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5. Production and application of high quality stable isotope-labeled human immunoglobulin G1 for mass spectrometry analysis

Author

Heudi Olivier, Wolf Thierry, Probst Claudia, Eisfeld Jochen, Moenius Thomas, Lanshoeft Christian, Etter Coralie, Bettighofer Anja, and Amsler Phillip

Subjects
0301 basic medicine, Calibration curve, Lysine, Peptide, Mass spectrometry, 01 natural sciences, Biochemistry, Mass Spectrometry, Analytical Chemistry, 03 medical and health sciences, Stable isotope labeling by amino acids in cell culture, Drug Discovery, Animals, Humans, Radiology, Nuclear Medicine and imaging, Amino Acid Sequence, Peptide sequence, Spectroscopy, chemistry.chemical_classification, Chromatography, Chemistry, Stable isotope ratio, 010401 analytical chemistry, Organic Chemistry, Rats, 0104 chemical sciences, 030104 developmental biology, Immunoglobulin G, Isotope Labeling, Quantitative analysis (chemistry)
Abstract

Here, we describe the production of stable isotope-labeled human immunoglobulin G1 ([13 C]-hIgG1) using [13 C]-L-lysine/arginine-labeled hIgG1. The fermentation process was run in shake flasks containing labeled arginine and lysinethat were incorporated into the produced recombinant hIgG1. The [13 C]-hIgG1 was purified, and label incorporation was determined to be >99% at all lysine and arginine moieties. Sequence coverage was confirmed by peptide mapping. [13 C]-hIgG1 was then used as an internal standard (IS) for the development of a liquid chromatography-tandem mass spectrometry method applicable to the quantitative analysis of all human types of hIgG1 in rat serum. Four conserved peptides, namely, GPSVFPLAPSSK, TTPPVLDSDGSFFLYSK, VVSVLTVLHQDWLNGK, and FNWYVDGVEVHNAK, originating from different parts of the fraction crystallizable region of hIgG1, were used for quantitation of hIgG1 in rat serum. The calibration curves with a coefficient of determination (r2 ) between 0.9950 and 0.9962 resulting from the peak area ratio of each peptide to its respective labeled IS were reproducible. A mean bias within ±20.0% of the nominal values and a precision of ≤20.0 % were obtained for the calibration standards and quality control samples for each peptide. [13 C]-hIgG1 was shown as a suitable IS for quantitative hIgG1 analysis in preclinical species by LC-MS/MS.

Published
2017
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12. PIMECROLIMUS: ABSORPTION, DISTRIBUTION, METABOLISM, AND EXCRETION IN HEALTHY VOLUNTEERS AFTER A SINGLE ORAL DOSE AND SUPPLEMENTARY INVESTIGATIONS IN VITRO

Author

Zollinger, Markus, primary, Waldmeier, Felix, additional, Hartmann, Stefan, additional, Zenke, Gerhard, additional, Zimmerlin, Alfred G., additional, Glaenzel, Ulrike, additional, Baldeck, Jean-Pierre, additional, Schweitzer, Alain, additional, Berthier, Stephane, additional, Moenius, Thomas, additional, and Grassberger, Maximilian A., additional

Published
2006
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25. 10th Conference of the Central European Division e.V. of the International Isotope Society

Author

Jones, J R, primary, Lu, S-Y, additional, Shevchenko, V. P., additional, Nagaev, I. Yu., additional, Myasoedov, N. F., additional, Susan, A. B., additional, Anderskerskevitz, R., additional, Birke, F. W., additional, Switek, K-H., additional, Wiegerinck, Peter, additional, Post, Olaf, additional, Hofstede, Leontine, additional, van den Heuvel, Marcel, additional, Pleiss, U., additional, Seidel, D., additional, Switek, K.-H., additional, Braunger, H., additional, Seidel, Dietrich, additional, Schlecker, Rainer, additional, Moenius, Thomas, additional, Seiler, Max-Peter, additional, Nozulak, Joachim, additional, Burtscher, Paul, additional, Almi, Mario, additional, Guelfi, Simone, additional, Navacchia, Maria Luisa, additional, Felicini, C., additional, Giribone, D., additional, Pignatti, A., additional, Fontana, E., additional, McGrath, J. W., additional, Peric Simov, B., additional, Preusser, W., additional, Quinn, J. P., additional, Schmidt, S., additional, Woschek, A., additional, Wuggenig, F., additional, Hammerschmidt, F., additional, Spies, H., additional, Maas, Jochen, additional, Krone, Volker, additional, Diehl, Frank, additional, Coy, Johannes, additional, Hoheisel, J�rg, additional, Doeberitz, Magnus von Knebel, additional, Nees, Matthias, additional, and Klett, Alfred, additional

Published
2002
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26. 9thConference of the Central European Division e.V. of the International Isotope Society

Author

Andres, Hendrik, primary, Sidorov, G.V., additional, Zverkov, Yu.B., additional, Myasoedov, N.F., additional, Cimpoia, A.R., additional, Susan, A.B., additional, Saljoughian, Manouchehr, additional, Morimoto, Hiromi, additional, Williams, Philip G., additional, Than, Chit, additional, Salter, R, additional, Moenius, T, additional, Ackermann, P, additional, Studer, M, additional, Morgan, A, additional, Chappelle, M, additional, Konstantinova, Olga V., additional, Khripach, Vladimir A., additional, Zhabinskii, Vladimir N., additional, Antonchick, Andrey P., additional, Schneider, Bernd, additional, Rees, A. T., additional, Colebrook, A., additional, Seidel, Dietrich, additional, Rodriguez, M. I., additional, Metz, Y., additional, Voges, R., additional, Kelly, Terence P., additional, Rodgers, Thomas R., additional, Wright, Christopher, additional, Kröger, Mario, additional, Fels, Gregor, additional, Mahnke, Marion, additional, Moenius, Thomas, additional, Fredenhagen, Andreas, additional, Waldmeier, F., additional, Garner, R. C., additional, Langguth, Peter, additional, Koggel, Annette, additional, Dressler, Cornelia, additional, Peinhardt, Günther, additional, Spahn-Langguth, Hildegard, additional, von Unruh, G.E., additional, Schnettler, R., additional, Oechslein, C.R., additional, Reinecke, H.-J., additional, Gay, J., additional, and Graffunder, H., additional

Published
2001
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28. New Insights in Tissue Distribution, Metabolism, and Excretion of [3H]-Labeled Antibody Maytansinoid Conjugates in Female Tumor-Bearing Nude Rats

Author

Walles, Markus, Rudolph, Bettina, Wolf, Thierry, Bourgailh, Julien, Suetterlin, Martina, Moenius, Thomas, Peraus, Gisela, Heudi, Olivier, Elbast, Walid, Lanshoeft, Christian, and Bilic, Sanela

Abstract

For antibody drug conjugates (ADCs), the fate of the cytotoxic payload in vivo needs to be well understood to mitigate toxicity risks and properly design the first in-patient studies. Therefore, a distribution, metabolism, and excretion (DME) study with a radiolabeled rat cross-reactive ADC ([3H]DM1-LNL897) targeting the P-cadherin receptor was conducted in female tumor-bearing nude rats. Although multiple components [total radioactivity, conjugated ADC, total ADC, emtansine (DM1) payload, and catabolites] needed to be monitored with different technologies (liquid scintillation counting, liquid chromatography/mass spectrometry, enzyme-linked immunosorbent assay, and size exclusion chromatography), the pharmacokinetic data were nearly superimposable with the various techniques. [3H]DM1-LNL897 was cleared with half-lives of 51–62 hours and LNL897-related radioactivity showed a minor extent of tissue distribution. The highest tissue concentrations of [3H]DM1-LNL897–related radioactivity were measured in tumor. Complimentary liquid extraction surface analysis coupled to micro-liquid chromatography–tandem mass spectrometry data proved that the lysine (LYS)–4(maleimidylmethyl) cyclohexane-1-carboxylate–DM1 (LYS-MCC-DM1) catabolite was the only detectable component distributed evenly in the tumor and liver tissue. The mass balance was complete with up to 13.8% ± 0.482% of the administered radioactivity remaining in carcass 168 hours postdose. LNL897-derived radioactivity was mainly excreted via feces (84.5% ± 3.12%) and through urine only to a minor extent (4.15% ± 0.462%). In serum, the major part of radioactivity could be attributed to ADC, while small molecule disposition products were the predominant species in excreta. We show that there is a difference in metabolite profiles depending on which derivatization methods for DM1 were applied. Besides previously published results on LYS-MCC-DM1 and MCC-DM1, maysine and a cysteine conjugate of DM1 could be identified in serum and excreta.

Published
2016
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33. 9<SUP>th</SUP> Conference of the Central European Division e.V. of the International Isotope Society

Author

Andres, Hendrik, Sidorov, G.V., Zverkov, Yu.B., Myasoedov, N.F., Cimpoia, A.R., Susan, A.B., Saljoughian, Manouchehr, Morimoto, Hiromi, Williams, Philip G., Than, Chit, Salter, R, Moenius, T, Ackermann, P, Studer, M, Morgan, A, Chappelle, M, Konstantinova, Olga V., Khripach, Vladimir A., Zhabinskii, Vladimir N., Antonchick, Andrey P., Schneider, Bernd, Rees, A. T., Colebrook, A., Seidel, Dietrich, Rodriguez, M. I., Metz, Y., Voges, R., Kelly, Terence P., Rodgers, Thomas R., Wright, Christopher, Kröger, Mario, Fels, Gregor, Mahnke, Marion, Moenius, Thomas, Fredenhagen, Andreas, and Waldmeier, F.

Abstract

Title Author(s) Tetramethylammonium Tri-acetoxyborotritide, a Reagent for Hydroxy-directed Ketone Reduction H. Andres Synthesis of Tritium-labeled Nucleosides with Anti-HIV and Anticancer Activity G.V. Sidorov, Yu.B. Zverkov, N.F. Myasoedov, A.R. Cimpoia, A.B. Susan Tritide Reduction of Nucleosides and Carbohydrates M. Saljoughian, H. Morimoto, P.G. Williams, C. Than A New Homogeneous Complex for H/D/T Exchange Labelling R. Salter, T. Moenius. P. Ackermann. M. Studer, A. Morgan, M. Chappelle Synthesis of [26-2H3]Brassinosteroids O.V. Konstantinova, V.A. Khripach, V.N. Zhabinskii, A.P. Antonchick, B. Schneider The Specific Activity Determination and Confirmation of Identity of a Radiolabelled Peptide Using Tandem Mass Spectrometry A.T. Rees, A. Colebrook Different Carbon-14 Labelling Syntheses of Vardenafil D. Seidel Carbon-14 Labelling of β-Amino Acids and β-Peptides M.I. Rodriguez, Y. Metz, R. Voges A Rapid Synthesis of 2-Chioro[2,6-144C]isonicotinic Acid T.P. Kelly, T.R. Rodgers, C. Wright Reduction of 2,4,6-Trinitro[ring-14C]toluene (TNT) with Baker's Yeast (Saccharomyces Cervisiae) M. Kröger, G. Fels Application of Microbiotic Methods for the Synthesis of Radiolabelled Isotopomers - A Review [1] M. Mahnke, T. Moenius Screening of Storage-Stability of 14C Radiochemicals A. Fredenhagen Application of AMS for Human ADME F. Waldmeier, R.C. Garner Binding Studies for Affinity Screening to the Exsorptive Transporter P-Glycoprotein: [3H]Talinolol as Radioligand P. Langguth, A. Koggel, C. Dressler, G. Peinhardt, H. Spahn-Langguth Stable Isotopes in Medicine G.E. von Unruh GMP-Trends for Clinical Trial Samples R. Schnettler, C.R. Oechslein Changes in Radiation Protection in Law in Germany H.-J. Reinecke Information Systems for Radiation Protection J. Gay, H. Graffunder

Published
2001
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