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In order to make high-performance liquid chromatography (HPLC) more widely available at home and in small-scale settings, we have simplified two of its most costly modules, namely the pump and the detector. This should make the setup affordable for home or small laboratory use.

Journal of Chromatography A 1639 (2021) 461925 Contents lists available at ScienceDirect Journal of Chromatography A journal homepage: www.elsevier.com/locate/chroma Towards using high-performance liquid chromatography at home Jan Lankelma a,c,∗, Dirck J van Iperen b, Paul J van der Sluis c a Department of Molecular Cell Physiology, VU University Amsterdam, O|2 Lab Building, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands Department of Fine mechanics and Engineering VU - Bèta, VU University Amsterdam, The Netherlands c Foundation for Chromatography at home, Demonstrator Lab, Amsterdam, The Netherlands b a r t i c l e i n f o Article history: Received September 2020 Revised 13 January 2021 Accepted 16 January 2021 Available online 20 January 2021 Keywords: Chromatography at home low-cost HPLC low-cost electrochemical HPLC detector, low-cost HPLC pump quantified self a b s t r a c t In order to make high-performance liquid chromatography (HPLC) more widely available at home and in small-scale settings, we have simplified two of its most costly modules, namely the pump and the detector This should make the setup affordable for home or small laboratory use A manual HPLC pump was constructed so as to fit into a caulk gun from a local hardware store enabling the generation of 100150 bar of pressure In order to limit the pressure drop during the running of a chromatogram, a pulse dampener was developed We further modified the electrochemical detection (ECD) system so as to use a cheap boron-doped diamond electrode with an overlay of thin filter paper, causing an eluent flow over the electrode by wicking and gravity Both the pump and the detector are at least ten times cheaper than conventional HPLC modules Using a home-packed Jupiter R Proteo reversed phase capillary column we show how this low-cost HPLC system generates well resolving chromatograms after direct injection of fresh urine The ECD did not lose its sensitivity during regular use over more than half a year For homovanillic acid (HVA), which is of medical interest, we measured a linear dynamic range of two orders of magnitude, a detection limit of HVA in the injected sample of μM and a coefficient of variation 60 sec Therefore, neither a nanovolume injection valve (corresponding to < sec on INJECT), nor a splitter system [20] should significantly reduce peak broadening in 3.3 Applications The aim of this work is to present a new tool for HPLC analysis at home or in small laboratories Attractive should be the analysis of urine without or with a simple sample pretreatment (e.g solid phase extraction) After direct injection of fresh urine of a healthy J Lankelma, D.J van Iperen and P.J van der Sluis Journal of Chromatography A 1639 (2021) 461925 Fig Analysis of two urine samples, one (A) just before, and one (B) collected at 1.8 h after taking 10 Kalamata table olives on an empty stomach, indicating the conversion of hydroxytyrosol from the olives to homovanillic acid (at arrow) Column length 15 cm 68-year old volunteer the present method generated 5-20 peaks (Fig 9A) As compared to frozen urine, fresh urine samples offer the advantage that no precipitates have to be removed before injection and that there is no oxidation due to storage We focused on the effect of table olives as a key component of a Mediterranean diet HVA was determined after intake of table olives and quercetin tablets After taking 10 pitted Kalamata table olives on an empty stomach, a rapid rise of the peak at the retention time of HVA was detected in the first urine collected around 1.8 h after ingesting the olives (Figs 9A and 9B) This is in accordance with rapid absorption and a metabolic conversion of HT from the olives [33] Subsequent urine samples showed a decline of the HVA peak At retention times in excess of 40 0 sec the chromatogram of the urine of Fig 9B showed no significant peaks (Fig 10), so under the presented chromatographic conditions the system showed to be ready after about h for the next sample Cleaning of the column by the propanol/nitric acid mixture (see above for details) was done about one time per week and columns could be used for at least half a year enabling HVA measurements, comparable to that shown in Figs 9A and 9B The HVA concentration in the first morning urine sample calculated with the standard plot (Fig S2) and adjusted for the injection volume, was in the order of 10 μM Stroe et al showed that the urinary HVA concentration is more than two orders of magnitude higher than the blood concentration [34], presumably by active tubular organic anion transport in the kidney [35] The urine results thereby yield (indirect) information of variations in the low blood concentrations of HVA The content of HT in table olives was measured under the present chromatographic conditions after the following extraction procedure The fruit flesh of three olives was cut into pieces of 23 mm and immersed in 200 ml of tap water overnight The following morning, after stirring a couple of times, the mixture was filtered through cotton wool and the filtrate was directly injected into our chromatographic system (Fig S7) A second extraction of the residue (under the same conditions) yielded less than 5% of the first extraction, indicating that almost all the HT had diffused overnight into the water An additional experiment was the determination of HVA after intake of quercetin After taking an oral dose of 500 mg of J Lankelma, D.J van Iperen and P.J van der Sluis Journal of Chromatography A 1639 (2021) 461925 Fig 10 The chromatogram of Fig 9B at a longer time scale, showing the absence of significant peaks in the later phase 400 quercetin and subsequent collection of urine samples from two healthy volunteers, a peak at the retention time of HVA was emerged much later (around 12 h, data not shown) than after the consumption of Kalamata olives This delay may reflect the intestinal transit time and conversion of quercetin to HVA by the microflora in the large intestine [36] Therefore, the HVA pattern may carry quantitative information on the composition of the microbiome The tool we present here does not identify the peaks at the retention times of HVA or HT as HVA or HT with 100% certainty, even after spiking the sample with pure HVA or HT For our test compound HVA we have compared urinary concentrations with those measured by HPLC-MS-MS The agreement between both methods (Fig 11) confirms the identity of the measured peak to be that of HVA Increasing the length of a home-packed column beyond 15 cm enhanced separation power, with inherently longer elution times (Figs S5 and S6) y = 0.9896x R² = 0.9925 ECD: HVA (µM) 300 200 100 3.4 Perpectives 100 200 300 400 MS-MS: HVA (µM) In an attempt at simplifying HPLC we have integrated a lowcost hand pump, a pulse dampener and a battery-powered detector The estimated total cost of the presented setup amounts to EUR 2200 for off-the-shelf components, including EUR 10 0 for a commercial HPLC injection valve, and excluding the cost of construction labor For other published comparable miniaturized and low-weight HPLC systems [11] at least one HPLC sample valve was needed for sample introduction A refurbished valve could reduce the price of the total setup significantly By comparison, relatively simple isocratic HPLC pumps by which the same chromatogram can be created, range from EUR 50 0 to EUR 10 0 Although our newly constructed modules are relatively simple, instrument construction skills are required The amplifier could simply be constructed by any moderately experienced electronics craftsman, or by using a breadboard for connecting the electronic resistances, op-amps, etc The PEEK pump module can be made using a lathe, or ordered like we did Interesting possibilities may exist in the near future for 3-D printing of the PEEK modules or of the sampling valve Increased demand should lower the price and stimulate commercial activities Increasing quantities of machining of the components can reduce the price drastically In the setup presented here the HPLC valve is the most expensive module If higher Fig 11 Comparison of urinary homovanillic acid concentrations between our HPLCECD method and an established HPLC-MS-MS method A linear trend line was obtained using Excel R For two samples with HVA concentrations of 352.7 μM and 279.5 μM (measured with MS-MS) we measured average HVA concentrations of 364.3 μM and 259.0 μM, respectively; the standard deviations were 8.7 μM (n=3) and 16.3 μM (n=5), respectively Samples of two human volunteers were collected after taking Kalamata olives, mucuna pruriens and quercetin and without taking anything (after overnight fasting) separation power is needed, peak broadening caused by the injection should be reduced Then, a valve with a small stator bore may be needed This will be less available than e.g a second-hand wide bore valve For detecting compounds that are not electrochemically active, a florescence detector or a recently published prototype of a UV LED based detection cell [8] could serve The use of alternative commercially available detectors for capillary LC, also of a contactless conductivity detector, would add EUR 20 0 or more to the cost As HPLC is modular, our pump module or electrochemical detector may also be used to replace a pump or detector in another portable system In case a gradient elution will be needed one may J Lankelma, D.J van Iperen and P.J van der Sluis Journal of Chromatography A 1639 (2021) 461925 chose a different miniaturized system [11] with the electronics for gradient pump control Alternatively, one may chose the setup by Lynch switching to eluents with different compositions during a run [14] A simple variant could be a step-gradient after filling the 20 μL loop with a different eluent at some time point after the loop has been used for timed sample injection Here we have focused on technical innovations In order to promote further developments we advocate an open source model, which may then also be applied to different biomolecules We have here focused only on HVA [37,38], which can be formed from dopamine in the brain and other organs [35,39] HVA also increased after the consumption of an extract of seeds of mucuna pruriens, containing the dopamine precursor L-dopa, which can be used in the treatment of Parkinson’s disease [40] A daily dose of mg of HT and derivatives has been recommended by EFSA [41] for reduction of oxidation of LDL cholesterol [42] A large variation in the reduction of oxidation of LDL cholesterol by HT and derivates in humans has been reported [43-46] Also the content of HT of table olives may vary widely [47,48] Comparison with the peak height of a HT standard we found for some Kalamata table olives that just one olive would already be enough to obtain mg of HT, while we found in Thassos table olives less than 0.2 mg HT per olive, which is in line with earlier findings [47] This work may contribute to facilitating more measurements in this applied setting thereby providing bigger data and thereby more understanding of variables involved in the conversion of HT to HVA, e.g the way of administration and the time of day olives are consumed Besides nutrition as a source for HVA, urinary HVA may be produced by neuroblastomas and phaeochromocytomas [49-51] A further practical application of urinary HVA may be its use as a biomarker that can be measured frequently at home, e.g during tumor treatment We propose measurements after food interventions early in the morning after overnight fasting as a good timing with relatively low influence of other food sources For home procedures packing of fused silica capillaries are preferred over making monolithic columns (simpler and working with less toxic materials) Moreover, most of the polymerbased monolithic columns seem to be unable to efficiently separate small molecules [52] Chromatography of hydrophilic oxidizable urinary components using reversed phase column material has been shown here without organic modifier added to the eluent When analyzing more lipophilic compounds with the present system the use of organic modifiers in the eluent may negatively affect the wicking speed of the eluent alongside the working electrode When the transport becomes too slow, a make-up flow can be added from the upper reservoir, analogous to the principle published before [17] Alternatively the construction of the electrochemical cell may be adapted to make the flow over the electrode independent of the wicking [53] for electrochemical detection, when compared to piston or syringe pumps [11] Due to the “open air” construction, the presented detector is not bothered by gas bubbles that can develop, in case UV detection will be used [11] A radar chart assessing the system according to “BETTER criteria 2020” [11] has been presented (Fig S8) In our present setup, the modules have not yet been placed in a single casing for use in the field Compared to other portable and miniaturized HPLC systems we have reduced the construction skills required to those that will often be available locally Our new Foundation for the promotion of the use of chromatography at home will support local constructions by providing additional information through the Internet The simplicity of our system also comes with limitations For example, when an application requires a gradient elution, other reported systems should be considered The isocratic mode of elution and the direct injection of urine contributed to a long elution time before the next sample could be injected However, for a limited number of samples to be analyzed at home this should not constitute a problem Other detectors could open a new window for detecting compounds, but their acquisition could considerably increase the price of the setup As an application we analyzed fresh urine and focused on one peak that was easily detectable and that showed a large variation during the day This peak was at the retention time of HVA and its concentration in urine was dependent on the intake of HT However, other compounds in the urine may be measured as well Other detectors and superficially porous silica particles or monolithic columns may be used to broaden the scope and speed of analysis of easily measurable components without sample pretreatment Hopefully, this low-cost approach will stimulate more research at home into the physiology of oneself or of dear ones and in the near future it may contribute to managing health Declaration of Competing Interest The authors declare that JL and PvdS are board members of a non-profit Foundation for the promotion of the use of chromatography at home CRediT authorship contribution statement Jan Lankelma: Investigation, Conceptualization, Methodology, Writing - original draft Dirck J van Iperen: Investigation, Resources Paul J van der Sluis: Investigation, Writing - review & editing Acknowledgements We are grateful to Jaap Tijmes and Arthur van de Tetrix for their help with the construction of the PEEK modules Errol Dekkinga of D-Tech Staalbouw has helped with a prototype of the pump module in stainless steel Tom Tijmes is thanked for IT support and colleagues of the VU instrumental development group are gratefully acknowledged for skillful technical advice Martijn van Faassen (Department of Laboratory Medicine, University Medical Center Groningen, University of Groningen, Groningen, The Netherlands) is gratefully acknowledged for analysis by HPLC-MS-MS Henk Dekker is acknowledged for advice on data management We thank colleagues in the nutrition research field for valuable discussions and colleagues in the lab for experimental support Hans Westerhoff is gratefully acknowledged for improvements in the style and structure of the manuscript Conclusions The work presented shows the feasibility of constructing one’s own low-cost HPLC system for urine analysis after food interventions at home Key components are a hand pump, requiring no batteries and capillary LC, in combination with a simple electrochemical detection system with a flow generated by wicking and gravity along a BDD electrode The present system has a low weight (< kg, excl laptop) and is potentially a portable system for measurements in the field, but its robustness will have to be improved for that purpose, especially regarding the electrochemical detector Figures of merit also comprise its relatively easy construction, when compared to other low-weight systems [11], its low price, and its sensitive detection In addition, a stable eluent flow resulting from the presented pump can be regarded as favorable Supplementary materials Supplementary material associated with this article can be found, in the online version, at doi:10.1016/j.chroma.2021.461925 J Lankelma, D.J van Iperen and P.J van der Sluis Journal of Chromatography A 1639 (2021) 461925 References [23] N.M Devitt, R.E Moran, J.M Godinho, B.M Wagner, M.R Schure, Measuring porosities of chromatographic columns utilizing a mass-based total poreblocking method: Superficially porous particles and pore-blocking critical pressure mechanism, J Chromatogr A 1595 (2019) 117–126, doi:10.1016/j.chroma 2019.02.045 [24] S.C.B Oliveira, A.M Oliveira-Brett, Boron doped diamond electrode pretreatments effect on the electrochemical oxidation of dsDNA, DNA bases, nucleotides, homopolynucleotides and biomarker 8-oxoguanine, J Electroanal Chem 648 (2010) 60–66, doi:10.1016/j.jelechem.2010.06.020 [25] J Lankelma, H Poppe, Design and Characterization of a Coulometric Detector with a Glassy Carbon Electrode for High-Performance Liquid-Chromatography, J Chromatogr 125 (1976) 375–388, doi:10.1016/S0 021-9673(0 0)83369-5 [26] H Hotta, H Sakamoto, S Nagano, T Osakai, Y Tsujino, Unusually large numbers of electrons for the oxidation of polyphenolic antioxidants, Bba-Gen Subjects 1526 (2001) 159–167, doi:10.1016/S0304-4165(01)00123-4 [27] J Dutrieu, Y.A Delmotte, Simultaneous Determination of Vanilmandelic Acid (Vma), Homovanillic-Acid (Hva) and 5-Hydroxy-3-Indoleacetic Acid (5-Hiaa) in Urine by High-Performance Liquid-Chromatography with Coulometric Detection, Fresen Z Anal Chem 317 (1984) 124–128, doi:10.10 07/Bf0 0594062 [28] W.P.H de Boer, J Lankelma, Two-dimensional semi-parametric alignment of chromatograms, J Chromatogr A 1345 (2014) 193–199, doi:10.1016/j.chroma 2014.04.034 [29] M.D.M Dryden, A.R Wheeler, DStat: A Versatile, Open-Source Potentiostat for Electroanalysis and Integration, Plos One 10 (2015), doi:10.1371/journal.pone 0140349 [30] A Prüss, C Kempter, J Gysler, T Jira, Extracolumn band broadening in capillary liquid chromatography, Journal of Chromatography A 1016 (2003) 129–141, doi:10.1016/S0021-9673(03)01290-1 [31] A Prüss, C Kempter, J Gysler, T Jira, Evaluation of packed capillary liquid chromatography columns and comparison with conventional-size columns, Journal of Chromatography A 1030 (2004) 167–176, doi:10.1016/j.chroma.2003.11.017 [32] K Vanderlinden, G Desmet, K Broeckhoven, Measurement of the Band Broadening of UV Detectors used in Ultra-high Performance Liquid Chromatography using an On-tubing Fluorescence Detector, Chromatographia 82 (2019) 489– 498, doi:10.1007/s10337- 018- 3622- [33] M Robles-Almazan, M Pulido-Moran, J Moreno-Fernandez, C RamirezTortosa, C Rodriguez-Garcia, J.L Quiles, M Ramirez-Tortosa, Hydroxytyrosol: Bioavailability, toxicity, and clinical applications, Food Res Int 105 (2018) 654– 667, doi:10.1016/j.foodres.2017.11.053 [34] A.E Stroe, F Amin, A Hashmi, D Densmore, T Kahn, P.J Knott, Diurnal variation in plasma homovanillic acid: not a renal phenomenon, Biol Psychiatry 41 (1997) 621–623, doi:10.1016/s0 06-3223(96)0 0526-4 [35] F Amin, M Davidson, K.L Davis, Homovanillic acid measurement in clinical research: a review of methodology, Schizophr Bull 18 (1992) 123–148, doi:10 1093/schbul/18.1.123 [36] I.B Jaganath, W Mullen, C.A Edwards, A Crozier, The relative contribution of the small and large intestine to the absorption and metabolism of rutin in man, Free Radic Res 40 (2006) 1035–1046, doi:10.1080/1071576060 077140 [37] S Cohrs, Z Guan, K Pohlmann, W Jordan, J Pilz, E Ruther, A Rodenbeck, Nocturnal urinary dopamine excretion is reduced in otherwise healthy subjects with periodic leg movements in sleep, Neurosci Lett 360 (2004) 161–164, doi:10.1016/j.neulet.2004.02.056 [38] M Kanehisa, M Araki, S Goto, M Hattori, M Hirakawa, M Itoh, T Katayama, S Kawashima, S Okuda, T Tokimatsu, Y Yamanishi, KEGG for linking genomes to life and the environment, Nucleic Acids Res 36 (2008) D480–D484, doi:10 1093/nar/gkm882 [39] G.W Lambert, G Eisenhofer, G.L Jennings, M.D Esler, Regional homovanillic acid production in humans, Life Sci 53 (1993) 63–75, doi:10.1016/ 0024- 3205(93)90612- [40] R Katzenschlager, A Evans, A Manson, P.N Patsalos, N Ratnaraj, H Watt, L Timmermann, R Van der Giessen, A.J Lees, Mucuna pruriens in Parkinson’s disease: a double blind clinical and pharmacological study, J Neurol Neurosurg Psychiatry 75 (2004) 1672–1677, doi:10.1136/jnnp.2003.028761 [41] Carlo Agostoni, Jean-Louis Bresson, Susan Fairweather-Tait, Albert Flynn, Ines Golly, Hannu Korhonen, Pagona Lagiou, Martinus Løvik, Rosangela Marchelli, Ambroise Martin, Bevan Moseley, Monika Neuhäuser-Berthold, Hildegard Przyrembel, Seppo Salminen, Yolanda Sanz, Sean (J.J.) Strain, Stephan Strobel, Inge Tetens, Daniel Tomé, Hendrik van Loveren, Hans Verhagen, Scientific Opinion on the substantiation of health claims related to polyphenols in olive and protection of LDL particles from oxidative damage (ID 1333, 1638, 1639, 1696, 2865), maintenance of normal blood HDL-cholesterol concentrations (ID 1639), maintenance of normal blood pressure (ID 3781), “anti-inflammatory properties” (ID 1882), “contributes to the upper respiratory tract health” (ID 3468), “can help to maintain a normal function of gastrointestinal tract” (3779), and “contributes to body defences against external agents” (ID 3467) pursuant to Article 13(1) of Regulation (EC) No 1924/20061 , Efsa J (2011) 2033 https://efsa- onlinelibrary- wiley- com.vu- nl.idm.oclc.org/ doi/abs/10.2903/j.efsa.2011.2033 [42] S.J Rietjens, A Bast, G.R Haenen, New insights into controversies on the antioxidant potential of the olive oil antioxidant hydroxytyrosol, J Agric Food Chem 55 (2007) 7609–7614, doi:10.1021/jf0706934 [1] S.S Gollamudi, E.J Topol, N.E Wineinger, A framework for smartphoneenabled, patient-generated health data analysis, PeerJ (2016) e2284, doi:10 7717/peerj.2284 [2] E.L Rossini, M.I Milani, E Carrilho, L Pezza, H.R Pezza, Simultaneous determination of renal function biomarkers in urine using a validated paper-based microfluidic analytical device, Anal Chim Acta 997 (2018) 16–23, doi:10.1016/j aca.2017.10.018 [3] C.M Silveira, T Monteiro, M.G Almeida, Biosensing with Paper-Based Miniaturized Printed Electrodes-A Modern Trend, Biosensors-Basel (2016), doi:10 3390/bios6040051 [4] E Carrilho, A.W Martinez, G.M Whitesides, Understanding wax printing: a simple micropatterning process for paper-based microfluidics, Anal Chem 81 (2009) 7091–7095, doi:10.1021/ac901071p [5] A.H Emwas, C Luchinat, P Turano, L Tenori, R Roy, R.M Salek, D Ryan, J.S Merzaban, R Kaddurah-Daouk, A.C Zeri, G.A.N Gowda, D Raftery, Y.L Wang, L Brennan, D.S Wishart, Standardizing the experimental conditions for using urine in NMR-based metabolomic studies with a particular focus on diagnostic studies: a review, Metabolomics 11 (2015) 872–894, doi:10.1007/s11306- 014- 0746- [6] S Sharma, A Plistil, R.S Simpson, K Liu, P.B Farnsworth, S.D Stearns, M.L Lee, Instrumentation for hand-portable liquid chromatography, J Chromatogr A 1327 (2014) 80–89, doi:10.1016/j.chroma.2013.12.059 [7] Y Li, K Pace, P.N Nesterenko, B Paull, R Stanley, M Macka, Miniaturised electrically actuated high pressure injection valve for portable capillary liquid chromatography, Talanta 180 (2018) 32–35, doi:10.1016/j.talanta.2017.11.061 [8] S.C Lam, L.J Coates, M Hemida, V Gupta, P.R Haddad, M Macka, B Paull, Miniature and fully portable gradient capillary liquid chromatograph, Anal Chim Acta 1101 (2020) 199–210, doi:10.1016/j.aca.2019.12.014 [9] Y Li, M Dvorak, P.N Nesterenko, R Stanley, N Nuchtavorn, L.K Krcmova, J Aufartova, M Macka, Miniaturised medium pressure capillary liquid chromatography system with flexible open platform design using off-the-shelf microfluidic components, Anal Chim Acta 896 (2015) 166–176, doi:10.1016/j.aca.2015 09.015 [10] T.S Kephart, P.K Dasgupta, J.N Alexander, An affordable high-performance pumping system for gradient capillary liquid chromatography, J Microcolumn Sep 11 (1999) 299–304, doi:10.1002/(Sici)1520-667x(1999)11: 299::Aid- Mcs7 3.0.Co;2- [11] F Rahimi, S Chatzimichail, A Saifuddin, A.J Surman, S.D Taylor-Robinson, A Salehi-Reyhani, A Review of Portable High-Performance Liquid Chromatography: the Future of the Field?, Chromatographia, 83 (2020) 1165-1195 DOI: 10.1007/s10337-020-03944-6 [12] S Chatzimichail, D Casey, A Salehi-Reyhani, Zero electrical power pump for portable high-performance liquid chromatography, Analyst 144 (2019) 6207– 6213, doi:10.1039/c9an01302d [13] C.Y He, Z.F Zhu, C.Y Gu, J Lu, S.R Liu, Stacking open-capillary electroosmotic pumps in series to boost the pumping pressure to drive high-performance liquid chromatographic separations, Journal of Chromatography A 1227 (2012) 253–258, doi:10.1016/j.chroma.2011.12.105 [14] K.B Lynch, A.P Chen, Y Yang, J.J Lu, S.R Liu, High-performance liquid chromatographic cartridge with gradient elution capability coupled with UV absorbance detector and mass spectrometer for peptide and protein analysis, Journal of Separation Science 40 (2017) 2752–2758, doi:10.1002/jssc 201700185 [15] L.J Coates, S.C Lam, A.A Gooley, P.R Haddad, B Paull, H.J Wirth, Modular, cost-effective, and portable capillary gradient liquid chromatography system for on-site analysis, Journal of Chromatography A 1626 (2020), doi:10.1016/j chroma.2020.461374 [16] Y Saito, K Jinno, T Greibrokk, Capillary columns in liquid chromatography: between conventional columns and microchips, J Sep Sci 27 (2004) 1379–1390, doi:10.10 02/jssc.20 0401902 [17] J Lankelma, Z Nie, E Carrilho, G.M Whitesides, Paper-based analytical device for electrochemical flow-injection analysis of glucose in urine, Anal Chem 84 (2012) 4147–4152, doi:10.1021/ac3003648 [18] K Peckova, J Musilova, J Barek, Boron-Doped Diamond Film Electrodes-New Tool for Voltammetric Determination of Organic Substances, Crit Rev Anal Chem 39 (2009) 148–172, doi:10.1080/10408340903011812 [19] A Kraft, Doped diamond: A compact review on a new, versatile electrode material, Int J Electrochem Sc (2007) 355–385 http://www.electrochemsci.org/ papers/vol2/2050355.pdf [20] H.D Meiring, E van der Heeft, G.J ten Hove, A.P.J.M de Jong, Nanoscale LC-MS(n): technical design and applications to peptide and protein analysis, Journal of Separation Science 25 (2002) 557–568, doi:10.1002/ 1615-9314(20020601)25:9 557::Aid-Jssc557 3.0.Co;2-F [21] T.H Walter, P Iraneta, M Capparella, Mechanism of retention loss when C8 and C18 HPLC columns are used with highly aqueous mobile phases, J Chromatogr A 1075 (2005) 177–183, doi:10.1016/j.chroma.2005.04.039 [22] Timothy P Bradshaw, Introduction to Peptide and Protein HPLC, Vol 1., Phenomenex, p 37 https://phenomenex.blob.core.windows.net/documents/ d425ff1c- 61a8- 4bfe- 9c0a- 6abe585f1d24.pdf 10 J Lankelma, D.J van Iperen and P.J van der Sluis Journal of Chromatography A 1639 (2021) 461925 [43] M.A Perrone, P Gualtieri, S Gratteri, W Ali, D Sergi, S Muscoli, A Cammarano, S Bernardini, L Di Renzo, F Romeo, Effects of postprandial hydroxytyrosol and derivates on oxidation of LDL, cardiometabolic state and gene expression: a nutrigenomic approach for cardiovascular prevention, J Cardiovasc Med (Hagerstown) 20 (2019) 419–426, doi:10.2459/JCM.0 0 0 0 0 0 0816 [44] C.D Hohmann, H Cramer, A Michalsen, C Kessler, N Steckhan, K Choi, G Dobos, Effects of high phenolic olive oil on cardiovascular risk factors: A systematic review and meta-analysis, Phytomedicine 22 (2015) 631–640, doi:10.1016/ j.phymed.2015.03.019 [45] R Mateos, S Martinez-Lopez, G Baeza Arevalo, M Amigo-Benavent, B Sarria, L Bravo-Clemente, Hydroxytyrosol in functional hydroxytyrosol-enriched biscuits is highly bioavailable and decreases oxidised low density lipoprotein levels in humans, Food Chem 205 (2016) 248–256, doi:10.1016/j.foodchem.2016 03.011 [46] E Lopez-Huertas, J Fonolla, Hydroxytyrosol supplementation increases vitamin C levels in vivo A human volunteer trial, Redox Biol 11 (2017) 384–389, doi:10 1016/j.redox.2016.12.014 [47] E Zoidou, E Melliou, E Gikas, A Tsarbopoulos, P Magiatis, A.L Skaltsounis, Identification of Throuba Thassos, a traditional Greek table olive variety, as a nutritional rich source of oleuropein, J Agric Food Chem 58 (2010) 46–50, doi:10.1021/jf903405e [48] S Charoenprasert, A Mitchell, Factors influencing phenolic compounds in table olives (Olea europaea), J Agric Food Chem 60 (2012) 7081–7095, doi:10.1021/ jf3017699 [49] N Flynn, A LeFebvre, B Messahel, S.L Hogg, Olive ingestion causing a false suspicion of relapsed neuroblastoma: A case of "oliveblastoma? Pediatric Blood & Cancer 65 (2018), doi:10.1002/pbc.27248 [50] S Barco, I Gennai, G Reggiardo, B Galleni, L Barbagallo, A Maffia, E Viscardi, F De Leonardis, V Cecinati, S Sorrentino, A Garaventa, M Conte, G Cangemi, Urinary homovanillic and vanillylmandelic acid in the diagnosis of neuroblastoma: report from the Italian Cooperative Group for Neuroblastoma, Clin Biochem 47 (2014) 848–852, doi:10.1016/j.clinbiochem.2014.04.015 [51] I.R.N Verly, R Leen, J.R Meinsma, G.K.J Hooijer, C.D Savci-Heijink, J van Nes, M Broekmans, R.J.A Wanders, A.B.P van Kuilenburg, G.A.M Tytgat, Catecholamine excretion profiles identify clinical subgroups of neuroblastoma patients, Eur J Cancer 111 (2019) 21–29, doi:10.1016/j.ejca.2019.01.014 [52] F Svec, Y Lv, Advances and recent trends in the field of monolithic columns for chromatography, Anal Chem 87 (2015) 250–273, doi:10.1021/ac504059c [53] M Komendova, R Metelka, J Urban, Monolithic capillary column with an integrated electrochemical detector, J Chromatogr A 1509 (2017) 171–175, doi:10 1016/j.chroma.2017.06.057 11 ... at elevated temperatures using a procedure modified from Meiring et al [20], heating at approximately °C/min to 150 °C, holding for 120 minutes at 150 °C and then cooling down at approximately... capillary liquid chromatography, Journal of Chromatography A 1016 (2003) 129–141, doi:10.1016/S0021-9673(03)01290-1 [31] A Prüss, C Kempter, J Gysler, T Jira, Evaluation of packed capillary liquid chromatography. .. tested home use for the detection of homovanillic acid in urine We have shown that with relatively cheap instrumentation the urinary concentration of HVA may yield valuable medical information that

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