dynamic MRM for pesticide analysis
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1 The power of fast separation and dynamic MRM for pesticide analysis based on 1290/6460QQQ Dr. Volker Gnau Produkt Spezialist LCMS Page 1
2 3.) Quantitative analysis of pesticides (smrm) Chromatographic hi conditions (pos. mode) 1200 Series HPLC system consisting of: - vacuum degasser - binary pump SL - wellplate sampler SL - diode array detector SL (not used) HPLC method Separation column: ZORBAX Eclipse Plus C-18, 100 x 2.1 mm, 1.8 µm Guard column: ZORBAX Eclipse Plus C-18, 12.5 x 2.1 mm, 5 µm Mobile phase: A: 5 mm ammonium formate % formic acid B: methanol + 5 mm ammonium formate % formic acid Flow: Inj.Vol.: 5 µl 0.3 ml/min Gradient**: 0.00 min 10 % B 1.00 min 10 % B min 100 % B min 100 % B min 10 % B min 10 % B Page 2
3 3.) Quantitative analysis of pesticides (smrm) Agilent Jetstream t conditions (pos. mode) Spray chamber conditions: Gas temp.: 250 C Dry gas: 5 l/min Nebulizer: 35 psi Sheath gas temp: 250 C Sheath gas flow: 10 l/min Positive Negative CapVoltage: 4500 V 3000 V Nozzle voltage 300 V 0 V The selection of the spray chamber conditions i for a multi-residue li id method always have to be a trade-off between the optimum settings of the individual compounds. For this analysis parameters have been chosen based on the optimization of the least abundant ion signals (Cypermethrin, Avermectin B1a, Fenhexamid, and Diflubenzuron). For Spinosyn A and Bentazone (most abundant signals in positive and negative mode) the use of the optimal values would result in a signal increase of 27.2 % and 34.0%, respectively. Page 3
4 MRM (Multiple Reaction Monitoring) Quad Mass Filter (MS1) Quad Mass Filter (MS2) Collision Cell Spectrum with background ions (from ESI) Q1 lets only target ion 210 pass through 210 Collision cell breaks ion 210 apart Q3 monitors only characteristic fragments 158 and 191 from ion 210 for quant and qual no chemical background Page 4
5 3.) Quantitative analysis of pesticides (smrm) MRM parameter setup (pos. mode static ti MRM) Compound Name Prec Ion MS1 Res Prod Ion MS2 Res Dwell Frag (V) CE (V) Avermectin B1a Unit Unit Avermectin B1a Unit 305 Unit Spinosyn D Unit Unit Spinosyn D Unit 98.1 Unit Spinosyn A Unit 142 Unit Spinosyn A Unit 98 Unit Cypermethrin Unit 193 Unit Cypermethrin Unit 191 Unit Diflubenzuron 311 Unit 158 Unit Diflubenzuron 311 Unit 141 Unit Fensulfothion 309 Unit 281 Unit Fensulfothion 309 Unit 157 Unit Fenhexamid 302 Unit 96.9 Unit Fenhexamid 302 Unit 55 Unit Aldicarb 208 Unit 116 Unit Aldicarb 208 Unit 89.1 Unit Carbendazim Unit 160 Unit Carbendazim Unit 132 Unit Acephate 184 Unit 143 Unit Acephate 184 Unit 95 Unit Methamidophos 142 Unit 125 Unit Mth Methamidophos h 142 Unit 94 Unit Page 5
6 Pesticide MRM Data Base G1733AA Page 6
7 3.) Quantitative analysis of pesticides (smrm) MRM traces of pesticides id of calibration standard d QC_7 (25 ng/ml) Final method includes 11 pesticides with 2 MRM transitions each Dwell time 25 ms for each transition, Inter-scan delay 2 ms Page 7
8 3.) Quantitative analysis of pesticides (smrm) Calibration curves for static ti MRM (9 individual id calibration levels) l Responses Responses Methamidophos R 2 = Acephate R 2 = Responses Responses Carbendazim R 2 = Aldicarb R 2 = Blue triangles show overlay of QC samples (20 replicates for QC 10 ng/ml, 4 replicates for QC 25 ng/ml) Page 8
9 3.) Quantitative analysis of pesticides (smrm) Calibration curves for static ti MRM (9 individual id calibration levels) l Responses Responses Fensulfothion R 2 = Fenhexamid R 2 = Responses Responses Diflubenzuron R 2 = Spinosyn A R 2 = Blue triangles show overlay of QC samples (20 replicates for QC 10 ng/ml, 4 replicates for QC 25 ng/ml) Page 9
10 3.) Quantitative analysis of pesticides (smrm) Calibration curves for static ti MRM (9 individual id calibration levels) l Responses Responses Spinosyn D R 2 = Cypermethrin R 2 = Responses Avermectin B1a R 2 = Blue triangles show overlay of QC samples (20 replicates for QC 10 ng/ml, 4 replicates for QC 25 ng/ml) Page 10
11 4.) Quantitative analysis of pesticides (dmrm) Comparison of MRM and Dynamic MRM Time Segment 1 Time Segment 2 Time Segment 3 Time Segment 4 Time (min) MRM Compounds (10/block) Cycle Time (sec) Dynamic MRM Max Coincident Cycle Time (sec) x shorter cycle times supports narrow chromatographic peaks, more analytes or longer dwell per analyte. Page 11
12 Dynamic MRM # of MRMs will vary: Dwell times are adjusted dynamically to keep scan time constant for best quant data quality. MRMs chosen based on analyte ayte RT window On average, the number of MRMs at any time are many fewer than with time segment methods, allowing much faster MS cycle times. Agilent LC/MS Seminar 2009 Page 12
13 4.) Quantitative analysis of pesticides (dmrm) Setup of Dynamic MRM methods Create table with compound names, MRM transitions and parameters, retention times and retention ti time windows in EXCEL (can be automized from MassHunter Quant report) Page 13
14 4.) Quantitative analysis of pesticides (dmrm) Setup of Dynamic MRM methods Select Dynamic MRM as Scan type from MassHunter Acquisition (allows up to 200 concurrent MRMs and up to 4000 MRMs in total t for constant t cycle times) Copy table from EXCEL and paste it into MassHunter Acquisition from clipboard Page 14
15 4.) Quantitative analysis of pesticides (dmrm) Setup of Dynamic MRM methods Pressing the Apply button creates MRM method Setup of time segments MRM tables, and dwell times is done automatically ti based on the specified cycle time, retention times and retention time windows. 3. Calculation of maximum number of concurrent MRMs, minimum and maximum dwell times Page 15
16 4.) Quantitative analysis of pesticides (dmrm) Chromatographic hi conditions (pos. mode) 1200 Series HPLC system consisting of: - vacuum degasser - binary pump SL - wellplate sampler SL - diode array detector SL (not used) HPLC method Separation column: ZORBAX Eclipse Plus C-18, 100 x 2.1 mm, 1.8 µm Guard column: ZORBAX Eclipse Plus C-18, 12.5 x 2.1 mm, 5 µm Mobile phase: A: 5 mm ammonium formate % formic acid B: methanol + 5 mm ammonium formate % formic acid Flow: Inj.Vol.: 5 µl 0.3 ml/min Gradient**: 0.00 min 10 % B 1.00 min 10 % B min 100 % B min 100 % B min 10 % B min 10 % B Page 16
17 4.) Quantitative analysis of pesticides (dmrm) Agilent Jetstream t conditions (pos. mode) Spray chamber conditions: Gas temp.: 200 C Dry gas: 5 l/min Nebulizer: 35 psi Sheath gas temp: 250 C Sheath h gas flow: 10 l/min Positive Negative CapVoltage: 4500 V 3000 V Nozzle voltage 300 V 0 V Automatic setup of MRM tables based on selected cycle time, retention times and retention time windows for the individual compounds Cycle time 750 ms Interscan delay 2 ms Total No. of MRMs 350 Maximum No. Of concurrent MRMs 66 Minimum Dwell time 7.86 ms Maximum Dwell time ms Page 17
18 4.) Quantitative analysis of pesticides (dmrm) Compounds included d in method using dynamic MRMs 3-OH Carbofuran Acephate Acetamiprid Aldicarb Aldicarb sulfone Aldicarb sulfoxid Ametryn Aminocarb Amitraz Avermectin B1a Azinphos-ethyl Azinphos-methyl Azoxystrobin Benalaxyl Bendiocarb Benfuracarb Benzoximate Bifenazate Bitertanol Boscalid Bromuconazole Bupirimate Buprofezin Butocarboxym Butoxycarboxim Carbaryl Carbendazim Carbetamid Carbofuran Carboxine Chlorfluazuron Chlorotoluron Chloroxuron Clethodim Clofentezine Clothianidin Cycluron Cymoxanil Cypermethrin Cyproconazole Cyprodinil Deltamethrin Demethon-S-methyl -sulfoxide Desmedipham Diazinon Dichlobutrazol Dicrotophos Diethofencarb Difenoconazol Diflubenzuron Dimethoat Dimethomorph Dioxacarb Diuron Edifenphos Emamectin B1a Epoxiconazole Etaconazole Ethiofencarb Ethofumesate Etoxazole Famoxadone Famphur Fenamidone Fenarimol Fenazaquin Fenbuconazol Fenhexamid Fenitrothion Fenoxycarb Fenpropimorph Fenpyroximat Fensulfothion Fenuron Fipronil Flufenoxuron Fluometuron Fluquinconazole Flusilazol Flutolanil Flutriafol Forchlorfenuron Formetanate Fuberidazole Furathiocarb Hexaconazol Hexythiazox Hydramethylnon Imazalil Imidacloprid Indoxacarb Iprovalicarb Isoprocarb Isoproturon Isoxaflutole Kresoxim-methyl Linuron Lufenuron Malathion Mefenazet Mepanipyrim Mepronil Mesotrione Metalaxyl Methabenzthiazuron Methamidophos Methidathion Methiocarb Methomyl Methoprotryne Methoxifenozid Metobromuron Metribuzin Mevinphos Monocrotophos Monolinuron Myclobutanil Neburon Nitenpyram Omethoate Oxadixyl Oxamyl Penconazole Phenmedipham Phorate Phosmet Pirimicarb Pirimifos-methyli if Prochloraz Promecarb Prometon Prometryn Propamocarb Propargite Propiconazole Propoxur Prothioconazole Pymetrozine Pyracarbolid Pyraclostrobin Pyrazophos Pyridaben Pyrimethanil Pyriproxyfen Quinoxyfen Rotenon Secbumeton Siduron Simetryn Spinosyn A Spinosyn D Spirodiclofen Spiromesifen Spiroxamin Tebuconazole Tebufenozide Tebufenpyrad Tebuthiuron Teflubenzuron Temephos Terbutryn Tetraconazole Thiabendazole Thiacloprid Thiametoxam Thidiazuron Thiofanox Thiophanat methyl Triadimefon Triadimenol Tricyclazole Trifloxystrobin Triflumizole Tifl Triflumuron Zoxamide Page 18
19 4.) Quantitative analysis of pesticides (dmrm) MRM parameter setup (pos. mode dynamic MRM) Compound Name Prec Ion MS1 Res Prod Ion MS2 Res Average Dwell Frag (V) CE (V) Avermectin B1a Unit Unit Avermectin B1a Unit 305 Unit Spinosyn D Unit Unit Spinosyn D Unit 98.1 Unit Spinosyn A Unit 142 Unit Spinosyn A Unit 98 Unit Cypermethrin Unit 193 Unit Cypermethrin Unit 191 Unit Diflubenzuron 311 Unit 158 Unit Diflubenzuron 311 Unit 141 Unit Fensulfothion 309 Unit 281 Unit Fensulfothion 309 Unit 157 Unit Fenhexamid 302 Unit 96.9 Unit Fenhexamid 302 Unit 55 Unit Aldicarb 208 Unit 116 Unit Aldicarb 208 Unit 89.1 Unit Carbendazim Unit 160 Unit Carbendazim Unit 132 Unit Acephate 184 Unit 143 Unit Acephate 184 Unit 95 Unit Methamidophos 142 Unit 125 Unit Mth Methamidophos h 142 Unit 94 Unit Page 19
20 Static MRM for selected pesticides (25 ng/ml) 7x10 4 Final method includes 11 pesticides with 2 MRM transitions each Dwell time 25 ms for each transition, Inter-scan delay 2 ms Page 20
21 Dynamic MRM for 175 pesticides (25 ng/ml) 8x10 4 Final method includes 175 pesticides with 2 MRM transitions each (350 MRMs) Flexible dwell times with a fixed cycle time of 750 ms, Inter-scan delay 3.5 ms Page 21
22 4.) Quantitative analysis of pesticides (dmrm) Calibration curves for dynamic MRM (9 individual id calibration levels) l Responses Responses Methamidophos R 2 = Acephate R 2 = Responses Responses Carbendazim R 2 = Aldicarb R 2 = Blue triangles show overlay of QC samples (20 replicates for QC 10 ng/ml, 4 replicates for QC 25 ng/ml) Page 22
23 4.) Quantitative analysis of pesticides (dmrm) Calibration curves for dynamic MRM (9 individual id calibration levels) l Responses Responses Fensulfothion R 2 = Fenhexamid R 2 = Responses Responses Diflubenzuron R 2 = Spinosyn A R 2 = Blue triangles show overlay of QC samples (20 replicates for QC 10 ng/ml, 4 replicates for QC 25 ng/ml) Page 23
24 4.) Quantitative analysis of pesticides (dmrm) Calibration curves for dynamic MRM (9 individual id calibration levels) l Responses Responses Spinosyn D R 2 = Cypermethrin R 2 = Responses Avermectin B1a R 2 = Blue triangles show overlay of QC samples (20 replicates for QC 10 ng/ml, 4 replicates for QC 25 ng/ml) Page 24
25 5.) Comparison of results for smrm and dmrm Reproducibility test t for spiked sample (10 ng/ml) Peak Areas Solvent (n = 20) Citron (n = 5) Carrot (n = 5) Cucumber (n = 5) Tobacco (n = 5) dmrm smrm dmrm smrm dmrm smrm dmrm smrm dmrm smrm Methamidophos Average CV Acephate Average CV Carbendazim Average CV Aldicarb Average CV Fensulfothion Average CV Fenhexamid Average CV Page 25
26 5.) Comparison of results for smrm and dmrm Reproducibility test t for spiked sample (10 ng/ml) Peak Areas Diflubenzuron Average CV Spinosyn A Average CV Spinosyn D Average CV Solvent (n = 20) Citron (n = 5) Carrot (n = 5) Cucumber (n = 5) Tobacco (n = 5) dmrm smrm dmrm smrm dmrm smrm dmrm smrm dmrm smrm Cypermethrin Average CV Avermectin B1a Average CV Cycle time has been 750 ms for both methods (resulting in about 15 data points across the chromatographic peak) Peak areas have been very similar except for Avermectin B1a which showed bigger response for dmrm method (peak elutes very late in chromatogram and therefore dwell time was adjusted to significantly higher values from acquisition software) Page 26
27 Agilent 1290 Infinity LC Attributes for MS - Infinitely Better for LC/MS Lowest Delay Volume Pump (w/o) mixer: 10 µl Pump, Fixed Loop 20 µl Pump, Fixed Loop, JetWeaver 55 µl Highest Precision Best Autosampler Performance ALS precision for small volumes: <1.5% from 0.5-1µLm, <0.7% from 1-2µL, 2-20 µl (40 ul) ** Pump Active Damping: RT stability < 0.2 % (1.5 min runs)** <0.002% carry-over with Chlorhexidine Optional needle seat backflushing with FlexCube Fixed Loop or Variable Loop Injections Greatest Productivity 2mL/min for highest resolution per time Reduced Ion & Matrix Suppression HT-Solution for up to 2000 samples/day (ACR) Complete Integration and control from MassHunter Enables method conversion from/to any (U)HPLC ** preliminary Minimum Specs Page 27
28 Agilent 1290 Infinity LC methods for pesticides TIC traces (pos/neg mode) for different UHPLC gradients x10 4 +ESI TIC MRM CID@** (** -> **) pos_cal_06.d Gradient program min 10% B 1 min 10 % B 2 18 min 100 % B 1 20 min 100 % B x /-ESI TIC MRM CID@** (** -> **) pest test-0016.d 1 1 Gradient program 0 min 20% B 10 min 100 % B 12 min 100 % B x10 5 +/-ESI TIC MRM CID@** (** -> **) pest test-0015.d Gradient program min 20% B 5 min 100 % B 7 min 100 % B Counts vs. Acquisition Time (min) Final method dincludes 11 pesticides id with ith2mrmt transitions each Page 28
29 Agilent 1290 Infinity LC methods for pesticides MRM traces of Avermectin B1a for Cal_6 (10 ng/ml) 2x10 3 5x10 3 8x10 3 RRLC method (25 min gradient) RT min Width min 1290 method (12 min gradient) RT 970min 9.70 Width min 1290 method (7 min Gradient) RT 551min 5.51 Width min Page 29
30 Analysis of 300 Pesticides in 15 min. Agilent 1290 Infinity LC A Triple Quad with Agilent Jet Stream Technology ~600 Dynamic MRM Transitions 9 replicates analyzed at 200 pg levell Mean area %RSD = 3.2, Mean height %RSD= 3.6 Page 30
31 ~ 40 Pesticides Eluting in a 1 minute RT Window Page 31
32 5 pg Atrazine on-column Avg. Signal Area: 6,069 Avg. Signal Height: 2,371 7 data points above FWHM 2.2 sec FWHM 4.8 valley (14 data pts) 10.2 sec peak width baseline-to- baseline (27 data points total) S/N: 119:1 (5*RMS noise) Estimated LOQ: 500 fg or less 2.2 sec FWHM 10% valley Page 32
33 Fast Polarity switching and fast MRMs with performance should be nearly identical Avg. W 1/2 = 0.72 sec W = 2.1 sec Cycle time < 115 ms The verapamil peak eluted in two seconds from a sub-2- micron column at pressures exceeding a 1,000 bar with Agilent s new 1290 Infinity LC System. The verapamil ion transition from 455 to 165 was monitored more than fifteen times across the peak with multiple injections demonstrated a peak area RSD of 5%. The cycle time for six ion transitions and positive/negative polarity switching was less than 115 milliseconds. Page 33
34 Assay Precision (1290/6460, dynamic MRM) Diazepam, 500fg 100fg on-column N= 5 (@500fg), %RSD (area) = 2.67 x Cou unts Quant & Qual transitions 20% outlier ratio boundary Counts vs. Acquisition Time (sec) N= 35 (all Cal levels), %RSD (RT) = 0.03 Diazepam - 7 Levels, 7 Levels Used, 35 Points, 35 Points Used, 0 QCs x10 4 y = * x R^2 = R 2 = Concentration (ppb)
35 SUMMARY Agilent LC/MS has achieved a new, higher level of performance Combined operation in MassHunter software Agilent 1290 Infinity LC allows fast, hi resolution separations Huge peak capacity for complex separations Excellent injection and RT precision Low delay volume for very fast methods Very low AS carry-over Agilent MS systems can keep up! Fast pos/neg switching Fast MRM and Dynamic MRM methods for triple quad Excellent sensitivity and linear dynamic range Fast scanning TOF and Q-TOF without loss of spectral quality or resolution. Page 35
36 SUMMARY Agilent LC/MS can meet the most demanding application needs. Agilent 1290 Infinity LC and Agilent 6530 Accurate Mass Q-TOF MS The ultimate Qual solution Agilent 1290 Infinity LC and Agilent 6460 Triple Quad MS The ultimate Quan solution Page 36
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