Multiplexed Glycerophospholipid Analysis of AfCS Ligand ScreenStephen B. Milne, Jeffrey S. Forrester, Pavlina T. Ivanova, Michelle D. Armstrong and H. Alex BrownAfCS Lipidomics Lab, Department of Pharmacology & VICB, Vanderbilt University Medical Center
Introduction. The primary goal of the Alliance for Cellular Signaling (AfCS) is to determine how cells process signaling information in a context dependent manner. As part of its effort to elucidate the signaling network in the RAW 264.7 macrophage cell line, the AfCS is conducting a broad based ligand screen to identify which ligands, either alone or in combination, are most relevant to the regulation of the behavior of these cells. A collection of information-rich assays has been selected to sample both the signaling capability of the cell and the complexity of the response, as well as to identify unique and interactive inputs. This phase of experimentation is not intended to yield mechanistic information, but rather to determine the connectivity of the network as measured through various mathematical criteria, including Boolean network analysis and clustering algorithms. The Lipidomics laboratory has been participating in this ligand screen by creating multiplexed lipid arrays that highlight changes in cellular phospholipids in RAW 264.7 cells after stimulation. We have analyzed six individual and six dual ligand combinations, and the resulting lipid arrays are presented here. Our results suggest both common and differential activation of signaling pathways involving bioactive lipid effectors by the various ligands studied. In addition, we present an example of a synergistic ligand interaction. Lipid arrays were created using methods described in the AfCS research report, Milne et al., (2003) AfCS Res. Reports (www.signaling-gateway.org/reports). Each lipid array represents a summary created from a minimum of five individual arrays. Data for the individual arrays were collected at five time points (0.5, 2, 7, 15, and 30 min.) each repeated in triplicate. Statistically significant changes in lipid species between basal and stimulated states are indicated with colors: red (relative increase), blue (relative decrease), and green (no change).Table 1. Results of RAW 264.7 StimulationTable 1. Results of RAW 264.7 StimulationTable 1. Results of RAW 264.7 StimulationTable 1. Results of RAW 264.7 StimulationFigure 2. Sphingosine-1-phosphate (S1P) Stimulation.Lipid array for RAW 264.7 cells stimulated with 1 mM S1P. Note the increase [shown in panels (2) & (3)] of several as yet unidentified lipid species. (C*) Data showing measurement of intracellular free Ca2+ concentrations after addition of 30 mM S1P.Figure 3. Platelet Activating Factor (PAF) Stimulation.Lipid array for RAW 264.7 cells stimulated with 100 nM PAF. Note the slight increase in phosphatidic acid (PA) species (1) - (3) and the decrease in phosphatidylinositol (4) & (5). (C*) Data showing measurement of intracellular free Ca2+ concentrations after addition of 100 nM PAF.Figure 4. PAM2CSK4 (P2C) Stimulation.Lipid array for RAW 264.7 cells stimulated with 1 mM P2C. Note the significant decreases in phosphatidyl-inositol (PI) lipid species containing highly unsaturated fatty acids and the increase in mono- unsaturated and saturated species. (C*) Data showing measurement of intracellular free Ca2+ concentrations after addition of 350 nM P2C.Figure 1. Interleukin-4 (IL4) Stimulation.Lipid array for RAW 264.7 cells stimulated with 500 pM IL4 (AfCS 3-Letter code: I04). Note the increase [shown in panels (1) & (2)] of several species of ceramides. (C*) Data showing measurement of intracellular free Ca2+ concentrations in RAW 264.7 cells after addition of 250 pM IL4.
S1P with Highlights
(Negative Mode Ionization, Five Data sets)
-100
0
100
200
300
400
500
600
Time (s)
700
[Ca2+] (nM)
30 mM Sphingosine-1-phosphate
0
20
40
60
80
100
120
1
2
3
1
2
3
C*
* Data obtained from the AfCS Data Center
Sheet2
Lipidm/z0.5271530Lipidm/z0.5271530Lipidm/z0.5271530Lipidm/z0.5271530
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Sheet1
&A
Page &P
Sheet3
Time (min.)
Lipidm/z0.5271530
902.5100100
903.510-1-1-10
904.6000013
905.5800002
906.5800001
907.5000013
908.4900-114
40:6PI909.41-1-1-1-1-1
Sheet2
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Page &P
Sheet4
Time (min.)
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902.5100100
903.510-1-1-10
904.6000013
905.5800002
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908.4900-114
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Lipidm/z0.5271530
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903.510-1-1-10
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449.130-1-1-2-234:0PA675.3200000903.510-1-1-101090.42-1-1-1-10
16:1LPE450.12-10-1-1032:0PEe, C26:0S676.3601-11-1904.60000131090.84-1-1-1-1-1
451.1200000677.3200000905.58000021091.0911111
16:0LPE452.13-10-1-1-1678.3200000906.58000011091.77-10-1-1-1
453.14100-11679.2900000907.50000131092.0712222
454.1500001680.3411111908.4900-1141092.7800000
14:0LPG455.1400000681.320111140:6PI909.41-1-1-1-1-11093.05-2-2-2-2-2
456.1400000682.3711111910.41000001093.7400000
457.1300-100683.351111140:5PI911.40000001094.1722122
458.1400000684.3811111912.41-1-1-1-1-11094.7600-111
459.170-1000685.371111140:4PI913.42000001095.1900000
460.180000032:2PE686.3611111914.440-1-1-101095.7800000
461.1600000687.350000040:3PI915.430-11-101096.4700000
462.160000032:1PE688.32-1-1-1-10916.450-11-101096.8202111
463.1500000689.3100000917.46000001097.1600000
17:1LPE464.150000032:0PE690.3000000918.49000011097.76-1-1011
465.1400000691.2500100919.50000001098.5800000
17:0LPE466.1500000692.2800100920.53000011098.8100001
467.14000-10693.27-1-11-1-1921.53000001099.7500000
468.170-10-10694.3200001922.5400-1011100.2100000
469.1400000695.3000000923.520-10001100.73-11-110
470.1500000696.3500000924.5300-1001101.1122222
471.130000136:3PA697.300000-1925.50-1-1-1-101101.7500000
471.5400000698.340000-1926.50-10-2001102.2600000
472.160000036:2PA699.2900000927.47-1-1-1-1-11102.7900000
473.140-10-10700.310000-1928.4701-1101103.6721111
18:3LPE474.15-1-1-1-1-136:1PA701.3000000929.48000001104.06-1-1-1-1-1
475.160011033:1PE702.3100000930.61000031104.800-1010
18:2LPE476.12-10-1-10703.3100000931.59000121105.09-1-1-1-1-1
477.13-10-1-1-133:0PE704.31-1-1-1-10932.00000001105.7200010
18:1LPE478.12-10-100705.3100000932.62000131106.0800000
479.13-10-1-10706.3200-100933.60000021106.760-1000
18:0LPE480.1400000707.3101121934.16-1-1-1-1-11107.1111111
16:1LPG481.1300000708.3500000934.60000021107.690000-1
482.1400000709.3200000935.56000031108.0700000
16:0LPG, 26:0DAG483.12000-1-1710.3701111936.57000131108.7610100
484.1400000711.3511121937.53000121109.7410011
485.131-1-11028:0PC(Cl), 34:3PE712.3710120938.56000001110.2500000
486.13-1-1-1-10713.34-10100939.52000011110.771-1111
487.131010134:2PE714.3000000940.52000001111.2700000
488.2400000715.3000-1-1-1941.4900-1001111.7900-211
489.170000034:1PE716.31-1-1-1-2-1942.5100-1001112.760000-1
490.1800010717.30-1-1-1-1-1943.48000001113.7600000
491.160000034:0PE718.31-1-1-1-1-1944.51-100001114.2511100
19:1LPE492.17-1-10-1-132:1PG719.2811121945.50000001114.82-1-1-100
493.1600000720.292212-1946.54000001115.7801000
16:1LPS, 19:0LPE494.140000032:0PG721.2900-10-1947.52000001116.3600000
495.141001036:4PEp722.30-1-100-1948.5311-1111116.83-10011
16:0LPS496.1500-100723.3100-11-1948.80000001117.480-1-1-1-1
497.1600000724.320000-2949.56-100001117.820000-1
20:5LPE498.12-10-1-1-1725.3100-1-1-1950.59001111118.15-2-2-2-2-2
499.13000-10726.3200-1-1-1951.450-13001118.72001-1-1
20:4LPE, 14:1LPC(Cl)500.11-1-10-1-1727.3200-1-1-1952.46102011119.1700000
501.12000-11728.3300-1-1-1953.45001001119.7800000
20:3LPE, 14:0LPC(Cl)502.13-1-1-1-10729.340-1-1-1-1954.48002001120.12-1-1-1-1-1
503.14-1-1-1-1035:1PE730.330-1-1-1-1955.521-11-101120.7500000
20:2LPE504.17-10-1-1-2731.320-1-1-1-1956.04000001121.170000-1
505.170000032:1PS732.310-1-1-1-1956.55000011121.74-10000
20:1LPE506.1700000733.30-1-10-1-1957.580-12011122.28-1-1-1-1-1
18:2LPG507.170000032:0PS734.3101011957.97000001122.7700000
20:0LPE508.2200000735.3111111958.58-1-10001123.4300000
18:1LPG509.140000030:2PC(Cl), 36:5PE736.3201011959.58000001123.84-2-1-1-1-1
510.1500000737.3211012960.56-1-1-10-11124.2400000
18:0LPG, 28:0DAG511.160000036:4PE, 30:1PC(Cl)738.3111212960.80111111124.8301011
512.16-1-10-10739.3211212961.59000001125.1011111
513.160001-136:3PE, 30:0PC(Cl)740.31-10001962.60011111125.8100000
15:1LPC(Cl)514.1500000741.31000-10963.56000001126.1900000
515.180000036:2PE742.32-20-100963.96000001126.810011-1
15:0LPC(Cl)516.2000-1-10743.32-1-1-1-2-1964.61-10-1-121127.73-100-10
517.190000036:1PE744.33-1-1-1-1-1965.09000001127.9300000
518.311000-134:2PG745.30-1-100-1965.57121101128.3422222
519.2900-1-1-138:6PEp746.30-1-100-1966.60111101128.8100000
18:2LPS520.240000034:1PG747.302112-1967.55-100001129.23-2-2-2-1-2
521.200000-138:5PEp748.3122220968.53-1-10-101129.81-1-1-120
18:1LPS522.180000034:0PG749.3100000969.54001-111130.2011111
523.1900000750.320-1-2-1-2970.55-2-2-1-141130.81-1-1-10-1
18:0LPS, 22:6LPE524.1400001751.32000-1-1971.55000001131.13-2-2-2-2-2
525.150000131:1PC(Cl)752.33-1000-1972.54110111131.8000000
22:5LPE526.14-1-1-1-11753.3400-1-1-1973.53000001132.1844444
527.15-10-1-1131:0PC(Cl), 38:3PEe754.341-1-1-1-1974.55000001132.8200000
22:4LPE, 16:1LPC(Cl)528.1400001755.340-1-1-1-1974.83111111133.2911111
529.1500001756.350-1-1-1-1975.530-1-1001133.7800000
22:3LPE, 16:0LPC(Cl)530.1500000757.34-10-1-1-1975.91000001134.2500000
20:4LPG531.150000034:2PS758.340-1-1-2-1976.551-1-1-1-11134.81-2-1-2-1-1
22:2LPE532.1700000759.32-1-1-10-1976.88000001135.79-11001
20:3LPG533.170000034:1PS760.3111110977.5400-1001136.81-10-100
22:1LPE534.23-10-2-1-1761.3200010977.97000001137.80-11111
20:2LPG535.220000034:0PS, 38:6PE762.3300-11-1978.57-100001138.7800010
C16:0S536.330000-1763.3400-11-1979.54000001139.54-1-1-100
20:1LPG537.320-100-138:5PE, 32:2PC(Cl)764.32-2-10-10980.57-10-1-1-11139.8102010
538.3100-1-1-2765.3300000981.57000001140.2600000
30:0DAG539.300000032:1PC(Cl), 38:4PE766.32-1-1-1-10982.58000001140.7911110
540.26001-10767.32-1-1201983.59001001141.7900000
541.200000032:0PC(Cl), 38:3PE768.33-1-1-100984.59-1-1-1-121142.8000000
542.190000036:4PG769.320-10-20984.99000001143.26-1-1-1-1-1
543.190000038:2PE770.34-1-1-1-2-1985.61112101143.8200000
20:4LPS, 17:0LPC(Cl)544.23111-1136:3PG771.33-1-100-1986.64-100001144.2611111
545.2200000772.34-1-100-1987.60001101144.8410000
20:3LPS546.240000036:2PG773.3320220988.63111011145.3711111
547.210000040:6PEp774.342132-1989.620-11111145.8600010
20:2LPS548.210000036:1PG775.3321120990.15000001146.4311111
549.210-1-1-1-1776.3522121990.61000001146.87000-1-1
20:1LPS550.290000-1777.3600101991.01000001147.5400000
551.26000-1033:2PC(Cl)778.3500000991.56000001147.8700000
20:0LPS, 18:3LPC(Cl)552.23-3-2-3-21779.3600-1-1-1991.97000001148.1811111
553.22-1000033:1PC(Cl)780.3600-1-1-1992.62000001148.8301010
18:2LPC(Cl)554.2500000781.3500000993.59000011149.1411111
22:6LPG555.241110033:0PC(Cl), 36:4PS782.3700-1-1-1994.59110111149.7900000
18:1LPC(Cl)556.1900000783.37-10-100995.59000031150.1600000
22:5LPG557.2000000784.3600-1-1-1996.59-2-10-121150.8400000
18:0LPC(Cl)558.2300000785.360-1-1-1-1997.59-1-1-1-131151.1800000
22:4LPG559.23000-1036:2PS786.3411110998.59-1-1-1-111151.8400000
560.21000-10787.3400000999.57000001152.2300000
22:3LPG561.230000036:1PS788.34-10-1001000.16000001152.85-23020
562.27000-10789.350000-11000.61-100001153.8000000
22:2LPG563.270000036:0PS, 40:6PE790.35000001001.58-10-1-101154.1811111
C18:0S564.320000-1791.35000001002.59000001154.8100000
32:1DAG565.310000034:2PC(Cl)792.34001021003.56000001155.7600000
566.290000-1793.35000001004.60-20-1001156.2300000
32:0DAG567.280010034:1PC(Cl)794.36-2-1-1-201005.13000001156.8011-111
22:6LPS568.1800000795.37-10-1-101005.58000001157.11-1-10-1-1
16:1LPI569.180000034:0PC(Cl)796.38-1-1-1001006.61-200111157.7701110
22:5LPS, 19:1LPC(Cl)570.190000038:4PG797.37121201007.59001001158.2400000
16:0LPI571.1800000798.37-1-1-1-101008.59000001158.84-1-1000
22:4LPS, 19:0LPC(Cl)572.301111138:3PG799.370010-11008.83111111159.8100000
573.3001110800.370101-21009.61-1-1-1001160.2400000
22:3LPS574.311111138:2PG801.372222-11010.03000001160.8500000
575.3111111802.3711-11-11010.63-100001161.3000000
22:2LPS576.3011111803.3722-1201011.63001111161.80-10000
577.2701111804.37000011012.65002201162.3500000
22:1LPS, 20:4LPC(Cl)578.2800000805.37-100001013.650010-11162.8411-111
579.280000135:2PC(Cl), 38:6PS806.36110-101014.680000-11163.7800000
20:3LPC(Cl)580.2500000807.36000-101015.660000-11164.8100000
581.240000035:1PC(Cl), 38:5PS808.40000001016.65-101001165.8100000
581.6200000809.40000-1-11017.10000001166.2400000
20:2LPC(Cl)582.230000038:4PS810.400-2-1-1-11017.62000001166.8200000
583.2300000811.4100-10-11018.13000001167.7700000
20:1LPC(Cl)584.24-1-1-1-1-138:3PS812.361111-11018.620-10001168.0911111
585.2510000813.37-1-1-10-11019.58001111168.8200000
586.31000-1138:2PS814.37000001020.590-10001169.8200000
587.3101111815.37000001020.93000001170.5000000
588.280000038:1PS, 36:4PC(Cl)816.38000001021.58000001170.8800000
589.2911111817.36000001022.60002021171.8200000
590.330110136:3PC(Cl)818.3900-1011023.58001031172.29-2-2-2-1-2
34:2DAG591.3200000819.37010001024.61-101011172.8111100
C20:0S592.350010136:2PC(Cl)820.38-1-1-1-101025.60001011173.1511011
34:1DAG593.330011040:6PG821.38000001026.63-1-10001173.7610010
594.320000036:1PC(Cl)822.38-1-1-1021027.63002101174.7800010
595.250000040:5PG823.3901-1121028.67000001175.760-1000
596.2300000824.38110001029.64-1-1-1001176.750-21-10
34:0DAG, 18:2LPI597.160000040:4PG825.39121201030.66001001177.770-21-10
598.2300000826.39000001031.01000001178.8100000
18:1LPI599.2200000827.39120201031.61-101111179.8300000
600.2911111828.39000101032.11000001180.8401011
18:0LPI601.2801100829.3911-1101032.64000011181.8410000
602.3001121830.39000001033.65000001182.8500000
603.2901111831.39000001034.61000101183.8300000
22:6LPC(Cl)604.290100140:7PS832.38110-111035.00000001184.8410100
605.280111134:2PI833.350-10001035.65000001185.3300000
22:5LPC(Cl)606.350000040:6PS, 37:2PC(Cl)834.37101111036.660-1-2-2-11185.8811011
607.320000-134:1PI835.360-20001037.65220101186.8500000
608.290011140:5PS836.36-10-1001038.6800-10-11187.2700000
609.271101034:0PI837.37000001039.672212-11187.8611111
22:3LPC(Cl)610.2700-10040:4PS838.38000001040.70000001188.42-1-1-1-1-1
611.2700000839.370000-11041.69-100-1-11188.8701111
612.280000-138:6PC(Cl), 40:3PS840.39000001042.72001001189.7900000
613.2911121841.39000001043.69001-1-11190.1600000
614.290000038:5PC(Cl)842.39000001044.08000001190.8000000
615.3001111843.39000001044.71-1-11001191.7800100
616.301110138:4PC(Cl), 40:1PS844.43121121045.63000001192.7900100
617.3100000845.4411-1011045.99000001193.8200100
618.36001-1-238:3PC(Cl)846.45030011046.65000001194.2200000
619.2900000847.45000011047.61000001194.8500000
30:1PA, 20:5LPI, 36:3DAG620.3900000848.45010111048.64-1-1-10-11195.8400000
C22:1S621.350000-1849.45000001049.64-1-1-1-101196.2200000
20:4LPI, 30:0PA, 36:2DAG622.360000-2850.44110111050.660-20001196.86-2-1-2-2-1
C22:0S623.3010100851.46000011051.65001001197.8800000
20:3LPI, 36:1DAG624.2900000852.43000011052.67-1-10-1-11198.87-1-1-100
Sheet1
&A
Page &P
PAF with Highlights
(Negative Mode Ionization, Six Data sets)
[Ca2+] (nM)
100 nM Platelet Activating Factor
-100
0
100
200
300
400
500
600
Time (s)
700
0
50
100
150
200
250
300
350
1
2
3
4
5
1
2
3
5
4
C*
* Data obtained from the AfCS Data Center
Sheet1
Set: Ligand Screen 2
Data Sets: ELC040302A, ELC040303A, ELC040309A, ELC040331A, ELC0400406A, ELC0400407A
Ligand: PAF
Transformation: Ranks
Instrument Mode: Negative
Date of Analysis: 04/26/2004
Time (min.)
Lipidm/z0.5271530V2V3V4V5V6V7V8V9V10V11V12V13V14V15V16V17V18V19V20V21V22V23V24V25V26V27V28V29V30V31V32V33V34V35V36V37V38V39V40V41V42V43V44V45V46V47V48V49V50V51V52V53V54V55V56V57V58V59V60V61V62V63V64V65V66V67
400.20-10000141517839.0717712.233000000151517909.87999.333000000151517559.5337356.733000000141515734.3216066.467000000151515217.3334445.833000000151515635.3674984.10-10000
401.20000001515189549005.933000000151519194.5338984.6000000151519187.4678963.0670000001515176938024.667000000151516585.66343.133000000151516861.8677204.667000000
402.22000001515173157281.6000000151517892.3337745.667000000151517724.67379.6000000151516221.66689.267000000151514918.0334648.933000000151515166.0335383.9000000
403.20110111515193069482.6000000151519548.3339260.4000000151519469.5339336.8000000151518476.69153.533011011151517208.4676984.2000000151517429.4677657.867000000
404.1800100151517821.87953.733000000151517808.8677714.733000000151517818.3337660.2000000151517070.5337712.4000000151516593.0676464.267000000151516474.66842.267000100
405.1800000151518148.0678222.40000001515181017989.733000000151518110.0677932.333000000151516620.17278.567000000151516124.45803.7330000001515160876341.933000000
406.1700000151515887.0675888000000151515663.45650.667000000151515949.0675592.867000000151514613.5335188.117000000151513993.5333881.433000000151514223.1334116.033000000
16:1LPA407.1600000151518095.2678046.867000000151517639.67632.2100000151517726.8677747.267000000151517439.5337215.733000000151517027.0676945.4000000151515658.0675638.133000000
408.1700000151515613.5335494.067000000151515203.9335258.933000000151515353.0675236.467000000151515195.44870.667000000151514093.7334022000000151513218.72954.467000000
16:0LPA409.1700000151519452.4679549.933000000151519521.1339513.2000000151519696.29638.6000000151519399.2679321.467000000151518888.0678966.4000000151518527.6678600.867000000
410.1800100151517217.4677154.133000000151517353.6677231.933000000151517343.0677352.4000000151517071.4336734.8000000151516359.26547.733100100151516163.7336159.9000000
411.18-20000151518457.8678481.333000000151518257.68145.8000000151518207.47962.2670-10000151516822.5337143.033000000151516861.0676598.0670-100001515159546150.867000000
412.2200000151518493.3338431.933000000151518069.0677641.667000000151517361.0677064.733000000151515474.1175792.8000000151515090.9335264000000151515034.8674666.5000000
413.1800000151519115.89086.6000000151519094.5339073.333000000151518940.68737.067000000151516864.7337581.8000000151516283.4676106.80000001515162396480.267000000
414.1800000151516588.0676479.4000000151516480.86612.2000000151516365.66228.733000000151514456.5335101.467000000151513633.8673252.4330000001515132933289.967000000
415.1700000151518914.89014.267000000151519004.88938.133000000151518881.8678762.667000000151517270.1337885.6000000151516698.6676556.7000000151516612.1336858.6000000
416.19-10000151516503.8676523.2000000151516319.1336468.333000000151516505.46375.1330-10000151514930.75569.067000000151513864.2334371.667000000151513666.7673518.2000000
417.19-10000151519262.29359.8000000151519264.5339224.067000000151519189.29075.20-10000151518622.49033.6000000151518204.9338154.733000000151518568.5338525.267000000
418.2000010151517118.6677233.133000000151517045.4677117.133000000151516844.4676974000010151516474.3336838.333000000151516123.9335927.467000000151516509.36370.6000000
419.1900000151518605.68674.933000000151518597.2678602.533000000151518919.5338787.467000000151518283.9338638000000151517699.0677639.533000000151517528.1677676.333000000
420.1900000151516591.86382.533000000151516386.2676407.067000000151516772.2676658.133000000151515896.2676277.667000000151514923.5335029.467000000151514839.85055.333000000
421.17000-10151519255.3339202.4000000151519321.69322.6000000151519574.89338.333000000151518593.4678817.6000000151518909.2678612.267000-1-101515180558208.2000100
14:1LPE422.19001001515170676906.667000000151517203.27252.7330000001515175097404.333000000151516651.6676920.667000000151516909.1336621.7000000151515979.4676253.8000100
423.2000000151518605.4678656.933000000151518482.88451.933100000151518680.1338435.2000000151517552.0677764.733000000151517682.8677552.8100000151517358.47370.067000000
14:0LPE424.20-100-10151517441.87346.80000001515175777583.8000000151517704.87440.8000000151516962.1337006000000151516665.9336346.1330-100-10151515971.1336310.733000000
425.2000100151518518.88497.4000000151518254.8678217000000151518203.9338033.8000000151516774.3676777.533000000151517043.4676865.533000000151516174.56139000100
426.2100000151516781.8676519.667000000151516166.0676296.467000000151516412.5336279000000151514679.9334512.833000000151514044.1334164.067000000151513191.5333569.6000000
427.2000000151518095.68043.6000000151517829.27746.2000000151517493.67429.4000000151515793.7676243.8000000151515132.6675020.533000000151515035.3675174.733000000
428.2000000151515609.8675412.867000000151515192.2675297.2000000151515121.8675246.2000000131413729.9623785.571000000151412521.7332464.5000000151512769.62699.667000000
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15:0LPE438.2100000151516825.9336678.333000000151517061.1336980.067000000151517061.27087.933000000151517126.46996.3000000151516261.0676133.167000000151515770.4675897.333000000
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16:1LPE450.22-10-1-11151519052.8678996.4000000151519366.3339164.8670-10-1-11151519106.49015000000151519218.89096.867000000151518430.28322.1000000151517942.3338016.933000000
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16:0LPE452.23-10-1-11151519190.29066.333000000151519600.9339361.20-10-1-11151518970.6678936.333000000151519292.1339114.4000000151518385.68340.133000000151517683.57832.267000000
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14:0LPG455.2300000151518702.5338740.867000000151518470.48467.4000000151518355.1338240.4000000151517478.7337370.8000000151516898.9336793.333000000151516942.4677181.8000000
456.24-3-1-101151516560.7336277.5330-1-1-1-10151516077.66015.733100010151515859.9335949.3330-10000151514718.9334510.767000000151513809.53335980-10000151513447.0674393.467100001
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17:1LPE464.2400000151516908.5336814.067000000151516880.8676810.533000000151516500.1336562.667000000151516959.86667.167000000151516401.9336466000000151515851.35863.933000000
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17:0LPE466.2500000151517157.7337049.733000000151517430.9337556.2000000151517422.87405.333000000151517510.6677357.533000000151516846.7336865.2000000151516940.8676922.533000000
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18:3LPE474.2400000151517564.4677627.667000000151517391.8677318.6000000151517139.0677073.2000000151517206.0337205.067000000151516620.0676873.467000000151516206.3336331.267000000
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18:2LPE476.21-2-1-1-1-11515181718087.8670-1-1000151518921.0678666.60-10-1-10151518262.68259000000151518632.3678542.93310000-1151517557.5337514.467000000151517263.6677345.8100000
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18:1LPE478.22-1-1-1-111515110909.610886.73300-1000151511112411021.5330-10-1-111515110995.411004.3330000001515111153.73311125.6670000001515110708.86710719.5330000001515110243.06710315.6100000
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18:0LPE480.24000-10151519054.28930.2000000151519394.49244.20000-10151519114.6679157.333000000151519861.7339669.6000000151519287.89233.8670000001515183468318.267000000
16:1LPG481.2200000151518803.4678796.067000000151518760.3338800.267100000151519063.2679060.2000000151519143.0678991.8000000151518649.8678592.667000000151518127.48102.067000000
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16:0LPG, 26:0DAG483.2100000151518525.6678422000000151518517.28465.81000001515188858979.2000000151518846.88644.467000000151518410.7338362.133000000151517977.0677986.267000000
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13:0LPC(Cl)488.35-10000151517835.3337847000000151517952.3337669.533000000151516950.8677039.6000000151516993.3336849.033000000151517375.0677409.9330-10000151516320.6336201000000
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19:1LPE492.25000-10151516790.9336628.3330000001515168076586.20000-101515164156451.3330000001515169266641.167000000151516405.6676521.467000000151515516.8675136.617000000
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16:1LPS, 19:0LPE494.2400000151517127.66833000000151516560.6676555000000151516607.46625.667000000151517038.6336761.1000000151517006.4677039.733000000151516059.85875.2000000
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20:5LPE498.220-1-100151518483.0678561.06700-1000151519158.3338922.2100-100151518753.88814.2000000151518780.287290000001515176627603.867000000151517453.1337667.333100000
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20:4LPE, 14:1LPC(Cl)500.22-10-2-111515110504.73310498.40000001515110965.66710800.2670-10-1-111515110563.06710524.6000-1001515110741.33310640.333000000151519903.69877.333100000151519656.69791.933100000
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20:3LPE, 14:0LPC(Cl)502.23-1-1-2-10151519938.6679895.3330000001515110380.53310133.5330-1-1-1-101515110096.66710046.667000-100151511019610092.467000000151519357.8679345.133000000151518920.29034.533100000
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20:2LPE504.27-10-2-101515185708525.2000000151519022.2678732.60-10-1-10151518727.9338845.667000000151518937.28826.533000000151518224.9338178.4100-100151517674.5337749.8100000
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20:1LPE506.28-1-1-1-11151519667.89606.2670000001515110085.0679875.4670-1-1-1-111515110053.810136.8670000001515110383.210255.8000000151519954.1339942.8000000151519071.4679031.8000000
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20:0LPE508.31000-1-1151517846.3337713.667000000151517885.8677743.5330000-10151517702.6677879.667000000151518120.1337768.33300000-1151517911.87949.6000000151517628.5337431.733000000
18:1LPG509.24-10-1-1-115151100799924.3330-10-1-1-11515110170.73310161.7331000001515110564.73310653.8670000001515110287.06710170.7330000001515110248102010000001515110020.410017.933000000
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18:0LPG, 28:0DAG511.2500001151517848.8677685.2000000151517593.9337760.7330000011515181048181.067000000151517221.47271.667000000151517633.2677592.033000000151517543.4677610.733000000
512.26-1-1-1-10151515529.2675175.2670-1-1-1-10151516086.26147.467000000151515830.66166.667000000151515681.5335500.9000000151515280.84995.2000000151515314.7335399.067100000
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515.2700000151516251.0676165000000151515970.3335984.667000000151515440.3335694.4000000151514688.1335230.933000000151513705.63402.8000000151513581.5673551.133000000
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18:1LPS522.300-1-1-20151519228.49152.667000000151519000.33388130000-101515189169084.533000000151519158.88815.267000000151518992.1339041.733000000151518460.7338267.46700-1-1-10
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18:0LPS, 22:6LPE524.25-10-1-111515110190.46710178.0670000001515110533.46710335.5330-10-1-111515110197.86710217.80000001515110363.26710262.067000000151519671.89695.467000000151519192.7339211.067100000
525.24-10-1-11151518697.88716.333000000151519075.7338895.1330-10-1-11151518518.48542.733000000151518674.3338481.467000000151517909.0677966.067000000151517537.7337514.8100000
22:5LPE526.24-10-1-10151519878.0679854.2670000001515110498.93310291.4670-10-1-10151519893.5339908.0670000001515110076.5339928.333000000151519168.89115.533100000151518851.2679041100000
527.25-3-2-1-1-1151518429.06783230-1-1100151519004.8678813.20-10-1-10151518227.28135.933000000151518427.1338024.20-1-1-10-1151517491.1337458.867100000151517205.47301.667100000
22:4LPE, 16:1LPC(Cl)528.25-10-1-11151519089.4679020.667000000151519833.29595.4670-10-1-11151519147.9339182.6000000151519336.7339241.0330000001515187218737.933000000151518135.28236100000
529.250-10-10151517528.8677419.73300-1000151518089.279560000-10151517459.87541.333000000151517410.9337057.3000000151516994.27146.667000000151516232.2676516.667100000
22:3LPE, 16:0LPC(Cl)530.26-10-202151519615.69551.4000000151519928.29702.80-10-1-11151519804.9339759.4000-111151519840.5339794.467000000151519260.1339271.6000000151518545.68621.8100000
20:4LPG531.26000-10151517803.6677857.4000000151518097.6677922.20000-10151518027.7338007.933000000151518089.9337770.8000000151517535.47557.333000000151516845.86916.933100000
22:2LPE532.2800-1-11151517879.3337863000000151518214.6678009.133000-1-11151518006.3338176.333000000151518393.2678275.067000000151517812.67821.867000000151516919.1337101.533000000
20:3LPG533.2700000151516728.3336729.133000000151516493.4676569.3330000001515169126884.467000000151516383.9336447.8000000151516414.5336445.867000000151515948.25874.8000000
22:1LPE534.34-100-10151518387.6678393.133000000151518625.8678411.4670000-10151518313.9338414.933000000151518553.88376.2670000001515181898189.8670-10000151517895.0677867.533000000
20:2LPG535.32000-10151517618.8677712.2670000001515175217350.2670000-10151517326.1337519.067000000151517154.4676946.3000000151517220.87222.267000000151517005.4677036.067000000
C16:0S536.431-1-1-101515111201.13311210.467000000151511110310972.933100000151511094410945.4671000001515110804.73310753.40000001515111074.611115.61000001515111007.7331082201-1-1-10
20:1LPG537.431-1-1-101515110625.73310639.5330000001515110442.86710228.61000001515110143.13310168.667100000151519795.1339715.60000001515110326.410406.66710000015151102729982.33301-1-1-10
538.421-1-1-20151519609.0679599000000151519418.89122.3330000-10151518989.28941.6000000151518726.0678608.733000000151519212.49280.133100000151519160.88843.06701-1-1-10
30:0DAG539.381-1-1-2-1151518021.0678119.333000000151517557.4677390.9330000-10151516976.3336908.533000000151516691.8676303.5330000-1-1151517219.3337403.333100000151517256.4676986.33301-1-100
540.3500000151516090.7336032.9330000001515158895974.667000000151515448.25535.2000000151515413.9335561.667000000151515336.85211.067000000151514807.6674863.067000000
541.
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