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Research Article

Strategies for Effective Development of Ultra-Sensitive LC–MS/MS Assays: Application to a Novel STING Agonist

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Pages 467-484 | Received 19 Feb 2020, Accepted 30 Mar 2020, Published online: 28 Apr 2020

References

  • US FDA. Guidance for Industry: Bioanalytical Method Validation (2018). https://www.fda.gov/files/drugs/published/Bioanalytical-Method-Validation-Guidance-for-Industry.pdf
  • Aubry A . LC–MS/MS bioanalytical challenge: ultra-high sensitivity assays. Bioanalysis3(16), 1819–1825 (2011).
  • Wang Q , LiangY , RaoTet al. PK study of octreotide based on LC–MS/MS combining protein precipitation and impurity extraction technique. Bioanalysis7(7), 885–894 (2015).
  • Jiang H , ZhangY , IdaM , LaFayetteA , FastDM. Determination of carboplatin in human plasma using HybridSPE-precipitation along with liquid chromatography-tandem mass spectrometry. J. Chromatogr. B879(22), 2162–2170 (2011).
  • Licea-Perez H , JunnotulaV , BowenCL , FangK , QianY , MathenyC. Development of an ultra-sensitive assay for the determination of an aminoalkyl glucosaminide 4-phosphate, GSK1795091, in plasma to support a first time in human study. Anal. Methods10(25), 3074–3080 (2018).
  • Licea-Perez H , BoramSL , EvansCA. Development and validation of a quantitative method for determination of retigabine and its N-acetyl metabolite; overcoming challenges associated with circulating labile N-glucuronide metabolites. Anal. Methods7(2), 723–735 (2015).
  • Guo W , LiG , YangY , YangC , SiL , HuangJ. LC–MS/MS analysis of pramipexole in mouse plasma and tissues: elimination of lipid matrix effects using weak cation exchange mode based solid-phase extraction. J. Chromatogr. B988, 157–165 (2015).
  • Nováková L , VlckováH. A review of current trends and advances in modern bio-analytical methods: chromatography and sample preparation. Anal. Chim. Acta656(1–2), 8–35 (2009).
  • Shen S , AnB , QuJ. Sample preparation methods for targeted biomarker quantification by LC–MS. In: Targeted Biomarker Quantitation by LC–MS.WengN, JianW ( Eds). John Wiley & Sons, Inc, NJ, USA, 79–106 (2017).
  • Thibeault D , CaronN , DjianaR , KremerR , BlankD. Development and optimization of simplified LC–MS/MS quantification of 25-hydroxyvitamin D using protein precipitation combined with on-line solid phase extraction (SPE). J. Chromatogr. B883–884, 120–127 (2012).
  • Yuan L , AubryA , ArnoldME , JiQC. Systematic investigation of orthogonal SPE sample preparation for the LC–MS/MS bioanalysis of a monoclonal antibody after pellet digestion. Bioanalysis5(19), 2379–2391 (2013).
  • Ackermann BL , BernaMJ. Coupling immunoaffinity techniques with MS for quantitative analysis of low-abundance protein biomarkers. Expert Rev. Proteomics4(2), 175–186 (2007).
  • Anderson NL , AndersonNG , HainesLR , HardieDB , OlafsonRW , PearsonTW. Mass spectrometric quantitation of peptides and proteins using stable isotope standards and capture by anti-peptide antibodies (SISCAPA). J. Proteome Res.3(2), 235–244 (2004).
  • Ho EN , WanTS , WongAS , LamKK , StewartBD. Doping control analysis of insulin and its analogues in equine urine by liquid chromatography-tandem mass spectrometry. J. Chromatogr. A1218(8), 1139–1146 (2011).
  • Li H , OrtizR , TranLet al. General LC–MS/MS method approach to quantify therapeutic monoclonal antibodies using a common whole antibody internal standard with application to preclinical studies. Anal. Chem.84(3), 1267–1273 (2012).
  • Ackermann BL . Understanding the role of immunoaffinity-based mass spectrometry methods for clinical applications. Clin. Chem.58(12), 1620–1622 (2012).
  • Qu M , AnB , ShenSet al. Qualitative and quantitative characterization of protein biotherapeutics with liquid chromatography mass spectrometry. Mass Spectrom. Rev.36(6), 734–754 (2017).
  • Neubert H , PalandraJ , FernándezOcaña M. Quantification of biotherapeutic targets: new opportunities with immunoaffinity LC–MS/MS. Bioanalysis6(13), 1731–1733 (2014).
  • Davies NH , EuerbyMR , McCalleyDV. Analysis of basic compounds by reversed-phase high-performance liquid chromatography using hybrid inorganic/organic phases at high pH. J. Chromatogr. A1178(1–2), 71–78 (2008).
  • Mess JN , LahaieM , FurtadoM , GarofoloF. Effect of high pH mobile phase on the sensitivity of multiple drugs by LC positive electrospray ionization MS/MS. Bioanalysis1(8), 1419–1430 (2009).
  • Svahn O , BjörklundE. Increased electrospray ionization intensities and expanded chromatographic possibilities for emerging contaminants using mobile phases of different pH. J. Chromatogr. B Analyt. Technol. Biomed. Life Sci.1033–1034, 128–137 (2016).
  • Tso J , AgaDS. Wrong-way-round ionization of sulfonamides and tetracyclines enables simultaneous analysis with free and conjugated estrogens by liquid chromatography tandem mass spectrometry. Anal. Chem.83(1), 269–277 (2011).
  • Heller DN . Ruggedness testing of quantitative atmospheric pressure ionization mass spectrometry methods: the effect of co-injected matrix on matrix effects. Rapid Commun. Mass Spectrom.21(5), 644–652 (2007).
  • Cheng SC , JhangSS , HuangMZ , ShieaJ. Simultaneous detection of polar and nonpolar compounds by ambient mass spectrometry with a dual electrospray and atmospheric pressure chemical ionization source. Anal. Chem.87(3), 1743–1748 (2015).
  • Roussis SG , FedoraJW. Quantitative determination of polar and ionic compounds in petroleum fractions by atmospheric pressure chemical ionization and electrospray ionization mass spectrometry. Rapid Commun. Mass Spectrom.16(13), 1295–1303 (2002).
  • Wang X , LiM , RustumAM. Thermally induced intramolecular oxygen migration of N-oxides in atmospheric pressure chemical ionization mass spectrometry. Rapid Commun. Mass Spectrom.24(19), 2805–2811 (2010).
  • Lemire SW , AshDH , JohnsonRC , BarrJR. Mass spectral behavior of the hydrolysis products of sesqui- and oxy-mustard type chemical warfare agents in atmospheric pressure chemical ionization. J. Am. Soc. Mass Spectrom.18(8), 1364–1374 (2007).
  • Iavarone AT , WilliamsER. Mechanism of charging and supercharging molecules in electrospray ionization. J. Am. Chem. Soc.125(8), 2319–2327 (2003).
  • Nshanian M , LakshmananR , ChenH , LooR , LooJ. Enhancing sensitivity of liquid chromatography–mass spectrometry of peptides and proteins using supercharging agents. Int. J. Mass Spectrom.427, 157–164 (2018).
  • Gu H , DengY , WangJ , AubryA , ArnoldME. Development and validation of sensitive and selective LC–MS/MS methods for the determination of BMS-708163, a γ-secretase inhibitor, in plasma and cerebrospinal fluid using deprotonated or formate adduct ions as precursor ions. J. Chromatogr. B878(25), 2319–2326 (2010).
  • Zhao J , YangA , RogersJ. Effects of liquid chromatography mobile phase buffer contents on the ionization and fragmentation of analytes in liquid chromatographic/ion spray tandem mass spectrometric determination. J. Mass Spectrom.37(4), 421–433 (2002).
  • Mortier KA , ZhangGF , Van PeteghemCH , LambertWE. Adduct formation in quantitative bioanalysis: effect of ionization conditions on paclitaxel. J. Am. Soc. Mass Spectrom.15(4), 585–592 (2004).
  • Ji QC , XuX , MaEet al. Selective reaction monitoring of negative electrospray ionization acetate adduct ions for the bioanalysis of dapagliflozin in clinical studies. Anal. Chem.87(6), 3247–3254 (2015).
  • Ramanathan R , JemalM , RamagiriSet al. It is time for a paradigm shift in drug discovery bioanalysis: from SRM to HRMS. J. Mass Spectrom.46(6), 595–601 (2011).
  • Korfmacher W . High-resolution mass spectrometry will dramatically change our drug-discovery bioanalysis procedures. Bioanalysis3(11), 1169–1171 (2011).
  • Bateman K , KellmannM , MuensterH , PappR , TaylorL. Quantitative-qualitative data acquisition using a benchtop orbitrap mass spectrometer. J. Am. Soc. Mass. Spectrom.20(8), 1441–1450 (2009).
  • Hopfgartner G , TonoliD , VaresioE. High-resolution mass spectrometry for integrated qualitative and quantitative analysis of pharmaceuticals in biological matrices. Anal. Bioanal. Chem.402(8), 2587–2596 (2012).
  • Ranasinghe A , RamanathanR , JemalMet al. Integrated quantitative and qualitative workflow for in vivo bioanalytical support in drug discovery using hybrid Q-TOF-MS. Bioanalysis4(5), 511–528 (2012).
  • Sturm R , JonesB , MulvanaD , LowesS. HRMS using a Q-Exactive series mass spectrometer for regulated quantitative bioanalysis: how, when, and why to implement. Bioanalysis8(16), 1709–1721 (2016).
  • Fung E , JemalM , AubryA. High-resolution MS in regulated bioanalysis: where are we now and where do we go from here?Bioanalysis5(10), 1277–1284 (2013).
  • Huang M , LinZ , WengN. Applications of high-resolution MS in bioanalysis. Bioanalysis5(10), 1269–1276 (2013).
  • Ciccimaro E , RanasingheA , D'ArienzoCet al. Strategy to improve the quantitative LC–MS analysis of molecular ions resistant to gas-phase collision induced dissociation: application to disulfide-rich cyclic peptides. Anal. Chem.86(23), 11523–11527 (2014).
  • Voelker T , WangH , IrishMet al. Method development and validation of six bile acids for regulated bioanalysis: improving selectivity and sensitivity. Bioanalysis5(10), 1229–1248 (2013).
  • Kaufmann A , ButcherP , MadenK , WalkerS , WidmerM. Comprehensive comparison of liquid chromatography selectivity as provided by two types of liquid chromatography detectors (high resolution mass spectrometry and tandem mass spectrometry): “where is the crossover point?”. Anal. Chim. Acta673(1), 60–72 (2010).
  • Jian W , EdomRW , WengN. Important considerations for quantitation of biomarkers using liquid chromatography and mass spectrometry (LC–MS). Bioanalysis4(20), 2431–2434 (2012).
  • Morin LP , MessJN , GarofoloF. Large-molecule quantification: sensitivity and selectivity head-to-head comparison of triple quadrupole with Q-TOF. Bioanalysis5(10), 1181–1193 (2013).
  • Wei C , GraceJE , ZvyagaTA , DrexlerDM. Utility of high-resolution accurate MS to eliminate interferences in the bioanalysis of ribavirin and its phosphate metabolites. Bioanalysis4(15), 1895–1905 (2012).
  • Bowen CL , KehlerJ , BoramS , AbberleyL , SzapacsM , EvansC. Modify on the fly: triple quad to high resolution in support of a dermal clinical study requiring an ultra low LLOQ. Bioanalysis8(3), 205–214 (2016).
  • Espada A , MarínA , AntaC. Optimization strategies for the analysis and purification of drug discovery compounds by reversed phase high-performance liquid chromatography with high-pH mobile phases. J. Chromatogr. A1030(1–2), 1030 43–51 (2004).
  • Chervet JP , UrsemM , SalzmannJP. Instrumental requirements for nanoscale liquid chromatography. Anal. Chem.68(9), 1507–1512 (1996).
  • Hopfgartner G , BeanK , HenionJ , HenryR. Ion spray mass spectrometric detection for liquid chromatography: a concentration- or a mass-flow-sensitive device?J. Chromatogr. A647(1), 51–61 (1993).
  • Percy AJ , ChambersAG , YangJ , DomanskiD , BorchersCH. Comparison of standard- and nano-flow liquid chromatography platforms for MRM-based quantitation of putative plasma biomarker proteins. Anal. Bioanal. Chem.404(4), 1089–1101 (2012).
  • Ishihama Y . Proteomic LC–MS systems using nanoscale liquid chromatography with tandem mass spectrometry. J. Chromatogr. A1067(1–2), 73–83 (2005).
  • Wilffert D , AsselmanA , DonzelliRet al. Highly sensitive antibody-free μLC–MS/MS quantification of rhTRAIL in serum. Bioanalysis8(9), 881–890 (2016).
  • Christianson CC , JohnsonCJ , NeedhamSR. The advantages of microflow LC–MS/MS compared with conventional HPLC–MS/MS for the analysis of methotrexate from human plasma. Bioanalysis5(11), 1387–1396 (2013).
  • Duan X , Weinstock-GuttmanB , WangHet al. Ultrasensitive quantification of serum vitamin D metabolites using selective solid phase extraction coupled to microflow liquid chromatography and isotope-dilution mass spectrometry. Anal. Chem.82(6), 2488–2497 (2010).
  • Gilar M , OlivovaP , DalyAE , GeblerJC. Orthogonality of separation in two-dimensional liquid chromatography. Anal. Chem.77(19), 6426–6434 (2005).
  • François I , SandraK , SandraP. Comprehensive liquid chromatography: fundamental aspects and practical considerations–a review. Anal. Chim. Acta641(1–2), 14–31 (2009).
  • Guiochon G , MarchettiN , MriziqK , ShallikerRA. Implementations of two-dimensional liquid chromatography. J. Chromatogr. A1189(1–2), 109–168 (2008).
  • Weng N , JianW. Selectivity for quantitation of biomarkers using liquid chromatography and mass spectrometry. Bioanalysis10(18), 1461–1465 (2018).
  • Chen Y , MonteroL , SchmitzOJ. Advance in on-line two-dimensional liquid chromatography modulation technology. Trend Anal. Chem.120, 115647 (2019).
  • Bowen C , WangS , Licea-PerezH. Development of a sensitive and selective LC–MS/MS method for simultaneous determination of gemcitabine and 2,2-difluoro-2-deoxyuridine in human plasma. J. Chromatogr. B877(22), 2123–2129 (2009).
  • Yamashita K , OkuyamaM , WatanabeYet al. Highly sensitive determination of estrone and estradiol in human serum by liquid chromatography–electrospray ionization tandem mass spectrometry. Steroids72(11–12), 819–827 (2007).
  • Licea-Perez H , JunnotulaV , KnechtDet al. Analytical approaches for quantification of a Nrf2 pathway activator: overcoming bioanalytical challenges to support a toxicity study. Analyst139(8), 1902–1912 (2014).
  • Licea-Perez H , WangS , RodgersCet al. Camphanic acid chloride: a powerful derivatization reagent for stereoisomeric separation and its DMPK applications. Bioanalysis7(23), 3005–3017 (2015).
  • Knapp DR . Handbook of Analytical Derivatization Reactions. John Wiley & Sons, NY, USA (1979).
  • Iwasaki Y , NakanoY , MochizukiKet al. A new strategy for ionization enhancement by derivatization for mass spectrometry. J. Chromatogr. B879(17–18), 1159–1165 (2011).
  • Licea-Perez H , EvansC. Chemical derivatization in bioanalysis. Bioanalysis7(19), 2435–2437 (2015).
  • Williams JS , DonahueSH , GaoH , BrummelCL. Universal LC–MS method for minimized carryover in a discovery bioanalytical setting. Bioanalysis4(9), 1025–1037 (2012).
  • Hughes NC , WongEY , FanJ , BajajN. Determination of carryover and contamination for mass spectrometry-based chromatographic assays. AAPS J.9(3), E353–360 (2007).
  • Ji AJ , JiangZ , LivsonYet al. Challenges in urine bioanalytical assays: overcoming nonspecific binding. Bioanalysis2(9), 1573–1586 (2010).
  • Maes K , SmoldersI , MichotteY , Van EeckhautA. Strategies to reduce aspecific adsorption of peptides and proteins in liquid chromatography-mass spectrometry based bioanalyses: an overview. J. Chromatogr. A1358, 1–13 (2014).
  • Li W , LuoS , SmithHT , TseFL. Quantitative determination of BAF312, a S1P-R modulator, in human urine by LC–MS/MS: prevention and recovery of lost analyte due to container surface adsorption. J. Chromatogr. B878(5–6), 583–589 (2010).
  • Xu Y , DuL , RoseMJet al. Concerns in the development of an assay for determination of a highly conjugated adsorption-prone compound in human urine. J. Chromatogr. B818(2), 241–248 (2005).
  • Avery MJ . Quantitative characterization of differential ion suppression on liquid chromatography/atmospheric pressure ionization mass spectrometric bioanalytical methods. Rapid Commun. Mass Spectrom.17(3), 197–201 (2003).
  • Matuszewski BK , ConstanzerML , Chavez-EngCM. Matrix effect in quantitative LC/MS/MS analyses of biological fluids: a method for determination of finasteride in human plasma at picogram per milliliter concentrations. Anal. Chem.70(5), 882–889 (1998).
  • Xu X , MeiH , WangSet al. A study of common discovery dosing formulation components and their potential for causing time-dependent matrix effects in high-performance liquid chromatography tandem mass spectrometry assays. Rapid Commun. Mass Spectrom.19(18), 2643–2650 (2005).
  • Shen JX , MotykaRJ , RoachJP , HayesRN. Minimization of ion suppression in LC–MS/MS analysis through the application of strong cation exchange solid-phase extraction (SCX-SPE). J. Pharm. Biomed. Anal.37(2), 359–367 (2005).
  • Xia YQ , MillerJ. Strategies to improve specificity for targeted biomarker quantitation by LC–MS. In: Targeted Biomarker Quantitation by LC–MS. WengN, JianW ( Eds). John Wiley & Sons, Inc, NJ, USA, 171–181 (2017).
  • Bonfiglio R , KingRC , OlahTV , MerkleK. The effects of sample preparation methods on the variability of the electrospray ionization response for model drug compounds. Rapid Commun. Mass Spectrom.13(12), 1175–1185 (1999).
  • Stokvis E , RosingH , BeijnenJH. Stable isotopically labeled internal standards in quantitative bioanalysis using liquid chromatography/mass spectrometry: necessity or not?Rapid Commun. Mass Spectrom.19(3), 401–407 (2005).
  • Morin LP , MessJN , FurtadoM , GarofoloF. Reliable procedures to evaluate and repair crosstalk for bioanalytical MS/MS assays. Bioanalysis3(3), 275–283 (2011).
  • Wang S , CyronakM , YangE. Does a stable isotopically labeled internal standard always correct analyte response? A matrix effect study on a LC/MS/MS method for the determination of carvedilol enantiomers in human plasma. J. Pharm. Biomed. Anal.43(2), 701–707 (2007).
  • Eeckhaut A , LanckmansK , SarreS , SmoldersI , MichotteY. Validation of bioanalytical LC–MS/MS assays: evaluation of matrix effects. J. Chromatogr. B877(23), 2198–2207 (2009).
  • Chen Q , SunL , ChenZJ. Regulation and function of the cGAS-STING pathway of cytosolic DNA sensing. Nat. Immunol.17(10), 1142–1149 (2016).
  • Woo SR , FuertesMB , CorralesLet al. STING-dependent cytosolic DNA sensing mediates innate immune recognition of immunogenic tumors. Immunity41(5), 830–842 (2014).

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