薬物分析法の開発
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- くうしょう こしの
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1 API5000 TM LC/MS/MS
2 1. LC/MS/MS MS/MS API
3 1. LC/MS/MS API 5000 AB/MDS Sciex UPLC API 4000 AB/MDS Sciex Agilent1100 PAL PAL ew wash 4000 QTRAP AB/MDS AB/MDS Sciex Agilent1100 API 3000 AB/MDS Sciex Agilent1100 API 365 PE Sciex Agilent1100 TSQ Quantum Thermo Finnigan TSQ 7000 API 2 Finnigan2 MAT TSQ 7000 Finnigan MAT
4 1-1. LC/MS/MS API5000-UPLC UPLC
5 2-1.
6 2-2. A B DS, C8 HILIC 10-90%B
7 2-3. Agilent UPLC 2 CTC PAL new wash 2 (24 µl, 55 µl) 2-propanol/MeC/HCH SDS/ SDS/MeC HH 3 /H 2 /MeC
8 2-4.
9 S/ 5
10 2-6.
11 3-1. MS/MS H 3 C H H Theophyline Theobromine Caffeine H 3 C H H H xanthine
12 3-2. MS/MS H 3 C 1 3 H 7 H H 3 C Theophyline Theobromine Caffeine M.W. 180 M.W. 180 M.W. 194 H H H xanthine M.W. 152 d I.S. D 3 C Caffeine-d 3 M.W. 197
13 3-3. MS/MS Q1/Q3 [M+H] + [M H] Q1 [M+H] + 2 Q3 [(M-56) 56)+H] + 1. Quantitative ptimization (Infusion) MS/MS Analysis Q1/Q3 6 Intensity Declustering Potential (DP, Colligion Energy CE, Collision Cell Exit Potencial (CXP) 2. Manual Tuning Scan Type Q1 MS (Q1) Product Ion MS2 (Q3) CE 10,20,30,40
14 3-4. MS/MS Ion optics pathp GS1 Curtain Gas (CUR) Collision Gas (CAD) API-5000 GS2 rifice (R) QJet ST1 ST2 ST3 Q0 Q1 Q2 Q3 Temp DP EP CE CXP Compound-dependent Source-dependent DP: to minimize solvent cluster ions EP: guide and focus the ions CE: accelerate into the Q2 collision cell CXP: focus and accelerate the ions out of the collision cell GS1 : nebulizer gas GS2: turbo gas CUR: flow between the curtain plate and the olifice CAD: to fragment the precursor ions TEM: to help evaporate the solvent
15 3-5. MS/MS API5000 API4000 API4000 Product ion scan Theophyline 10 ng/ml Intensity vol%ach AcH/ API5000 CE / m/z Intensity vol%ach AcH/ API4000 CE30 m/z 4000 / m/z m/z
16 3-6. MS/MS Theophyline Theobromine Product ion scan Scan type Product ion MS2 Intensity m/z 69.0 m/z 96.1 m/z CE40 CE 20, 30, 40 H 3 C H Theophyline m/z CE30 Theophyline 6000 m/z 69.0 m/z m/z CE30 H Theobromine m/z CE20 Theobromine m/z
17 3-7. MS/MS Theobromine Theophyline Intensity m/z 69.0 m/z m/z Theobromine CE30 Intensity Q1/Q /138.1 m/z /110.0 Theophyline /69.0 Column Hypersil Gold, 2.1 mm i.d.. x 500 mm, 1.9µm, Termo Mobile Phase A 1 vol% % AcH/H 2 Mobile Phase B 1 vol% AcH/MeH Time program min A/B = 90/1 /10 40/60 Flow rate 600 µl/min 2min 3min m/z
18 3-8. MS/MS Theophyline Theobromine Q1/Q3 Intensity 9000 Q1/Q3 Q / Theophyline / Theobromine 1.5 min 3min Column Hypersil Gold, 2.1 mm i.d.. x 500 mm, 1.9µm, Termo Mobile Phase A 1 vol% AcH/H 2 Mobile Phase B 1 vol% AcH/MeH Time program min A/B = 90/1 /10 40/60 Flow rate 600 µl/minl/min
19 3-9. MS/MS 3 +IS Theophyline Theobromine Caffeine Caffeine-d 3 Q1/Q3 Q / / / / Theophyline H 3 C H Caffeine H 3 C Theobromine H DP EP CE CXP Theophyline Theobromine Caffeine Caffeine-d CAD CUR GS1 GS2 IS TEP H 3 C H m/z 124 H 3 C H m/z 138
20 API5000 wait wait UPLC UPLC Injection MS
21 4-1. SUPELC Discovery DSC mg/1ml MeH 0.5 ml H ml 100 µl 5 vol% MeH 0.5 ml MeH 0.5 ml 5 µl 1 vol% AcH/MeH (90:10) 100 µl
22 4-2. Area ratio Theophyline Area ratio Caffeine ng/ml ng/ml Concentration (ng/ml) Concentration (ng/ml) Area ratio Theobromine ng/ml Concentration (ng/ml) Analyte a b r Theophyline Caffeine Theobromine Calibration curve (y = a + bx ) Linear regression (1/x 2 weighting)
23 4-3. Blank sample LLQC Intensity 2000 Theophyline Intensity ng/ml 1400 Caffeine ng/ml 1200 Theobromine ng/ml I.S Caffeine-d 3 LLQC Blank sample 3 min 3 min Column Super DS, 2.0 mm i.d.. x 100 mm, 2.0µm, TSH Mobile Phase A 1 vol% AcH/H 2 Mobile Phase B 1 vol% AcH/MeH Time program 0 3 min A/B = 88/12 Flow rate 600 µl/min Injection volume 5 µl
24 5-1. API5000 (1) PG PG H H H CH CH CH H H H H H H 9 -PGF 2 8-epi-PGF epi-pgf 2 H CH H CH H CH H H H H H H 5-trans-PGF 2 PGF 2 15-epi-PGF 2 8-epi-PGF 2
25 5-2. API5000 (1) PG HPLC HP1100 HP1100 (Agilient( Technologies) Superspher RP-8 8 (125 mm 4.6 mm, 4 µm) / / (30/70/0.01) Flow rate 0.4 ml/min Mass spectrometer TSQ7000 (Thermo Electron) 8-epi-PGF 2 9 -PGF PGF 2 15-epi-PGF 2 5-trans-PGF 2 PGF 2 5min 25 min 8-epi-PGF 2 PGF 2 5min HPLC ACQUITY UPLC TM (Waters) ACQUITY UPLC BEH C18, 100 mm 2.1 mm, 1.7 µm / / (30/70/0.01) Flow rate 0.4 ml/min Mass spectrometer API5000 (AB/MDS Sciex)
26 5-3. API5000 (2) Angiotensin I (Ang I) H 2 Asp Arg Val Tyr Ile His Pro Phe His Leu H Angiotensin II (Ang II) H 2 Asp Arg Val Tyr Ile His Pro Phe H Intensity Intensity Intensity Angiotensin III (Ang III) H 2 Arg Val Tyr Ile His Pro Phe H m/z [M + 2H] 2+ [M + H] + m/z 649 m/z [M + 2H] 2+ [M + H] + m/z 524 m/z [M + 2H] 2+ [M + H] + m/z 467 Ang I Ang II Ang III m/z Ang I 10 Ang I C 2 Ang II Ang III Ang II 1
27 5-4. API5000 (2) 0.5 ml 1 ml 20 ng/ml Angiotensin I Angiotensin II 0.1 ml LC/MS/MS 5 µl Angiotensin III [Val 5 ]-Angiotensin I [Val 5 ]-Angiotensin II ZRBAX Poroshell 300Eztend-C mm x 75 mm, 5µm Mobile phase A: 10 mmol/l ammonium formate (ph 10) Gradient Flow rate B: Acetonitrile A/B=90/10 50/50 90/10 ( min) 0.20 ml/min 0 [Val 4 ]-Angiotensin III
28 6. time program / 2-propanol/H 2
29 UPLC
30 CTC PAL ew wash station Injection Port Wash Station Wash 1 Wash 2 Pump 1 Pump 2
31 ew wash station time time program 1 pre clean with sol eelde outside clean sol eelde outside clean sol eelde inside clean sol Loop Rinse Time sol 2 (s) 6 6 Air vol up (ul) 2 7 Air vol down (ul) 2 8 SP syringe clean time 1(s) 10 9 SP syringe valv clean time 1(s) SP syringe valv clean time 2(s) 5 11 Valve clean time sol 1 (s) 5 12 Valve clean time sol 2 (s) 5 13 Valve switch cycle V_switch interval (s) 2
32 Agilent1100 Injection time program 1 draw def. amount from sample 2 needle to wash port 3 needle to wash port 4 needle into location 91 5 inject 6 wait 0.60 min 7 valve bypass 8 draw 80.0 ul from location 92 9 eject 80.0 ul from into air 10 draw 80.0 ul from location eject 80.0 ul from into seat max speed 12 wait 3.5 min 13 valve mainpass 14 valve bypass Vial 91 Vial 92 Vial 93 Valve Valve
33 7-1. MS 2-propanol 50vol%MeH/H2 (1 vol% % HCH) Curtain plate, rifice, Probe Spray needle x,, y
34 7.2. HPLC 10, 20 ul ph ph
35 7.3.
36 8. API5000 Q1/Q3 Theophyline Caffeine ng/ml Theobromine ng/ml
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HILIC ILIC BEH BEH 009 9 0 5 009 ihon Waters K.K. HILIC HILIC HILIC MS Sub-µm 009 ihon Waters K.K. HILIC? HILIC - Hydrophilic Interaction Chromatography 990 * HILIC (> 80%) *Alpert A. J. J.Chromatogr.
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