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1 Ultron ES-VM : HPLC HPLC 28,000, 1-120Å 5-µm Ultron ES-VM [1-] Ultron ES-VM HPLC ph pi Ultron ES-VM ph pi ph pka = 4.4 ph pka = k' 1 αph 1 Ibuprofen H3 C CHCH 2 CH CH H 3 C Chlorpheniramine pka = 4.4 H3 C H 3 C CHCH 2 CH C _ Cl + H C H + CH 2 CH 2 H pka = 4.0 Cl C H + CH 2 CH 2 H pka = 9.2 Cl C H CH 2 CH 2 Hexobarbital _ H 3 C H pka = 8.2 H 3 C 1.
2 20 mm 0/5 ph k' 1 α= k' 2/k' ph 3.0 ph pH ph k' 1 2 phk' 1 ph 3.0 phpi 3α ph α ph 2 α k Enantiomeric samples Ibuprofen Chlorpheniramine Hexobarbital ph 2 ph ph : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 mm KH 2P KH 4 2 (ph P 4 4.6)/C (ph 4.6)/C 2H 5H 2 H(0/20 5 H (0/20 v/v) v/v) : Pressure: 25 ºC1 kg/cm 2 : Temperature: UV C nm ph k' 2 ph k' 1pKa 4.4 ph ph k' 1 ph k' 1 ph 3.0 k' 1 ph 3. α ph Enantiomeric samples Ibuprofen Chlorpheniramine Hexobarbital 6 7 : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 mm KH 2P KH 4 2 (ph P 4 4.6)/C (ph 4.6)/C 2H 5H 2 H(0/20 5 H (0/20 v/v) v/v) : Pressure: 25 ºC1 kg/cm 2 : Temperature: UV C nm ph α 2
3 pka = 3.9pKa = ph mm / 0/ mmk' 5 mm k' 20 mm Ultron ES-VM k' α ph pka = 8.95 v/v > > > Acetonitrile Ethanol Enantiomeric samples First 1 chlorpheniramine Second 2 chlorpheniramine First 1 ketoprofen Second 2 ketoprofen Isopropanol Methanol k Phosphate (mm) buffer 80 Time (min) Time (min) Time (min) Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm (ph 20 phosphate buffer 4.6)/ (0/ (ph 5.5)/ethanol v/v) : 1.0 ml/min (0/ v/v); buffer concentration = 5,, 70 : Flow rate: 25 ºC1.0 ml/min : Pressure: UV nm kg/cm 2 Temperature: 25 C : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm (ph 20 phosphate buffer 4.6)/ (0/ (ph 4.6)/organic modifier v/v) : 1.0 ml/min (0/ v/v) : Flow rate: 25 ºC1.0 ml/min : Pressure: UV nm kg/cm 2 Temperature: 25 C
4 1 5 v/v 0/5 0/ v/v 20 mm ph 4.6 k' 2 k' [5] 1. Ultron ES-VM 5 5 k 1 α k 1 α k 1 α k 1 α a a a a 20 mmph 4.6 v/v 2. k 1 α k 1 α a a a a 20 mmph 4.60/ v/v0/7 v/v b 20 mmph 5.50/ v/v0/8 v/v c 20 mmph 6.00/5 v/v0/4 v/v 4
5 Ultron ES-VM 20 mm ph 4.60/ v/v k' α Rs k' α 19 ES-VM 3. a 5 C 11 C 19 C 28 C 40 C k k α R s a 20 mmph 4.60/ v/v Ultron ES-VM 6 ph mm /0/20 v/v18 25 α ph mm / 0/ v/v 15 7 [8] 18 C 22 C 25 C t 1 = 9.65 t 1 = 8.28 t 1 = 7.29 t 2 = t 2 = t 2 = Time (min) Time (min) Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm (ph 20 phosphate buffer 4.6)/ (0/20 (ph 4.6)/acetonitrile (0/20 v/v) v/v) : Pressure: 18,22,25ºC 1 kg/cm 2 : Temperature: UV-220 Varied nm 6. HPLCUltron ES-VM mm Ultron ES-VM µl mm Ultron ES-VM nmol/g [5] 2 nmol 1 µg HPLC 1 50 µl 25 µl [4] HPLC k' k' 5
6 Sample loading amount 0.75 µg 1.5 µg 5 µg µg 15 µg 20 Time (min) : Ultron ES-VM : Column: Ultron mm ES-VM : Column size: 20 mm 4.6 KH 150 mm 2P 4 (ph 5.5)/C 2H 5H (0/4 v/v) : Mobile phase: 1.0 ml/min 20 mm KH 2 P 4 (ph 5.5)/C 2 H 5 H (0/4 v/v) Flow rate: 1.0 ml/min : Temperature: Ambient : UV-220 nm : 5-uL Injection volume: 5-uL loop : Sample: Tolperison 7. HPLC 2 Ultron ES-VM ml/min Plate height cm cm mm id 6.0 mm id Mobile phase flow rate 8. Ultron ES-VM 150 mm 6
7 Ultron ES-VM mm [5] ph 3.0α ph pH ph 4.0 ph 4.6 ph M (ph 3.0) () ( ) ph 4.0 1) ( 50%) 2) ( ) () 1) 2) ( ) ph 4.0 ( ) () 0.02 M (ph 4.6) () ( ) ph ) ( 50%) 2) ( ) () 1) 2) ( ) ph ( ) () : 2- (20 mm):kh 2P 4/K 2HP 4 HCH/HCH 4 CH/Ca C 3H 4H(CH) 3KH 2P 4 7
8 49 43 Ultron ES-VM Ultron ES-VM Rs 20 mm (ph 4.6)- (0/7.5 v/v) mm (ph 4.6)- (0/25 v/v) 6.06 Bay K mm (ph 4.6)- (0/25 v/v) mm (ph 4.6)- (0/20 v/v) mm (ph 4.6)- (0/ v/v) mm (ph 4.6)- (0/ v/v) mm (ph 6.0)- (0/3 v/v) mm (ph 5.5)- (0/ v/v) mm (ph 4.6)- (0/ v/v) mm (ph 5.5) mm (ph 5.0)- (0/5 v/v) mm (ph 5.5)- (0/3 v/v) mm (ph 4.6)- (0/15 v/v) mm (ph 4.6)- (0/15 v/v) ,2-20 mm (ph 5.5) mm (ph 5.5)- (0/ v/v) mm (ph 5.5)- (0/5 v/v) mm (ph 4.6) mm (ph 3.0)- (0/30 v/v) mm (ph 4.6)- (0/ v/v) mm (ph 4.6) mm (ph 5.5)- (0/5 v/v) mm (ph 4.6)- (0/ v/v) mm (ph 4.6)- (0/15 v/v) mm (ph 3.0)- (0/ v/v) mm (ph 3.0)- (0/ v/v) mm (ph 4.6)- (0/35 v/v) mm (ph 4.6) mm (ph 4.6)- (0/ v/v) mm (ph 5.7) mm (ph 5.5)- (0/ v/v) mm (ph 5.5)- (0/3 v/v) mm (ph 3.0)- (0/8 v/v) mm (ph 5.0)- (0/15 v/v) mm (ph 4.6)- (0/25 v/v) mm (ph 4.6)- (0/20 v/v) mm (ph 4.6)- (0/20 v/v) mm (ph 6.8)- (0/30 v/v) mm (ph 5.5)- (0/30 v/v) mm (ph 5.5)- (0/ v/v) mm (ph 4.6)- (0/ v/v) mm (ph 4.6)- (0/30 v/v) mm (ph 4.6)- (0/5 v/v)
9 ph Ultron ES-VM Ultron ES-VM mm 1. T. Miwa, T. Miyakawa, and M. Kayano, Chem. Pharm. Bull., 35 (1987) T. Miwa, T. Miyakawa, and M. Kayano, J. Chromatogr., 408 (1987) M. kamoto and H. akzawa, J. Chromatogr., 504 (1990) Y. Hu and D. Kupfer, Drug Metabolism and Disposition, 30 (2002) K. M. Kirkland, K. L. eilson, D. A. McCombs, and J. J. DeStefano, LC-GC, (1992) K. Ishii, S. Wakamoto, H. akai, and T. Sata, Chromatographia, 43 (1996) K. M. Kirkland, K. L. eilson, and D. A. McCombs., J. Chromatogr., 545 (1991) Y. Hu and D. Kupfer, Drug Metabolism and Disposition, 30 (2002) J. Haginaka, J. Wakai, K. Takahashi, H. Yasuda, and T. Takagi, Chromatographia, 29 (1990) P. Bonato, R. Bortocan, C. Gaitani, F. Paias, M. Ina, and R. Lima, J. Braz. Chem. Soc., 13 (2), S CH2 CH 20 Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 KH mm 2P KH 4 2 (ph P 4 = (ph 4.6)/C = 4.6)/C 2H 5H 2 H= 5 H 0/20 = 0/20 v/v v/v : Pressure: 25 ºC1 kg/cm 2 : Temperature: UV nm C. 9
10 Antiinflammatory Fenoprofen calcium _ C CH Ca 3+ 2H 2 () Cholinergic blocking (parasympatholytic) drugs Mepenzolate bromide C C Br _ Antiinflammatory Pranoprofen CH CH H + H 3 C Time (min) Column: Ultron ES-VM : Ultron ES-VM Column size: mm : mm Mobile phase: 20 mm KH 2 P 4 (ph 5.6)/ : 20 mm KH C 2 H 5 H 2P (0/ 4 (ph 5.6)/ v/v) C Flow rate: 2H 5H (0/ v/v) 1.0 ml/min : 1.0 ml/min Temperature: 27 C : Detection: 27 ºC UV-220 nm (0.04 AUFS) : UV-220 nm (0.04 AUFS) Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 mm KH 2P KH 42 P (ph 4 (ph = 4.6) = 4.6) : Temperature: 27 ºC27 C : Detection: UV-220 UV-220 nm (0.04 nm (0.04 AUFS) AUFS) Time (min) Column: Ultron ES-VM : Column size: Ultron 4.6 ES-VM 150 mm : Mobile phase: mm mm KH 2 P 4 (ph 6.0)/ : 20 mm C 2 H KH 5 H 2P (0/5 4 (ph 6.0)/ v/v) Flow rate: C 2H 5H 1.0 (0/5 ml/min v/v) : Temperature: 1.0 ml/min 27 C : Detection: 27 ºC UV-220 nm (0.04 AUFS) : UV-220 nm (0.04 AUFS) Antihistamines Promethazine hydrochloride Local Anesthetic Bupivacaine Antiparkinson drugs Trihexyphenidyl S CH 2 CH 2 C H HCI CH 2 CH HCI H C (CH 2 ) 3 20 Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 mm KH 2P KH 42 (ph P 4 4.6)/ (ph 4.6)/ C 2H 5H C 2 H 5 (0/20 H (0/20 v/v) v/v) : Temperature: Ambient : Detection: UV-220 UV-220 nm (0.04 nm (0.04 AUFS) AUFS) 20 Time (min) Column: : Ultron Ultron ES-VM ES-VM Column : size: mm 150 mm Mobile : phase: 20 mm 20 mm KH 2P KH 42 P (ph 4 (ph 5.5)/ 5.5)/ C C (0/ (0/ v/v) v/v) Flow : rate: 1.0 ml/min 1.0 ml/min Temperature: : 25 ºC25 C Detection: : UV-220 UV-220 nm (0.04 nm (0.04 AUFS) AUFS) 5 Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 KH mm 2P KH 4 2 (ph P 4 4.6)/ (ph 4.6)/ C 2H 5H C 2 H(0/ 5 H (0/ v/v) v/v) : Temperature: Ambient : Detection: UV-220 UV-220 nm (0.04 nm (0.04 AUFS) AUFS)
11 Antipsychotics Thioridazine hydrochloride Diuretic drugs Ethiazide Skeletal muscle relaxants Eperisone hydrochloride S S CH 2 CH 2 H 2 Cl S H S H C2H 5 C H H 3 CH 2 C C CH CH 2 HCl HCI Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 KH mm 2PKH 4 (ph 2 P5.5)/ 4 (ph 5.5)/ C CH(0/30 3 C (0/30 v/v) v/v) : Temperature: 31 ºC 31 C : Detection: UV-254 UV-254 nm (0.04 nm AUFS) (0.04 AUFS) 20 Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 KH mm 2PKH 4 (ph 2 P 4.6) 4 (ph 4.6) : Temperature: 25 ºC25 C : Detection: UV-220 UV-220 nm (0.04 nm (0.04 AUFS) AUFS) 20 Time (min) : Column: Ultron Ultron ES-VM ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 KH mm 2P KH 4 (ph 2 P5.5)/ 4 (ph 5.5)/ C 2H 5H C 2 H(0/5 5 H (0/5 v/v) v/v) : Temperature: 25 ºC 25 C : Detection: UV-220 UV-220 nm (0.04 nm AUFS) (0.04 AUFS) 1,2-1,2-Diphenylethylamine Prenylamine lactate 2-2-Phenyl propionic acid CH (CH 2 ) 2 H CH CH 2 H 3 C CH CH CH 2 CH H Time (min) Time (min) Column: Ultron ES-VM Column : size: Ultron 4.6 ES-VM 150 mm Mobile : phase: mm mm KH 2 P 4 (ph 5.5) Flow : rate: 20 mm 1.0 ml/min KH 2P 4 (ph 5.5) Temperature: : 1.0 ml/min 25 C Detection: : 25 ºC UV-220 nm (0.04 AUFS) : UV-220 nm (0.04 AUFS) Column: Ultron ES-VM Column size: mm : Ultron ES-VM Mobile phase: 20 mm KH 2 P 4 (ph 5.0)/ : mm C (0/15 v/v) : 20 mm KH 2P 4 (ph 5.0)/ Flow rate: 1.0 ml/min C (0/15 v/v) Temperature: 25 C : 1.0 ml/min (0.04 AUFS) : 25 ºC : UV-220 nm (0.04 AUFS) 20 Time (min) : Column: Ultron ES-VM Ultron ES-VM : Column size: mm 150 mm : Mobile phase: 20 mm 20 mm KH 2 P 4 (ph 4.6) KH2P4 (ph 4.6) : Temperature: 25 ºC 25 C : Detection: UV-220 UV-220 nm (0.04 nm AUFS) (0.04 AUFS) 11
12 () rnidazol (Antibiotic) a 2 P a () Bicalutamide (Antiandrogen) CF 3 H 3 C F S 2 CH 2 C C C H H aftopidil (Alpha1a-adrenergic (α1a-) receptor antagonist) H CH 2 CHCH 2 H 3 C Minute Column: Ultron ES-VM (5 µm) : Ultron ES-VM (5 µm) Column size: mm : mm Mobile phase: 20 mm KH 2 P 4 (ph 3.0)/ : 20 mm KH C 2P (88/12 4 (ph 3.0)/ v/v) CH Flow rate: 3C (88/12 v/v) 1.0 ml/min : 1.0 ml/min Temperature: 25 C : 25 ºC Sample: : UV-220 rnidazol nm disodium phosphate : 0.2 mg/ml Injection vol: 0.2 mg/ml 3 µl : 3 µl Minute : Column: Ultron Ultron ES-VM ES-VM (5 µm) (5 µm) : Column size: mm 150 mm : Mobile phase: 20 mm 20 mm KH 2P KH 42 (ph P 4 4.6)/ (ph 4.6)/ C (88/12 C (88/12 v/v) v/v) : Temperature: 25 ºC25 C : Detection: UV-220 UV-220 nm nm : Sample: CH Bicalutamide in 33C 0.1 mg/ml 0.1 mg/ml : Injection vol: 3 µl3 µl Minute Column: : Ultron Ultron ES-VM ES-VM (5 µm) (5 µm) Column : size: mm mm Mobile : phase: 20 mm 20 mm KH 2P KH 42 P (ph 4 (ph 7.0)/ 7.0)/ C (75/25 C (75/25 v/v) v/v) Flow : rate: 1.0 ml/min 1.0 ml/min Temperature: : 25 ºC 25 C Detection: : UV-220 UV-220 nm nm Sample: : 0.5 aftopidil mg/ml Injection : vol: 1 µl1 µl 20 Cetirizine hydrochloride ( ) (Antihistamine) Cl CH CH 2 CH 2 CH 2 CH 2HCI Fulvastatin sodium (HMG-CoA ) (HMG-CoA reductase inhibitor) H Ca F Amlodipine besilate (Calcium channel blocker) ( ) H CH 2 CH 2 CH 2 H 2 C CC 2 H Cl. S 3 H Minute Column: Ultron ES-VM (5 µm) : Column size: Ultron 4.6 ES-VM 150 mm (5 µm) : Mobile phase: mm mmkh 2 P 4 (ph 4.6)/ : 20 mm CHKH 3 C 2P (90/ 4 (ph 4.6) v/v) Flow rate: /C 1.0 ml/min (90/ v/v) : Temperature: 1.0 ml/min 25 C : Detection: 25 ºCUV-235 nm : Sample: : UV-235 Cetirizine nm hydrochloride 0.2 mg/ml mg/ml : Injection vol: 2 µl 2 µl Minute Column: : Ultron Ultron ES-VM ES-VM (5 µm) (5 µm) Column : size: mm mm Mobile : phase: 20 mm 20 mm KH 2P KH 4 2 P (ph 4 (ph 3.0)/ 3.0)/ C C (88/12 (88/12 v/v) v/v) Flow : rate: ml/min ml/min Temperature: : 25 ºC 25 C Detection: : UV-235 UV-235 nm nm Sample: : Fulvastatin sodium 0.5 mg/ml 0.5 (Solvent: mg/ml ( : ) methanol) Injection : vol: 1 µl1 µl Minute Column: : Ultron Ultron ES-VM ES-VM (5 µm) (5 µm) Column : size: mm mm Mobile : phase: mm mm a 2HP a 2 HP 4 (ph 4 (ph 7.0)/ 7.0)/ C CH (78/22 3 C (78/22 v/v) v/v) Flow : rate: 1.0 ml/min 1.0 ml/min Temperature: : 25 ºC 25 C Detection: : UV-237 UV-237 nm nm Sample: : 0.02 Amlodipine besilate mg/ml ( : ) 0.02 mg/ml (Solvent: Methanol) Injection : vol: 2 µl2 µl 12
13 Fexofenadine hydrochloride ( ) (Antihistaminic) Sodium rabeprazole ( ) (Proton pump inhibitor) H H C (CH 2 ) 3 CH C CH HCl H 2 CH 2 CH 2 CH 3 C CH 2 S a : Column: Ultron Ultron ES-VM ES-VM (5 µm) (5 µm) : Column size: mm 150 mm : Mobile phase: 20 mm 20 KH mm 2P KH 4 (ph 2 P4.6)/ 4 (ph 4.6)/ C CH(95/5 3 C (95/5 v/v) v/v) : Temperature: 25 ºC25 C : Detection: UV-220 UV-220 nm nm : Sample: Fexofenadine hydrochloride 0.3 mg/ml 0.3 mg/ml : Injection vol: 1 µl 1 µl Minute : Column: Ultron Ultron ES-VM ES-VM (5 µm) (5 µm) : Column size: mm 150 mm : Mobile phase: 20 mm 20 KH mm 2P KH 4 (ph 2 P6.0)/ 4 (ph 6.0)/ C CH(95/5 3 C (95/5 v/v) v/v) : Temperature: 25 ºC25 C : Detection: UV-225 UV-225 nm nm : Sample: Sodium rabeprazole 0.2 mg/ml 0.2 mg/ml : Injection vol: 3 µl 3 µl 13
14 Agilent Technologies, Inc Printed in Japan July 11, JAJP
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ULTRON No.4 Ver.2, ULTRON ES-OVM 1 2 2 2 3 3 4 ph 3 5 3 6 4 7 5 8 6 7 9 8 9 10 10 14 11 15-1 - 1. ULTRON ES-OVM 1.1 (1) (120 5µm) ( ) 63-307829 (2) (3) (4) ng 1.2,,, 2. (Ovomucoid) ph3.5 28,000 3.9 4.3
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