#METABOLOMICS WORKBENCH christofklab_ernst_s_20200219_132017 DATATRACK_ID:1926 STUDY_ID:ST001320 ANALYSIS_ID:AN002196 PROJECT_ID:PR000897 VERSION 1 CREATED_ON February 21, 2020, 10:19 am #PROJECT PR:PROJECT_TITLE GSK3 inhibits macropinocytosis and lysosomal activity through the Wnt PR:PROJECT_TITLE destruction complex machinery PR:PROJECT_SUMMARY Canonical Wnt signaling is emerging as a major regulator of endocytosis. Here we PR:PROJECT_SUMMARY report that mutation of Axin1, a tumor-suppressor part of the β-catenin PR:PROJECT_SUMMARY destruction complex, results in the activation of macropinocytosis in Alexander PR:PROJECT_SUMMARY hepatocellular carcinoma (HCC) cells. Axin1 binds Glycogen Synthase Kinase 3 PR:PROJECT_SUMMARY (GSK3), and we found that inhibition of GSK3 by Lithium chloride (LiCl), PR:PROJECT_SUMMARY CHIR99021 or dominant-negative GSK3 triggered macropinocytosis. GSK3 inhibition PR:PROJECT_SUMMARY caused a rapid increase in endolysosomes that was independent of new protein PR:PROJECT_SUMMARY synthesis. GSK3 inhibition or Axin1 mutation increased lysosomal activity, which PR:PROJECT_SUMMARY could be followed with tracers for active cathepsin D, β-glucosidase, and PR:PROJECT_SUMMARY ovalbumin degradation. Microinjection of LiCl into the blastula cavity of PR:PROJECT_SUMMARY Xenopus embryos caused a striking increase in dextran macropinocytosis. The PR:PROJECT_SUMMARY effects of GSK3 inhibition on macropinocytosis and protein degradation in PR:PROJECT_SUMMARY endolysosomes were blocked by the macropinocytosis inhibitors EIPA or IPA-2, PR:PROJECT_SUMMARY suggesting that the increased membrane trafficking drives lysosomal activity and PR:PROJECT_SUMMARY nutrient acquisition. PR:INSTITUTE University of California, Los Angeles PR:DEPARTMENT Biological Chemisty PR:LABORATORY De Robertis Lab PR:LAST_NAME De Robertis PR:FIRST_NAME Edward PR:ADDRESS 5-612A MRL PR:EMAIL ederobertis@mednet.ucla.edu PR:PHONE (310) 206-1401 #STUDY ST:STUDY_TITLE Examination of labeled glucose utilization in central carbon metabolism in HeLa ST:STUDY_TITLE cells post WNT stimulation ST:STUDY_TYPE In vitro ST:STUDY_SUMMARY HeLa cells were treated with media containing either vehicle or WNT in ST:STUDY_SUMMARY combination with UC13-glucose for 20 min or 60 min. ST:INSTITUTE University of California, Los Angeles ST:DEPARTMENT Biological Chemisty ST:LABORATORY Christofk Lab ST:LAST_NAME Christofk ST:FIRST_NAME Heather ST:ADDRESS 615 Charles E Young Drive South Los Angeles, CA 90095 ST:EMAIL hchristofk@mednet.ucla.edu ST:PHONE (310) 794-4248 #SUBJECT SU:SUBJECT_TYPE Cultured cells SU:SUBJECT_SPECIES Homo sapiens SU:TAXONOMY_ID 9606 #FACTORS #SUBJECT_SAMPLE_FACTORS: SUBJECT(optional)[tab]SAMPLE[tab]FACTORS(NAME:VALUE pairs separated by |)[tab]Raw file names and additional sample data SUBJECT_SAMPLE_FACTORS - HeLa-veh-20min-01 Treatment:vehicle | Treatment_Time(min):20 RAW_FILE_NAME=HeLa-veh-20min-01.RAW SUBJECT_SAMPLE_FACTORS - HeLa-veh-20min-02 Treatment:vehicle | Treatment_Time(min):20 RAW_FILE_NAME=HeLa-veh-20min-02.RAW SUBJECT_SAMPLE_FACTORS - HeLa-veh-20min-03 Treatment:vehicle | Treatment_Time(min):20 RAW_FILE_NAME=HeLa-veh-20min-03.RAW SUBJECT_SAMPLE_FACTORS - HeLa-veh-60min-01 Treatment:vehicle | Treatment_Time(min):60 RAW_FILE_NAME=HeLa-veh-60min-01.RAW SUBJECT_SAMPLE_FACTORS - HeLa-veh-60min-02 Treatment:vehicle | Treatment_Time(min):60 RAW_FILE_NAME=HeLa-veh-60min-02.RAW SUBJECT_SAMPLE_FACTORS - HeLa-veh-60min-03 Treatment:vehicle | Treatment_Time(min):60 RAW_FILE_NAME=HeLa-veh-60min-03.RAW SUBJECT_SAMPLE_FACTORS - HeLa-wnt-20min-01 Treatment:wnt | Treatment_Time(min):20 RAW_FILE_NAME=HeLa-wnt-20min-01.RAW SUBJECT_SAMPLE_FACTORS - HeLa-wnt-20min-02 Treatment:wnt | Treatment_Time(min):20 RAW_FILE_NAME=HeLa-wnt-20min-02.RAW SUBJECT_SAMPLE_FACTORS - HeLa-wnt-20min-03 Treatment:wnt | Treatment_Time(min):20 RAW_FILE_NAME=HeLa-wnt-20min-03.RAW SUBJECT_SAMPLE_FACTORS - HeLa-wnt-60min-01 Treatment:wnt | Treatment_Time(min):60 RAW_FILE_NAME=HeLa-wnt-60min-01.RAW SUBJECT_SAMPLE_FACTORS - HeLa-wnt-60min-02 Treatment:wnt | Treatment_Time(min):60 RAW_FILE_NAME=HeLa-wnt-60min-02.RAW SUBJECT_SAMPLE_FACTORS - HeLa-wnt-60min-03 Treatment:wnt | Treatment_Time(min):60 RAW_FILE_NAME=HeLa-wnt-60min-03.RAW #COLLECTION CO:COLLECTION_SUMMARY Extraction began by placing the 6-well dishes on ice and washing each well with CO:COLLECTION_SUMMARY 2mL of a 150 mM ammonium acetate solution (pH 7.4, 4°C). Post wash, metabolites CO:COLLECTION_SUMMARY were extracted from each well on dry ice with 500 μL of a (1:4) dH20, MeOH CO:COLLECTION_SUMMARY solution at -80°C. The samples were then incubated for 15 min at -80°C. CO:COLLECTION_SUMMARY Afterwards, the cells were scraped into solutions which were then transferred to CO:COLLECTION_SUMMARY eppitubes and spun down at 4°C for 10 min at 17,000g. The supernatants were CO:COLLECTION_SUMMARY transferred to new glass vials and dried with an EZ2-Elite lyophilizer CO:COLLECTION_SUMMARY (Genevac). These dried metabolites were then stored at -80°C until they could CO:COLLECTION_SUMMARY be run on the LC/MS. CO:SAMPLE_TYPE Cultured cells CO:STORAGE_CONDITIONS Described in summary #TREATMENT TR:TREATMENT_SUMMARY The cells were incubated with DMEM(no glucose) supplemented with 10% dialyzed TR:TREATMENT_SUMMARY FBS, 1% P/S, and 10 mM UC13-glucose with either vehicle (0.1% BSA in dH20) or TR:TREATMENT_SUMMARY wnt (100ng/mL) added. Cells were treated for either 20 min or 60 min with each TR:TREATMENT_SUMMARY treatment group having a vehicle matched time control. #SAMPLEPREP SP:SAMPLEPREP_SUMMARY Extraction began by placing the 6-well dishes on ice and washing each well with SP:SAMPLEPREP_SUMMARY 2mL of a 150 mM ammonium acetate solution (pH 7.4, 4°C). Post wash, metabolites SP:SAMPLEPREP_SUMMARY were extracted from each well on dry ice with 500 μL of a (1:4) dH20, MeOH SP:SAMPLEPREP_SUMMARY solution at -80°C. The samples were then incubated for 15 min at -80°C. SP:SAMPLEPREP_SUMMARY Afterwards, the metabolite solutions were transferred to eppitubes and spun down SP:SAMPLEPREP_SUMMARY at 4°C for 10 min at 17,000g. The supernatants were transferred to new vials SP:SAMPLEPREP_SUMMARY and dried with an EZ2-Elite lyophilizer (Genevac). These dried metabolites were SP:SAMPLEPREP_SUMMARY then stored at -80°C until they could be run on the LC/MS. SP:EXTRACT_STORAGE -80℃ #CHROMATOGRAPHY CH:CHROMATOGRAPHY_SUMMARY Samples were run on a Vanquish (Thermo Scientific) UHPLC system with mobile CH:CHROMATOGRAPHY_SUMMARY phase A (5mM NH4AcO, pH 9.9) and mobile phase B (ACN) at a flow rate of 200 CH:CHROMATOGRAPHY_SUMMARY µL/min on a Luna 3 um NH2 100A (150 × 2.0mm) at 40°C with a gradient going CH:CHROMATOGRAPHY_SUMMARY from 15% A to 95% A in 18 min followed by an 11 minute isocratic step. CH:CHROMATOGRAPHY_TYPE HILIC CH:INSTRUMENT_NAME Thermo Vanquish CH:COLUMN_NAME Phenomenex Luna NH2 (150 x 2.1mm, 3um) CH:FLOW_GRADIENT 15% A to 95% A in 18 min followed by an 11 minute isocratic step CH:FLOW_RATE 200 µL/min CH:COLUMN_TEMPERATURE 40 CH:SOLVENT_A 5mM NH4 acetate pH 9.9 CH:SOLVENT_B acetonitrile #ANALYSIS AN:ANALYSIS_TYPE MS #MS MS:INSTRUMENT_NAME Thermo Q Exactive Orbitrap MS:INSTRUMENT_TYPE Orbitrap MS:MS_TYPE ESI MS:ION_MODE UNSPECIFIED MS:MS_COMMENTS Method runs in polarity switching mode. Features were assigned via MzMine 2 and MS:MS_COMMENTS an in house list of MS1 and RT times. #MS_METABOLITE_DATA MS_METABOLITE_DATA:UNITS MS1 AUC integration MS_METABOLITE_DATA_START Samples HeLa-veh-20min-01 HeLa-veh-20min-02 HeLa-veh-20min-03 HeLa-veh-60min-01 HeLa-veh-60min-02 HeLa-veh-60min-03 HeLa-wnt-20min-01 HeLa-wnt-20min-02 HeLa-wnt-20min-03 HeLa-wnt-60min-01 HeLa-wnt-60min-02 HeLa-wnt-60min-03 Factors Treatment:vehicle | Treatment_Time(min):20 Treatment:vehicle | Treatment_Time(min):20 Treatment:vehicle | Treatment_Time(min):20 Treatment:vehicle | Treatment_Time(min):60 Treatment:vehicle | Treatment_Time(min):60 Treatment:vehicle | Treatment_Time(min):60 Treatment:wnt | Treatment_Time(min):20 Treatment:wnt | Treatment_Time(min):20 Treatment:wnt | Treatment_Time(min):20 Treatment:wnt | Treatment_Time(min):60 Treatment:wnt | Treatment_Time(min):60 Treatment:wnt | Treatment_Time(min):60 triflate 740000000.00 805000000.00 831000000.00 812000000.00 910000000.00 892000000.00 770000000.00 901000000.00 762000000.00 841000000.00 914000000.00 921000000.00 lactate 465471684.50 349942922.10 328189913.30 475612867.90 568416161.30 413571261.60 641570260.80 632609947.10 519300318.50 862498044.30 748949225.60 736625318.10 fumarate 24629725.88 20331506.88 24865391.20 20630026.81 22945642.06 20852399.05 21487294.58 27471617.33 24124864.97 22011334.55 25497366.03 24419215.41 succinate 130747846.60 97217647.54 92682634.18 101729533.70 173989117.10 151815362.20 127570449.00 125460533.40 123345534.10 114932577.10 182406194.70 177110035.50 taurine 1360896715.00 1502464711.00 1567806074.00 1513374766.00 1622229947.00 1600479234.00 1082215455.00 1567806074.00 1437133262.00 1317417595.00 1567813510.00 1709356722.00 L-aspartic acid 990743687.50 1078233244.00 1119481492.00 675423925.40 700715877.20 688486272.90 856165464.50 1099379779.00 1020833631.00 538504030.60 651481918.50 672474931.20 malate 383206489.90 383263569.20 404208962.10 314789741.80 368699431.10 330111181.30 351751952.90 467779006.30 424853546.60 349746225.80 390266988.80 420396338.30 phosphorylethanolamine 254062.34 0.00 202187.80 337189.74 434398.32 0.00 0.00 312894.15 254053.16 0.00 316472.43 430953.71 L-glutamine 7952017809.00 7705355281.00 7780151300.00 8230255514.00 9184237561.00 8177202660.00 8294744527.00 9817027957.00 8659332452.00 10438598525.00 10449178560.00 11146143176.00 L-glutamic acid 1990484737.00 2150743537.00 2236545608.00 2022523974.00 2150898811.00 2043757491.00 1776237224.00 2354101619.00 2172210544.00 1808384462.00 2086850961.00 2236363576.00 hydroxyglutaric acid 267009905.00 231827574.00 167711830.60 235036869.30 394176033.90 258491442.50 892916969.30 605649188.40 442235634.00 928292858.80 618532992.10 629200776.40 L-methionine 539642664.40 494753120.50 493628057.30 544080147.20 654060157.50 559824755.80 555224070.40 674185755.70 572062357.20 758389743.30 747057509.50 800916174.30 L-histidine 472586051.40 447668013.10 456314802.50 483407142.20 583187330.30 527901095.50 495315383.70 589652615.90 512853841.30 664399528.50 661289325.10 690440729.10 uric acid 5207647.46 5336144.04 5855744.39 6582196.89 10308648.80 6833687.47 9592052.54 11510121.86 9863786.90 17211397.18 14306973.90 12585834.19 fructose 86213604.17 75077616.09 54019029.99 85048116.65 102875257.20 62047365.55 111456358.10 90108051.71 118948545.00 147193782.20 124965400.80 141579393.80 glucose 1893878316.00 1414664675.00 911642452.20 1668181732.00 2157122336.00 1467065997.00 2299881360.00 1666992885.00 2266179440.00 2685140358.00 2647655800.00 2739989474.00 L-tyrosine 1013709129.00 976676585.70 960323275.90 1032415496.00 1203033967.00 1052081070.00 1093693621.00 1281179572.00 1125156745.00 1381888265.00 1381678187.00 1425729975.00 sorbitol / mannitol 603058604.80 555585970.40 521731053.00 605973221.50 756149805.10 634986462.60 769542839.20 859701709.40 691718415.90 1046100448.00 938061615.70 983158051.80 L-homocysteic acid 2279495.80 2126437.09 1615921.22 1788351.78 2540470.48 2514127.06 1907229.12 2572506.36 2329962.26 3099108.58 2256823.77 2513987.01 phospho-serine 1445496.20 2134612.65 2181988.53 1086470.97 3099509.94 3225953.63 817097.37 2481345.76 1911422.60 1419301.57 3642341.97 3952373.07 3-phosphogylcerate/2-phosphogylcerate 1106903.42 1235810.87 1696807.23 2159545.67 1733450.82 1358932.49 1149342.47 1492051.49 1530212.04 1903012.67 2095766.55 2547902.15 citrate/isocitrate 60107763.09 52198995.61 50120819.22 62099004.60 71467926.55 57236074.87 80742943.41 83420744.88 69827494.23 109695994.70 92512834.62 92124191.02 L-tryptophan 435148922.10 414615796.50 418138470.90 436366129.80 525405552.80 454567585.60 464858270.30 564065801.60 481652477.00 602752793.00 581302726.50 647209240.30 phosphocreatine 42865666.36 47440728.30 49674791.41 48660448.68 51284748.28 56510839.17 34821640.40 50236743.39 48413688.39 42201814.40 56344951.02 58343429.40 hexose-phosphate 26981932.67 28069199.16 30303621.99 22457414.64 26091447.64 27734477.78 25193448.20 33721791.51 31731912.78 25686460.39 25740437.59 27434879.92 6-phosphogluconic-acid 29870869.29 32183725.87 34713340.77 28065942.24 30887825.49 30479783.29 24475320.84 36545997.07 31363338.21 24632886.42 33187328.27 32287842.42 stearic-acid 967922517.20 1095968292.00 866606029.90 848457975.40 916034550.90 875745055.60 1418110853.00 985739337.80 1217293922.00 1132728865.00 1234208329.00 1122359161.00 sedoheptulose-7-phosphate 4343106.93 4115131.29 4551810.71 3590984.56 4703504.18 4526368.90 2268079.01 3261800.03 4460505.93 3486980.66 5201243.32 5003516.91 AMP 3714878.89 4582435.46 5956481.05 2828924.90 3041572.52 3966032.75 4005831.69 5210837.74 5019212.60 3115494.37 3868421.07 5052141.50 CDP 1780291.43 2043537.84 2540928.19 3350232.09 2154660.03 1050258.41 1992878.87 4078107.19 3682196.48 2745215.33 1270664.57 4281497.64 ADP 29385384.68 31862779.46 38442741.70 39657453.70 28986836.13 30011666.53 26080832.45 49762819.88 40052150.95 38949993.08 32720946.52 52722763.56 folic acid 6832099.66 3589660.54 3307636.19 4068147.80 7785078.43 3355414.76 11467511.80 10756566.60 9239413.69 13646616.85 10423897.59 12784013.32 CTP 6049157.27 6894897.98 6627646.11 7045479.55 7576682.04 7346781.51 5035903.13 5791218.74 6272548.68 5073465.14 6939643.78 7418419.54 UTP 9166883.26 9696403.64 10312794.51 8457644.17 10900548.18 7875746.36 5759762.57 10055171.21 9260827.38 7993299.96 9410444.97 9026463.42 UDP-N-acetyl-glucosamine 27886945.89 29671839.71 32805995.53 21706971.12 24371328.20 22516273.17 18835555.14 33090221.70 29158122.58 20817167.18 24852112.12 27766513.03 dihydroxyacetone-phosphate 0.00 639526.80 972524.86 0.00 539834.31 401060.05 315081.95 327083.91 353518.14 391157.42 1276032.27 1444649.63 ribose-5-phosphate 0.00 0.00 0.00 766178.21 347083.41 0.00 0.00 0.00 1105984.89 0.00 0.00 272091.73 glycine 46174901.40 42562094.19 42562094.19 45756827.65 47714890.10 43798765.21 39367360.73 48546337.06 45251896.75 46383490.08 49276689.39 57724765.70 choline 160470702.20 142428964.10 139258317.90 153050489.60 222098888.40 173265523.80 223212325.70 238065819.70 183901258.60 310386215.40 288002052.00 271074467.70 L-serine 106203698.00 107651476.80 105933420.40 114983549.40 126181325.50 116424903.70 108346063.40 134168990.00 110756498.00 135841901.90 143487957.80 150139701.90 hypotaurine 29534180.22 31272257.06 31381403.63 29751845.61 34962690.20 29321534.07 19324629.30 29968031.00 26820258.77 21495935.96 30297068.96 33003861.27 creatinine 502895524.90 468988271.10 639507602.40 416075933.90 614078315.10 488048705.20 739069512.40 1001614336.00 624688457.90 929632339.70 429856665.60 658531136.00 L-proline 413265059.00 435646745.20 471930084.40 437806072.90 474042811.30 460141158.40 342939259.70 475040923.90 446291931.30 401557684.30 452659237.70 522973386.70 L-valine 1000463511.00 926078255.60 915206544.20 989961002.30 1171998406.00 1031746208.00 1065533849.00 1182845132.00 1065522398.00 1321287375.00 1299997808.00 1342888878.00 L-threonine 435248082.80 418339062.00 426793572.40 454261366.40 499678606.30 446884740.80 447873659.00 512374419.30 456360946.60 550363526.70 551464823.80 579935583.30 hydroxyproline 36304301.53 38435651.36 38751168.86 38205422.59 43009572.02 41201110.26 36732531.52 43882724.61 43444770.41 45467740.33 47936009.50 52422727.16 L-leucine/ L-isoleucine 3892796517.00 3391050644.00 3448852388.00 4053481791.00 4585452180.00 3945297773.00 4000974474.00 4206182929.00 4217409169.00 4847339257.00 4967824156.00 5126420746.00 L-asparagine 6361748.00 6954437.29 6851964.07 5245569.29 5314450.40 4042257.06 5456829.43 6600288.47 5928564.34 4359436.29 4938826.17 5149827.08 ornithine 3670117.80 3255465.02 3120761.71 3634626.72 4771862.99 3334829.00 4876080.94 5442148.94 4008931.09 6324322.92 6016833.40 5653037.63 L-lysine 187990470.20 149966322.30 134403920.40 171108840.20 239135306.40 188342315.10 264457520.70 262766021.30 213816837.60 343633693.80 321427504.80 290825552.50 carnitine 399489951.90 431003734.50 452918768.60 375412704.80 416826469.70 384165246.90 333967195.50 480208157.40 432195786.20 356805624.20 352462493.50 446429639.00 pyridoxine 310859602.90 233533779.20 234852160.90 288804055.20 392466102.70 297686624.00 496940372.80 464095530.10 394586973.20 639494077.20 444836801.80 528160770.40 methyl-histidine 22785417.59 20479129.09 23561733.88 24413974.17 27985830.50 25651648.42 25832840.85 32172177.07 26943341.32 32286146.53 32555297.15 36719644.89 L-arginine 274400622.60 216663039.00 204690502.30 260171683.80 350588165.90 278731062.20 379999174.50 375639556.50 327683758.60 511755434.20 462722497.40 445429917.30 citrulline 10469193.99 8658708.02 9151001.18 9844937.44 12128741.41 9673183.57 10970427.58 14312543.30 11709556.61 13668902.58 14012387.12 15846774.96 phospho-choline 621891689.90 670214485.40 687526125.70 686232541.80 702295529.40 646770659.30 524517554.40 759041005.50 653129350.20 591004120.70 701331931.00 754808488.90 acetyl-carnitine 146270532.40 131345697.70 164981397.20 158320140.90 172338609.80 156682146.30 135852759.70 181846108.00 154082559.40 163202675.30 157671854.20 190003697.60 propionyl-carnitine 33840549.90 31830220.21 36967729.43 47019377.92 54390586.81 48136227.75 32276960.14 44785678.25 37191099.40 53720476.91 54613956.77 61538425.73 cystathionine 1829054.05 1609927.24 1957928.29 1873970.46 1833861.36 1430320.76 879180.99 2005968.54 1625765.21 1060959.00 1891581.26 1437281.37 glycero-phospho-choline 359753369.50 364415315.40 387705860.40 388826466.80 399996796.90 380982213.10 295545895.60 403303950.10 373265245.00 341075466.60 418824386.00 434347796.30 5'-methylthioadenosine 18004265.48 16775607.04 22978711.08 18654036.57 26418322.03 27948172.40 14700951.17 27328495.25 19765587.28 25308578.36 16167127.70 24425841.28 GSH 302516159.40 395984358.30 486214872.70 386165541.50 446578339.70 495617688.40 205163095.00 459875851.30 400969227.80 274489586.10 332022780.30 440552144.50 S-adenosyl-methionine 18439033.78 22078758.66 23985061.35 29612989.87 32340080.35 34607324.16 15125417.51 21930681.61 22775554.66 24161141.26 30445306.63 34033752.78 GSSH 36502651.07 43034608.97 34151311.26 32732475.21 40896970.61 35736392.04 32391986.18 40182159.49 32191008.62 34585322.49 45285156.39 42755133.19 NAD+ 7364831.73 8323590.10 10406770.91 8559778.25 9472385.52 9504469.36 6230515.72 10065498.94 7895140.88 7669624.00 8924050.56 10206750.63 L-kynurenine 0.00 0.00 0.00 674648.52 262362.18 0.00 0.00 0.00 619963.03 0.00 0.00 880997.69 MS_METABOLITE_DATA_END #METABOLITES METABOLITES_START metabolite_name formula quantitated m/z retention times (min) polarity lactate C3H6O3 89.0244 10.5 -1 fumarate C4H4O4 115.0037 18 -1 succinate C4H6O4 117.0193 18 -1 taurine C2H7NO3S 124.0074 8.17 -1 L-aspartic acid C4H7NO4 132.0302 14.34 -1 malate C4H6O5 133.0142 18 -1 L-glutamine C5H10N2O3 145.0619 8.15 -1 L-glutamic acid C5H9NO4 146.0459 14.63 -1 hydroxyglutaric acid C5H8O5 147.0299 17.9 -1 L-methionine C5H11NO2S 148.0438 6.53 -1 L-histidine C6H9N3O2 154.0622 8.67 -1 uric acid C5H4N4O3 167.0211 15.88 -1 dihydroxyacetone-phosphate C3H7O6P 168.9908 24.55 -1 glucose C6H12O6 179.0561 4.91 -1 fructose C6H12O6 179.0561 4.36 -1 L-tyrosine C9H11NO3 180.0666 8.22 -1 sorbitol / mannitol C6H14O6 181.0718 4.69 -1 L-homocysteic acid C4H9NO5S 182.0129 8.29 -1 phospho-serine C3H8NO6P 184.0017 14.3 -1 3-phosphogylcerate/2-phosphogylcerate C3H7O7P 184.9857 21.7 -1 citrate/isocitrate C6H8O7 191.0197 21.5 -1 L-tryptophan C11H12N2O2 203.0826 6.66 -1 ribose-5-phosphate C5H11O8P 229.0119 18.2 -1 hexose-phosphate C6H13O9P 259.0224 17.99 -1 6-phosphogluconic-acid C6H13O10P 275.0174 18.69 -1 stearic-acid C18H36O2 283.2643 5.47 -1 sedoheptulose-7-phosphate C7H15O10P 289.033 16.09 -1 AMP C10H14N5O7P 346.0558 16.62 -1 CDP C9H15N3O11P2 402.0109 19.58 -1 ADP C10H15N5O10P2 426.0221 23.5 -1 folic acid C19H19N7O6 440.1324 25.45 -1 CTP C9H16N3O14P3 481.9772 22.86 -1 UTP C9H15N2O15P3 482.9613 26.72 -1 UDP-N-acetyl-glucosamine C17H27N3O17P2 606.0743 18.93 -1 phosphorylethanolamine C2H8NO4P 140.0118 15.4 -1 phosphocreatine C4H10N3O5P 210.0285 16.6 -1 L-serine C3H7NO3 106.0499 8.58 1 hypotaurine C2H7NO2S 110.027 7.48 1 creatinine C4H7N3O 114.0662 3 1 L-proline C5H9NO2 116.0706 6.08 1 L-valine C5H11NO2 118.0863 6.42 1 L-threonine C4H9NO3 120.0655 8.24 1 hydroxyproline C5H9NO3 132.0655 6.6 1 L-leucine/ L-isoleucine C6H13NO2 132.1019 5.47 1 L-asparagine C4H8N2O3 133.0608 8.86 1 ornithine C5H12N2O2 133.0972 9.2 1 L-lysine C6H14N2O2 147.1128 9.53 1 carnitine C7H16NO3 162.1125 5.76 1 pyridoxine C8H11NO3 170.0812 5.31 1 methyl-histidine C7H11N3O2 170.0924 7.08 1 L-arginine C6H14N4O2 175.119 8.67 1 citrulline C6H13N3O3 176.103 7.94 1 acetyl-carnitine C9H17NO4 204.123 4.55 1 L-kynurenine C10H12N2O3 209.0921 6.52 1 propionyl-carnitine C10H19NO4 218.1387 4.12 1 cystathionine C7H14N2O4S 223.0747 13.8 1 glycero-phospho-choline C8H20NO6P 258.1101 5.85 1 5'-methylthioadenosine C11H15N5O3S 298.0968 2.72 1 GSH C10H17N3O6S 308.0911 17.15 1 S-adenosyl-methionine C15H22N6O5S 399.1445 6.9 1 GSSH C20H32N6O12S2 613.1592 20.4 1 NAD+ C21H27N7O14P2 664.1164 13.55 1 choline C5H13NO 104.1075 7.15 1 phospho-choline C5H14NO4P 184.0733 13.7 1 triflate CHF3O3S 148.9526 4.5 -1 glycine C2H5NO2 76.0393 7.72 1 METABOLITES_END #END