Ltd, Hangzhou 310057, China; 2. Zhejiang Provincial Center for Disease Prevention and Control, Hangzhou 310051, China) ABSTRACT: Objective Comparison the methods of amino acid analyzer (AAA) and ultra-performance liquid chromatography (UPLC) for determination of hydrolysis amino acids in human milk. Methods Hydrolysis amino acids were analysed with C 18+ column and AQC precolumn derivation by UPLC method; and ion exchange chromatography column and ninhydrinpostcolumn derivation by AAA method. Results Two methods provided similar validation results. The difference of analysis result using two methods was below 4.65%. Conclusion Both methods can be used for the quantitation of hydrolysis amino acids. KEY WORDS: hydrolysis amino acid; derivative; ultra-performance liquid chromatography; amino acid analyzer 1 引言,,, [1], [2-5],, * 通讯作者 :,, E-mail: renyiping@263.net *Corresponding author: REN Yi-Ping, Senior Engineer, Zhejiang Provincial Center for Disease Control and Prevention, NO.3399, Binsheng Road, Binjiang District, Hangzhou 310051, China. E-mail: renyiping@263.net

2074 5,,, [6-8],,,, - - [9-12],, (FA) (PITC) 6- -N- - (AQC) (FMOC-Cl) (Dansyl-Cl) (OPA) 2, 4- (DNFB) [13,14] AQC,,,,, [15,16], AQC, AQC (UPLC) (AAA), 100, 15 2 材料与方法 2.1 仪器与试剂 L-8900 ( ), ACQUITY( Waters ),, 2.5 μmol/ml( Sigma-Aldrich ); AccQ Fluor ( Waters ); (, ); (, Merck ); (, ); (, Sigma-Aldrich ); (99.99%, ) 2.2 溶液配制 2.2.1 UPLC 衍生液配制 AccQ Fluor2B 1 ml, AccQ Fluor2A,, 10 s, 55 10 min,, 10 mmol/l AccQ Fluor, 2.2.2 AAA 缓冲液和茚三酮反应液的配制 (PH-1 PH-2 PH-3 PH-4) (PH-RG) L-8900 [17,18] 2.3 人乳取样方法 来源 保存条件,,,, -80 2.4 样品预处理方法 20 mg( 0.1 mg), 6 mol/l 1 ml, 30 s, (110±1) 22 h, 50, 2.5 衍生及分析 2.5.1 UPLC 柱前衍生及色谱条件 1 ml, 0.22 μm, 10μL, 70 μl, 20 μl AQC, 1 min 55 10 min, : CORTECS UPLC C 18 (1.6 μm, 2.1 150 mm); : 40 ; : 0.3 ml/min; : 260 nm; : 1 µl; A: 0.1%, B: ; : 0~6.0 min, B 3%~5%, 9.0~10.0 min, B 7%~12%, 13.8~14.5 min, B 12%~15%, 16.5~17.0 min, B 22%~60%, 17.2~20.0 min, B 3%~3% 2.5.2 AAA 柱后衍生及分析 1 ml 0.02 mol/l, 0.22 μm, 20 μl,, 135, 570 nm 440

7, : 2075 nm, 3 结果与讨论 3.1 UPLC 法色谱柱的选择 Waters UPLC,, 55, 0.7 ml/min, : 0.7 ml/min,,,,,,, (A : ACQUITY UPLC BEH C 18 1.7 μm, 2.1 mm 100 mm; B : ACCQ-TAG ULTRA C 18 1.7 μm, 2.1 mm 100 mm; C : CORTECS UPLC C 18+ 1.6 μm, 2.1 mm 150 mm), ( 1), C,,,, C,, 3.2 UPLC 法流动相的优化 ph,, - 0.05%TFA,, 0.07%TFA,,,,, 0.1%TFA, 15,, 0.1%TFA( 2) 3.3 方法学验证 ( 1), R 2 0.99; AAA UPLC, AAA UPLC 20,, UPLC, 3.4 两种方法的对比, ( 1),, (P<0.05), 4.65% 3-a, AAA, ;,,,, 3-b UPLC,, AAA,, 53 min UPLC 20 min, AAA, AAA UPLC, 2 1 Fig. 1 Optimization and selection of column (H S G R D E T A P C K Y M V I L F )

2076 5 2 Fig. 2 Optimization of mobile phase (H S G R D E T A P C K Y M V I L F ) Table 1 表 1 方法学及样品实测值比较 (n=6) Comparing of methodology and sample measured value (n=6) (mg/kg) (%) (%) (mg/100 g, n=6) AAA UPLC AAA UPLC AAA UPLC AAA UPLC P RSD(%) 6.69 14.91 98.29 93.02 1.13 1.14 25.82±0.33 23.09±0.37 0.00 4.25 4.69 33.25 89.81 98.82 2.35 4.83 49.96±0.58 49.97±1.63 0.99 2.33 3.24 2.51 98.30 98.50 1.41 3.04 25.49±0.23 24.77±1.21 0.21 3.61 13.20 6.81 96.72 91.75 0.92 1.61 38.67±0.54 37.63±0.31 0.00 1.80 6.28 16.66 100.37 98.43 3.74 3.59 96.17±0.97 96.40±1.40 0.74 1.20 8.36 21.04 99.20 95.71 3.23 4.55 192.25±2.06 192.87±2.46 0.65 1.14 5.41 9.88 96.38 96.05 2.52 2.47 49.57±0.48 48.45±0.87 0.03 1.81 4.84 4.65 98.59 95.75 1.57 2.23 40.38±0.42 38.24±0.57 0.00 3.09 47.96 6.95 96.69 98.52 1.03 3.13 96.24±0.70 95.79±1.15 0.43 0.98 4.30 7.37 99.23 103.68 1.35 1.82 73.00±0.84 74.90±1.00 0.01 1.79 7.31 17.76 94.18 90.32 4.11 1.18 46.00±0.94 42.84±1.58 0.00 4.65 4.07 11.39 98.85 90.22 1.72 2.62 59.77±0.81 58.75±1.52 0.19 2.16 8.63 9.50 100.49 90.48 2.19 2.33 57.75±0.87 54.08±1.18 0.00 3.85 7.81 9.27 100.48 94.43 2.86 2.90 107.60±1.40 104.69±1.39 0.00 1.91 7.00 11.95 101.85 93.85 4.60 5.55 41.03±0.60 39.49±0.58 0.00 2.44 3.5 人乳结果分析 100 15, 4,,,,,,

7, : 2077 Fig. 3-a 3-a AAA Chromatogram of human milk sample using amino acid analyzer Fig. 3-b 3-b UPLC Chromatogram of human milk sample using UPLC Fig. 4 4 15 15 kinds of Amino acids content in human milk sample from Hangzhou, Lanzhou and Beijing

2078 5 表 2 比较 AAA 和 UPLC 方法 Table 2 Comparing of AAA and UPLC methods AAA UPLC 53 min 20 min 4 结论,, ;,, ;, ;, 4.65%, 100 15,, 参考文献 [1] USDA National Nutrient Database for Standard. Full report (ALL nutritons)01107, Milk, human, mature, fluid[eb/ol]. http://ndb.nal.usda.gov/ [2],,,. [J]., 2013, 35(3): 63 67. Ren XN, Yin SA, Yang XG, et al. Progress on contents and analytical methods of amino acids in human milk[j]. Amino Acids Biotic Resour, 2013, 35(3): 63 67. [3],,,. [J]., 1989, 3(11): 227 232. Zhao XH, Xu ZY, Wang YF, et al.studies of the relation between the nutritional ststus of lactating mothers and milk compositions as well as the milk intake and growth of their inf ants in BeiJing[J]. Acta Nutrimenta Sinica, 1989, 3(11): 227 232. [4],,,. [J]., 2008, (4): 231 233. Xu L, Du YS, Ma J, et al. The survey of the content of human milk amino acid and fatty acid from a certain district in Hebei province[j]. Food Sci Technol, 2008, (4): 231 233. [5],. [J]., 2005, 33(8): 45 47. Li J, Deng ZY. Comparison of nutrient components in diferent human milk[j]. Dairy Ind, 2005, 33(8): 45 47. [6] GB/T 5009-2003 [S]. GB/T 5009-2003 Determination of amino acids in foods[s]. [7],,. 16 [J]., 2012, 33(4): 64 69. Li J, Shu S, Chen WB. Determination of 16 kinds of amino acidin infant formula milk powder by amino acid analyzer[j]. Sci Technol Food Ind, 2012, 33(4): 64 69. [8] AOAC, Official Method 994.12Amino Acids in Feeds Performic Acid Oxidation with Acid Hydrolysis-Sodium Metabisulfite Method[S]. [9],,. [J]., 2004, 5(2): 133 135. Gao YH, Long ZY, Lu L. Comparison of pre-column derivatization with post-column derivatization in determining amino acids[j]. Chin J Med Lab Technol, 2004, 5(2): 133 135. [10] Langrock T, Czihal P, Horrmann R. Amino acid analysis by hydrophilic interaction chromatography coupled on-line to electrospray ionization mass spectrometry[j]. Amino Acids, 2006, 30(2): 291-297. [11],,,. 18 [J]., 2006, 16(2): 161 163, 239. Wang YH, Feng JL, Pan ZQ, et al. The analysis of 18 free amino acids by liquid chromatography/mass spectrometry/mass spectrometry[j]. Chin J Heath Lab Technol, 2006, 16(2): 161 163, 239. [12],,. [J]., 2002, 20(5): 398 401. Yu H, Ding YS, Mou SF. Determination of amino acids and glucose in amino acid injectionby anion exchange chromatographywith integrated pulsed amperometric detection[j]. Chin J Chromatogr, 2002, 20(5): 398 401. [13],,,.

7, : 2079 [J]., 2006, 18(6): 789 793. Qu QS, Tang XQ, Hu XY, et al. Applications of pre-column derivatization for amino acids analysis[j]. Progress Chem, 2006, 18(6): 789 793. [14],. [J]., 2005, 33(3): 398 404. Yu H, Mou SF. Method development for amino acid analysis[j]. Chin J Anal Chem, 2005, 33(3): 398 404. [15],,,. AQC 21 [J]., 2007, 25(6): 939 941. Li M, Yang ZX, Xie B, et al. Determination of 21 kinds of amino acids in beer by high performance liquidchromatography with pre-column AQC derivatization[j]. Chin J Chromatogr, 2007, 5(1): 219 226. Li S, Zhang T, Cai MM, et al. Evaluation of amino acid conversion method for calculating whey proteincontent in infant formula powder[j]. J Food Safe Qual, 2014, 5(1): 219 226. [18],,,. [J]., 2012, 24(7): 1159 1163. Jiang T, Feng YJ, He XC, et al. Research on localized reagent and rapid analysis methodof amino acid analyzer[j]. Chem Res Appl, 2012, 24(7): 1159 1163. ( 责任编辑 : 邓伟 ) 作者简介 25(6): 939 941. [16],,,. AQC [J]., 2006, 34(10): 1395 1400. Hou SM, Sun J, He HB, et al. Simultaneous determination of 李爽, 助理工程师, 主要研究方向为食品检验技术 E-mail:leeshuang1010@163.com amino acids in soil by reversed phase high performance liquid chromatography by using6-aminoquinoly-n-hydroxysuccinimidyl carbamateas a precolumn derivatization reagent[j]. Chin J Anal Chem, 2006, 34(10): 1395 1400. [17],,,. 任一平, 教授级高级工程师, 主要研究方向为卫生理化检验技术及食品安全检验技术 E-mail: renyiping@263.net [J]., 2014,