UPLC for Synthetic Peptides: A User`s Perspective
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1 Tides 2007 Conference Las Vegas, May 23, 2007 UPLC for Synthetic Peptides: A User`s Perspective Holger Hermann, Jens Donath* Lonza AG, Switzerland
2 Welcome to Lonza! One of the leading CMO Production facilities worldwide Europe USA Asia Switzerland Belgium Czech Republic UK Spain China Singapore slide 2
3 QC Tasks at Lonza Visp Method Development Method Validation & Transfer Support of R&D Activities Structure elucidation Raw material Testing In-Process Testing (24/7) Release Testing of finished Products Cleaning (Swab / Rinse) Stability Testing slide 3
4 Options for Speed Other techniques (NMR, etc) New instruments/columns UPLC / <2μm types Method improvements Combination of all PAT / Online analytics Optimize workflow More resources (FTE, instruments) slide 4
5 Why UPLC? Use of smaller particles (< 2 µm) + speed up of analysis (higher flow rates) + higher sensitivity (less peak broadening) + better resolution (more theoretical plates/length) - higher back pressure (due to smaller particles) slide 5
6 Need for Speed Peptide synthesis Crude protected peptide Deprotection of peptide Purified peptide Purification of peptide Crude unprotected peptide more than once Decision on OK pool Fraction control Preparative HPLC slide 6
7 UPLC Fraction Control 1 8-mer UPLC 2 times faster runtime 3-4 x higher intensity better resolution % impurity 99.0 % pure UPLC method runtime 32 min. flow : 0.25 ml / min. column : Waters Acquity BEH Shield 0.3 % impurity RP18, 2.1x100mm, 1.7µm % impurity 98.9 % pure HPLC method runtime 68 min. flow : 1 ml / min. column: Waters XBridge Shield RP18, 4.6x150mm, 3.5µm % impurity slide 7
8 UPLC Fraction Control 1 8-mer UPLC 2 times faster runtime 3-4 x higher intensity better resolution slide HPLC
9 UPLC Fraction Control 2 Cyclic 9-mer HPLC SFI-323-PG HPLC Release Method Phenomenex Synergi MAX-RP C18 250x4.6mm, 4mm Run time >60min Resolution of critical impurities needed Column not UPLC compatible Solution for IPC 2 separate methods, dedicated instruments slide 9
10 UPLC Fraction Control 2 Cyclic 9-mer HPLC MP IPC A Waters Symmetry Shield RP8 250x4.6mm, 5μm HPLC SFI-323-TG IPC B Agilent Zorbax C8 150x4.6mm, 3.5μm slide 10
11 Speed and Resolution! HPLC HPLC Release Method Phenomenex Synergi MAX-RP C18 250x4.6mm, 4mm UPLC IPC Method Waters BEH C18 100x2.1mm, 1.7mm same to better resolution than release 3 x faster slide UPLC SFI-323-PG
12 Need for Resolution Peptide synthesis Crude protected peptide Deprotection of peptide Purified peptide Purification of peptide Crude unprotected peptide Impurity Profile slide 12
13 Impurity Profile I 20mer LC / MS (TOF) experiments to analyze for co-eluting compounds M 7 M 9 M 1 M 2 M 3 M 4 M 5 M 6 M 10 M 11 M 8 M 12 slide 13
14 Impurity Profile II A/D Converter Channel 1 from 11433_01.wiff Intensity, % wrong isomer e.g. D-isomer M 8 -Tyr M W target peptide M 7 M 2 -Pro M 1 +Gly / -Leu/Ile starting material M 3 M 4 +Tyr deletion M 6 + Leu M 5 +Gly double hit Time, min slide 14
15 Results HPLC for Column I TM target peptide TM-001_+2Pro impurity 4 TM-001_2Gly impurity 5 TM-001_+Pro TM-001_6Gly TM-001_+Tyr impurity 2 TM-001_3Gly impurity 3 impurity 1 impurity slide 15
16 Results HPLC for Column II TM-001_+2Pro TM-001_+Pro TM-001_6Gly TM-001_2Gly TM-001_+Tyr impurity 1 impurity 2 TM-001_3Gly TM target peptide impurity 4 impurity 3 impurity 5 impurity slide 16
17 HPLC Method Development Column Screening Waters XTerra, XBridge (C18) Jupiter Proteo (C12) Synergi (C18) Discovery HS (C18), RP-Amide (C16) SunFire C8, Sunfire 18 Kromasil C4 ZirChrom Carb (polare phase) Lichrospher NH 2 YMC ODS AQ C18 anion / cation exchange columns etc. Different buffer systems ammonium acetate phosphate buffer perchlorate buffer ammonium bicarbonate buffer Different ph ph 2, ph 7, ph 10 Different organic solvents acetonitrile methanol slide 17
18 HPLC / Optimized impurity target peptide impurity impurity 6 impurity 7 impurity 8 impurity flow 1.0 ml / min. sodium acetate RP C Å 250 x 4.6mm, 5 μm impurity impurity minutes 5 impurities slide 18
19 UPLC / Optimized impurity target peptide impurity flow 0.25 ml / min. perchlorate buffer Acquity UPLC BEH C x 2.1mm, 1.7 μm impurity impurity impurity impurity imprity impurity minutes 8 impurities slide 19
20 Transfer HPLC UPLC: Tools Waters UPLC calculator ( HPLC Calculator v1.0 Developed by J.-L. VEUTHEY, D. GUILLARME, Laboratory of Analytical Pharmaceutical Chemistry, University of Geneva ( slide 20
21 HPLC Calculator v1.0 slide 21
22 Transfer HPLC UPLC: Our learnings Easy to transfer for small molecules (less impurities, therefore resolution usually less critical) Easy to transfer if same column type is used Otherwise: Peak assignment might become an issue (impurity markers/ms detection advantageous) More resolution potentially more peaks Transfer tools are helpful, but do not replace experts QA accepted transfer concept slide 22
23 UPLC Small Molecules - Pseudoproline FMOC-Ala-Thr(Ψ MeMe pro)-oh area % HPLC Waters XBridge C18 5.0µm, 4.6x150 mm) Inj. vol. 10 μl flow 1.0 ml/min shorter run time better resolution easy transfer area % UPLC Acquity UPLC BEH C18 1.7µm, 2.1x100 mm Inj. vol. 1.4 μl flow 0.61 ml/min slide 23
24 HPLC/UPLC - Adjustment or Change? Adjustment no re-validation proven by robustness studies Guidance: FDA ORA Laboratory Procedure #ORA-LAB Revised 09/09/2005 USP Guidance drafted (e.g. Pharmacopeial Forum 31(6), 1681, 2005) Change re-validation not proven by robustness study FDA Drafted Guidance Mostly Draft Guidance, therefore to be discussed with QA Literature: M. Swartz, I. Krull, LCGC, 24(8), 770 (2006) slide 24
25 Adjustments Parameter ph Buffer Salt Concentration Ratio of components in the mobile phase UV Detector Wavelength Column Length Column Inner diameter Flow Rate Injector volume Particle Size Column Temperature max. Variance ± 0.2 units ±10% Components specified at 50% or less: ±30% or ±2% absolute No Deviations ±70% ±50% (ORA) ±50% Reduced as far as consistent with accepted precision and detection limits Reduced by as much as 50% ±20% - gradient adjustments? - column chemistry? - compensation for gradient delay times? slide 25
26 Changes Comparability Protocol The comparability protocol would be designed to demonstrate that the proposed changes in the analytical procedures improve or do not significantly change characteristics used in methods validation that are relevant to the type of analytical procedure (e.g., accuracy, precision, specificity, detection limit, quantitation limit, linearity, range) Reference: Guidance for Industry: Comparability Protocols Chemistry, Manufacturing, and Controls Information ( slide 26
27 Summary UPLC powerful tool to save time in IPC. UPLC powerful tool to gain resolution for process development/improvement. Transferring HPLC to UPLC methods easy and straight forward if the same column type is used. Transferring HPLC to UPLC methods easy and straight forward for small molecules. Transferring HPLC to UPLC methods for synthetic peptides sometimes rises addition questions (peak assignment, coeluting peaks). MS detection very helpful. slide 27
28 Thank you for your attention!
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