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ppnote 7/2002 Classifi cation of Food and Flavor Samples using a Chemical Sensor rnd C. Heiden, Carlos Gil Gerstel GmbH & Co. KG, Eberhard-Gerstel-Platz 1, D-573 Mülheim an der Ruhr, Germany Vanessa R. Kinton, Edward. Pfannkoch Gerstel, Inc., 701 Digital Drive, Suite J, Linthicum, MD 290, US L. Scott Ramos, rian Rohrback Infometrix, Inc., P.O. ox 1528, Woodinville, W 98072, US KEYWORDS Chemometrics, ChemSensor, electronic nose, mass spectrometer (MS), fruit flavor, discrimination, headspace, quality control, off-flavor, fingerprint mass spectra STRCT mass spectrometry based chemical sensor consisting of a headspace autosampler directly coupled to a quadrupole mass spectrometer was used in three different food and flavor applications; strawberry flavors, whiskeys and soft drinks. This instrument integrates multivariate data analysis in which the mass spectra of the samples are used as fingerprints. Inconsistencies in raw materials were examined by analyzing flavors. Possible adulteration was studied by analysis of two whiskies. Multivariate models were able to detect whiskeys aged for different periods of time. Differences in similar product lines were studied using four soft drinks. Using this chemsensor differences were observed in one soft drink packaged in aluminum cans and plastic bottles.

INTRODUCTION Identification of product adulteration, contamination or inconsistency in food and flavor samples requires short analysis times. Chemical sensors are ideal for these types of applications because they provide real-time results. While analysis times are crucial, accuracy of the analysis should never be compromised. It is therefore desirable to use a reliable and stable technology that is robust to environmental changes such as humidity or temperature [1]. Quadrupole mass spectrometry is a robust technique that has been widely used in food and flavor applications mostly coupled to a gas chromatograph. In this study headspace sampling without chromatographic separation is performed using a quadrupole mass selective detector. The resulting composite mass spectrum of each sample is used to train the chemical sensor using multivariate pattern recognition techniques. Unknown samples are easily compared to standards using integrated software that can be easily customized to reflect pass or fail decisions. In order to illustrate the potential of this technology, three different applications will be explored. For quality control analysis a series of strawberry flavors are examined [2]. Differences in these samples could reflect inconsistencies in raw materials important to a manufacturer of a more complex product such as yoghurt. For identification of adulteration, whiskeys aged different periods of times spiked with adulterants are investigated [3]. Differences in product lines were studied using soft drinks []. EXPERIMENTL Materials. Commercial strawberry flavors used were obtained from Zentis, Germany. lesser value whiskey and whiskeys aged and years and soft drinks were purchased at a local store. Soft drink brands and were purchased in aluminum cans. rand C was purchased in transparent plastic bottles (C-bottle) as well as aluminum cans (C-can). Instrumentation. The chemsensor used was a Gerstel ChemSensor 0 (Figure 1) that includes a headspace sampling unit (769, gilent Technologies) with a mass selective detector (5973N, gilent Technologies). This instrument integrates chemometric software from Infometrix (Pirouette 3.02 and Instep 1.2). The instrument was used in the scan mode for the strawberry flavors (35-150 amu) with 1.5-min runs. With the six-sample overlap-heating feature of the autosampler oven, samples can be analyzed every 3 to min. Therefore a tray of samples can be analyzed in about 3 hours. The soft drinks were scanned from 6 to 150 amu with 0.75- min runs. Experiments for the whiskey samples were 1.00-min runs with a scan range of 8 to 170 amu. Headspace sampling. 1-ml aliquots of each different strawberry flavor were placed into -ml vials, which were crimped and equilibrated for 15 minutes at 60 C before headspace sampling. Since the GERSTEL ChemSensor 0 does not use a column for a separation prior to the mass selective detector (MSD), the entire headspace of each sample is introduced into the MSD. 5-mL aliquots of soft drink samples and whiskeys were equilibrated 20 minutes at 80 C and 75 C respectively. Figure 1. Gerstel ChemSensor 0. N/2002/07-2

RESULTS ND DISCUSSION Direct transfer of headspace volatiles using the GERSTEL ChemSensor 0 results in fast analysis times. For example, Figure 2 shows the total ion chromatogram (TIC) obtained in 0.75 minutes for two soft drinks samples. Since there is no chromatographic separation, a single broad peak is normally obtained. The corresponding mass spectrum of each sample can then be used as a fingerprint. For example, Figure 2 shows the MS for the soft drink of rand C from a plastic bottle. Comparison to the MS obtained for rand C in the aluminum can (Figure 2) indicates differences in the abundances of some ions such as 6, 69, 93, 119, etc. bundance 1500 6 00 93 bundance 0000 500 55 69 81 7 119 133 17 75 50 125 m/z--> 0 150 30000 20000 000 Time--> 0.55 0.60 0.65 0.70 0.75 bundance 93 7500 bundance 69 119 200000 5000 2500 6 55 79 5 133 17 150000 75 50 125 m/z--> 0 150 0000 50000 Time--> 0.55 0.60 0.65 0.70 0.75 Figure 2. TIC and MS for brand C of soft drink. () in plastic bottle and () in aluminum can obtained with Gerstel ChemSensor 0. N/2002/07-3

The mass spectrum obtained for each sample can also be represented as a line plot (Figure 3). Customized macros, especially designed for the GERSTEL Chem- Sensor 0, create an SCII file for each sample and a global, composite matrix for each sequence. Chemometrics data analysis is then performed on the composite matrix that contains the mass spectra of the samples. s seen in Figure 3, the line plot data can visualize differences between samples as in ion abundances or the presence or absence of certain masses. Figure illustrates the four basic steps necessary to use the GERSTEL ChemSensor 0. During the training mode, the headspace of standard samples is introduced into the MSD. The mass spectra of these standards become like fingerprints for future unknown comparisons. In the second step, multivariate models are created that take into account all the masses collected in the scan range set by the operator. In the prediction mode, unknown samples are compared to the chemometric model. Last, final answers are obtained for unknown samples that can easily be interpreted by line operators. 1. Train Headspace of standards produces MS fingerprint m/z 2. uild model Factor2 m/z m/z C-bottle C-bottle C-bottle C-bottle C-bottle Factor3 Factor1 C-can C-can Response 80 0 C 3. Predict Headspace of unknowns 0 65 85 5 125 15 m/z D M/Z M/Z M/Z M/Z M/Z. nswers Figure 3. Mass spectra from standard () produces a line plot () that can be overlaid with other samples (C). Special macros create the SCII file (D) for each sample and compile each sequence into a global data matrix. Figure. Steps used to obtain answers using the GERSTEL ChemSensor 0. N/2002/07 -

Reliable chemometric models include only standards representative of acceptable samples. Since random and systematic errors are normally part of every measurement, the raw data needs to be closely examined. ssuring the validity of the raw data is accomplished using exploratory algorithms, such as hierarchical cluster analysis (HC) and principal com- ponent analysis (PC). The goal of exploratory data analysis is to detect unusual samples (outliers) and to detect natural groupings in the data set. For example, Figure 5 shows the dendrogram obtained using HC on the bourbon samples using Euclidean distance and incremental linkage. 1.0 0.8 0.6 0. 0.2 Factor3 Factor2 Factor1 Unusual sample, should not be used as a standard fingerprint Figure 5. Exploratory analysis of whiskeys samples. ) Hierarchical cluster analysis using Euclidean distance and incremental linkage. ) Projections of the mass spectra of whiskeys samples into the space of the first three principal components. Two clear clusters are formed but also an unusual sample from bourbon aged years can be seen in the lower part of the dendrogram. scores plot obtained using PC on the same data set indicates the same unusual sample. reliable model must exclude this unusual sample from any chemometric model. Once the raw data has been validated, classification or regression models can be built. The GERSTEL Chem- Sensor 0 offers two classification algorithms: soft independent modeling of class analogy (SIMC) and K-nearest neighbors (KNN). Re gres si on models include principal component regression (PCR), partial least squares (PLS) and classical least squares (CLS). N/2002/07-5

n example of a class projection plot for a SIMC model is shown in Figure 6. 1 2 Factor2 3 Factor3 Factor1 5 Figure 6. Projection of the flavors mass spectra into the space of the first three principal components. 1&2=strawberry, 3=raspberry, = pear and 5= passion fruit. For this type of analysis four different commercial flavors were collected from different suppliers. Inconsistencies in the same type of flavor from dif fe rent suppliers were detected using a classification model. SIMC develops principal component models for each category of the training set. The bounding ellipses form a 95% confidence interval for the distribution of these categories. In this case, the projection of the mass spectra of the four flavors indicates good clustering between samples without overlap. nother indication of a good SIMC model is the interclass distances between samples (Table 1). Table 1. SIMC interclass distances. CS1&2@2 CS3@2 CS@1 CS5@2 CS1&2 0.00.02 9.02 81.38 CS3.02 0.00 81.9 72.5 CS 9.02 81.9 0.00 197.07 CS5 81.38 72.5 197.07 0.00 This measurement indicates how well the classes are separated from each other. s a good rule of thumb, interclass distances greater than 3 are considered well separated. For the flavor samples these distances indicate good separation between samples. N/2002/07-6

PLS regression model was also created for flavor samples. Figure 7 shows the prediction vs. the known concentration. Zero stands for pure strawberry and 00 for pure raspberry flavor (Table 2). The two samples annotated 350 are classified as pure raspberry flavors (Table 3). For these samples addition of strawberry flavor (650 μl) was accidentally forgotten. Slight discrepancies in the prediction of the 2 μl samples suggest slight error in their preparation. 800 350 350 800 800 900 900 00 00 950 Predicted Y 00 500 600 600 600 600 700 700 800 0 275 225 225 250 275 170 190 225 82 170 170 190 82 0 2 820 2 2 0 2 0 0 00 800 Measured Y Figure 7. Prediction (red) of strawberry/raspberry flavor mixtures vs. a PLS model (blue). Table 2. Ratio of strawberry and raspberry flavors used to create a PLS model. Raspberry [µl] Strawberry [µl] 0 00 0 900 190 8 250 750 275 725 500 500 700 300 Table 3. Ratio of strawberry and raspberry flavors used to predict against the PLS model. Raspberry [µl] Strawberry [µl] 82 918 170 830 2 790 350 0 600 00 800 200 950 50 900 0 00 0 N/2002/07-7

Detection of adulterated bourbons is shown in Figure 8. In this plot, the mass spectra of spiked bourbons were projected into the space of the standard samples (Figure 5). The ellipses in the plot do not represent statistical information and are provided for visual identification of clusters only. It is clear that a PC plot can easily detect differences in the mass spectra of the adulterated samples. Factor2 98% Factor3 Factor1 Figure 8. Projection of 98% ourbon with 2% ourbon in the space of the first three principal compon- Projection of the mass spectra of the four soft drinks into the space of three and two (Figure 9) principal components shows good clustering between replicas. Since over 90% of the variance was captured within the first 3 PCs, we can be confident that differences in the samples scores are differences in the soft drinks headspace. The first PC (horizontal axis in Figure 9) explains the difference between brand C in the plastic bottle and the rest of the samples. This indicates that the headspace of brand C in the bottle is very different than the headspace from the other sodas. The second PC (vertical axis of Figure 9) indicates differences between brands to and to C-can. N/2002/07-8

Factor 2 C-bottle Factor 3 C-can Factor 1 5 Factor 2 0-5 C-bottle C-can -0-20 Factor 1 0 20 Figure 9. Projection of the sodas mass spectra into the space of the first three () and two () principal components. CONCLUSION The fast and accurate classification of samples using an instrument that integrates multivariate statistics with mass spectrometry technology is now possible. The GERSTEL ChemSensor 0 has proven to be capable of detecting differences in the quality of incoming flavors. Using PC adulterated bourbons were detected in the low percentage range as well as differences in the chemical composition of soft drinks headspace. These results are also in agreement with cluster analysis. REFERENCES [1] J. W. Gardner and P. N. Philip, Electronic noses: Principles and pplications, Oxford University Press, New York 1999. [2]. C. Heiden, C. Müller and H. Steber, Pittsburgh Conference, New Orleans, US, March 17-22, 2002; Poster 1892. [3] V. R. Kinton and E. Pfannkoch, Proc. 25th Int. Symp. Capillary Chromatography, Riva del Garda, May 13-17, 2002, Poster C25. [] V. R. Kinton, E. Pfannkoch and J. Whitecavage, Pittsburgh Conference, New Orleans, US, March 17-22, 2002; Poster 202. N/2002/07-8

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