Table 1 in Profiling of secondary metabolites in root exudates of Arabidopsis thaliana

Table 1 Annotated compounds reproducibly detected by UPLC/ESI-QTOFMS in solid-phase extracted nutrient solution of hydroponically grown Arabidopsis thaliana Col-0. Nutrient solution was collected overaone-week period from six-week-old plants.
No.Compoundvl1tr [s]Elemental compositionQuantifier ion Typem / z# exchang. protons2Observed fragment ions upon CID3 m / z, precursor ion marked in bold1AdenosineS44C10H13N5O4[M+H] +268.105268, 1362GuanosineS46C10H13N5O5– – [M H]282.086282, 150, 1333UridineS41C9H12N2O6[M – H] –243.064243, 200, 153, 152, 140, 122, 11042 0 -DeoxyadenosineS46C10H13N5O3[M+H] +252.114252, 136, 1175ThymidineS77C10H14N2O5[M – H] –241.083241, 198, 151, 12562 0-O -MethyladenosineS64C11H15N5O4[M+H] +282.124282, 1367PheS75C9H11NO2[M+H] +166.093166, 149, 131, 120, 107, 1038TyrS42C9H11NO3[M+H] +182.084182, 165, 147, 136, 123, 119, 919TrpS144C11H12N2O2[M+H] +205.104205, 188, 159, 132103-Carboxy-1,2,3,4-tetrahydro-β- carbolineS187C12H12N2O2[M+H] +217.103217, 188, 173, 171, 144, 13211Pentahomo-MetI276C10H21NO2S[M+H] +220.14– a220, 174, 126, 10912Hexahomo-MetI327C11H23NO2S[M+H] +234.153234, 188, 140, 12313Pentahomo-Met S -OxideI86C10H21NO3S[M+H] +236.133236, 190, 172, 12614Hexahomo-Met S -OxideI164C11H23NO3S[M+H] +250.153250, 204, 186, 14015H-Phe-Gly-OHI99C11H14N2O3[M+H] +223.114223, 120, 10316H-Gly-Phe-OHI138C11H14N2O3[M+H] +223.11– a223, 177, 166, 12017H-Ile-Val-OHS,L114C11H22N2O3[M+H] +231.174231, 213, 185, 118, 8618H-Val-Ile-OHS,L135C11H22N2O3[M+H] +231.174231, 213, 185, 132, 86, 7219H-Leu-Val-OHS,L139C11H22N2O3[M+H] +231.174231, 213, 185, 118, 8620H-Val-Leu-OHS,L159C11H22N2O3[M+H] +231.174231, 213, 185, 132, 86, 7221H-Leu-Pro-OHS154C11H20N2O3[M+H] +229.153229, 116, 8622H-Leu-Tyr-OHS,L166C15H22N2O4[M+H] +295.175295, 277, 249, 182, 165, 136, 8623H-Tyr-Ile-OHS174C15H22N2O4[M+H] +295.175295, 278, 277, 250, 249, 136, 132, 130, 121, 11924H-Tyr-Leu-OHS192C15H22N2O4[M+H] +295.175295, 278, 277, 250, 249, 136, 132, 130, 121, 11925H-Phe-Val-OHI179C14H 20N2O3[M+H] +265.154265, 219, 120, 11826H-Val-Phe-OHI196C14H20N2O3[M+H] +265.154265, 219, 166, 120, 7227H-Ile-Ile-OHS,L185C12H24N2O3[M+H] +245.194245, 199, 132, 8628H-Leu-Ile-OHS,L199C12H24N2O3+ [M+H]245.194245, 199, 132, 8629H-Ile-Leu-OHS,L204C12H24N2O3[M+H] +245.194245, 199, 132, 8630H-Leu-Leu-OHS,L217C12H24N2O3[M+H] +245.194245, 199, 132, 8631H-Phe-Ile-OHS,L226C15H22N2O3[M+H] +279.174279, 262, 261, 233, 132, 120, 8632H-Ile-Phe-OHS,L235C15H22N2O3[M+H] +279.174279, 261, 233, 166, 120, 8633H-Phe-Leu-OHS,L247C15H22N2O3[M+H] +279.174279, 262, 261, 233, 132, 120, 8634H-Leu-Phe -OHS,L249C15H22N2O3[M+H] +279.174279, 261, 233, 166, 120, 86357-MeSO-Heptyl-CNI,L266C9H17NOS[M+H] +188.11– a188, 124, 107, 105, 96, 91, 82, 81, 79, 77, 65368-MeSO-Octyl-CNI,L323C10H19NOS[M+H] +202.130202, 138, 121, 110, 105, 96, 95, 93, 91, 82, 81, 79, 77, 65378-MeSO-Octyl-NCSS,L483C10H19NOS2[M+H] +234.100234, 175, 170, 161, 137, 136, 128, 122, 114,108, 69, 65, 55388-MeSO-Octyl-CO2HS,L296C10H20O3S[M+H] +221.121221, 203, 175, 139, 137, 121, 119, 111, 109, 95, 93398-MeSO-Octyl-CONH2I233C10H21NO2S[M+H] +220.142220, 203, 175, 139, 137, 121407-MeSO-Heptyl-NH2S61C8H19NOS[M+H] +178.132178, 161, 160, 114, 112, 97, 95418-MeSO-Octyl-NH2S,L133C9H21NOS[M+H] +192.142192, 175, 174, 128, 111, 109, 97428-MeS-Octyl-NH2I311C9H21NS[M+H] +176.152176, 159, 128, 111, 10343Indol-3-ylmethylamine (I3CH2NH2)S,L111C9H10N2[M+H-NH] + 3130.071b130, 128, 103, 77444-MeO-I3CH2NH2S192C10H12N2O[M+H-NH] + 3160.081b160, 148, 145, 132, 130, 117451-MeO-I3CH2NH2I,L223C10H12N2O[M+H-NH] + 3160.080b160, 145, 132, 128, 11746Indole-3-carbaldehyde (I3CHO)S289C9H7NO[M – H] –144.041144, 142, 126, 116, 115474-HO-I3CHOS307C9H7NO2– – [M H]160.042160, 158, 132, 131, 130, 114, 104, 10248Indole-3-carboxylic acid (I3CO2H)S,L284C9H7NO2[M+H] +162.062162, 144, 118496-(Malonyl-GlcO)-I3CO2HI,L194C18H19NO11[M-H-CO] – 2380.10– a424, 380, 338, 320, 218, 176, 175, 13250Unknown indole derivativeI391C10H9NO3[M+H] +192.07– a192, 177, 174, 161, 159, 148, 133, 132, 117,116, 105, 104512,3-DHBA 3- O -XylS,L176C12H14O8[M – H] –285.065285, 153, 109522,5-DHBA PentI,L153C12H14O8[M – H] –285.065285, 153, 152, 108No.Compoundvl1trElementalQuantifier ion# exchang. protons2Observed fragment ions upon CID3[s]compositionTypem / zm / z, precursor ion marked in bold539,10-Dihydrohydroxy-JA SulfateI222C12H20O7S– – [M H]307.092307, 227, 9754ConiferinI,L179C16H22O8[M+Na] +365.125387 ([M-H+FA] –), 341, 207, 17955SyringinI,L193C17H24O9[M+Na] +395.135417 ([M-H+FA] –), 209, 207,19456G(8- O -4)GI275/C20H24O7[M – H] –375.154375, 327, 195, 179, 16528157G(8- O -4)S GlycerolI188/C21H28O10[M – H] –439.166439, 391, 243, 19519258G(8-5)GI344C20H22O6O] – [M-H-H2339.123357 ([M – –), 339, 327, 324 H]59S(8-5)GI340C21H24O7[M-H-H O] - 2369.133387 ([M – H] –), 369, 357, 35460S(8-8)SI377C22H26O8[M – H] –417.162417, 402, 387, 181, 16661LariciresinolS,L337C20H24O6[M-H-329.143359 ([M – H] –), 344, 329, 192, 178, 175, 164, 160, 159CH O] – 262Lariciresinol HexI,L272C26H34O11[M – H] –521.206521, 359, 329, 192, 178, 175, 16063G(8- O -4)S(8-5)GI366/C31H36O11[M – H] –583.225583, 535, 505, 369, 357, 195, 16537964G(8- O -4)S(8-8)SI401/C32H38O12[M – H] –613.23– a613, 565, 535, 417, 402, 387, 195, 181, 165, 15041565G(8- O -4)G(8-8)S/G(8- O -4)S(8-8)GI407/C31H36O11[M – H] –583.22– a583, 535, 505, 387, 357, 195, 181, 180, 165, 15042166EsculetinS,L201C9H6O4[M – H] –177.022177, 149, 133, 121, 105, 93, 89, 81, 7767ScopoletinS,L268C10H8O4[M+H] +193.051191 ([M – H] –), 176, 148, 120, 10468EsculinS,L166C15H16O9[M – H] –339.075339, 177, 13369ScopolinI,L196C16H18O9[M-H+FA] –399.094399, 353, 207, 191, 17670Scopoletin Hex-PentI197C21H26O13[M – H] –485.136485, 191, 176, 14871Scopoletin Benzoyl-Hex-PentI329C28H30O14[M – H] –589.165589, 467, 191, 148, 12172G(8- O -4)ScopoletinI280C20H20O8[M – H] –387.113387, 339, 195, 191, 176, 165, 15073G(8- O -4)EsculetinI377C19H16O7[M – H] –355.082355, 337, 325, 179, 177, 17674S(8- O -4)EsculetinI370C20H18O8– – [M H]385.092385, 367, 355, 209, 177, 17675Scopoletin dehydrodimerI315C20H14O8[M – H] –381.062381, 366, 337, 325, 322, 321, 307, 30576Unknown oligolignolI300C41H46O20[M – H] –857.258857, 661, 485, 467, 389, 371, 341, 195, 193, 191, 176, 175, 16577G(8- O -4)FA SulfateI237/C20H22O11S[M – H] –469.084469, 389, 341, 275, 245, 203, 195, 19325678G(8-5)FAS358C20H20O7[M-H-H O] – 2353.103371, 353, 341, 338, 326, 322, 309, 297, 294, 282, 235, 19179G(8-5)FA SulfateI323C20H20O10S[M – H] –451.073451, 371, 353, 341, 338, 326, 309, 297, 294, 282, 267, 245, 9780FA dimerI242/C20H20O8– – [M H]387.114387, 339, 324, 309, 235, 220, 217, 203, 202, 176, 151, 13624981Didehydro-di(coumaroyl)spermidine SulfateI219C25H29N3O7S[M – H] –514.174516 ([M+H] +), 436, 419, 362, 348, 347, 291, 290, 265, 203, 202, 14582Kaempferol 3- O -Rha(1+2)Glc 7- O -RhaI,L228C33H40O19[M – H] –739.2111739, 593, 430, 284839,12,13-Trihydroxy-10(E),15(Z)- octadecadienoicS,L420C18H32O5[M – H] –327.224327, 309, 291, 239, 229, 221, 211, 185, 183, 177, 171acid849,12,13-Trihydroxyoctadec-10-enoic acidI,L445C18H34O5[M – H] –329.234329, 311, 293, 229, 211, 197, 193, 183, 171, 13985Fatty acid derivativeI634C18H30O4[M – H] –309.212309, 291, 273, 265, 24786Azelaoyl lysoPCI232/C17H34NO9P[M – H] –426.192428 ([M+H] +), 410, 258, 245, 184, 10424487C4H10O HexI162C10H20O6[M+Na] +259.124237 ([M+H] +), 163, 145, 127, 8588C4H10O Malonyl-HexI232C13H22O9[M+Na] +345.114345, 301, 25989C4H10O Hex-DeoxyHexI200C16H30O10[M – H] –381.186383 ([M+H]+), 309, 291, 273, 255, 237, 221, 147, 12990C4H10O Malonyl-Hex-DeoxyHexI255C19H32O13[M-H-CO] – 2423.196467 ([M – H] –), 423, 381, 277, 235, 217, 161, 159, 143, 113, 10191C7H9N5O HexI63C13H19N5O6[M – H] –340.135342 ([M+H] +), 180, 135, 11092C9H10O3 HexI198C15H20O8[M – H] –327.115327, 165, 147, 10193C12H16O5 HexI202C18H26O10[M – H] –401.14– a447 ([M-H+FA] –), 401, 255, 205, 161, 11394C7H14O4 Malonyl-HexI209C16H26O12[M-H-CO] – 2365.15– a409 ([M – H] –), 365, 323, 203, 161, 149, 143, 10195C12H16O6 HexI269/C18H26O11[M+Na] +441.144463 ([M-H+FA] –), 385, 241, 225, 179, 161, 153, 149, 143, 131, 11927996Unknown–326 /C12 H 16 O 6[M + Na] +279.081239 ([M + H-H O] +), 207, 179, 147, 119 233997C 14 H 28 O 5 Malonyl-HexI404C23 H40 O 13[M-H-CO] – 2479.25– a479, 437, 291, 16198C 18 H 19 N 5 O 7 SulfateI234C18 H 19 N 5 O 10 S[M – H] –496.086496, 374, 345, 294, 223, 150, 121, 9799Unknown secondary amineI63C 6 H 13 N[M + Na] +122.091100 ([M +H] +), 83, 55100Unknown–234C20 H 28 O 11[M – H] –443.156443, 291, 151, 145, 125, 107, 101101Unknown–182C21 H28 O 12[M – H] –471.156471, 291, 179, 163, 145, 143, 125, 123, 119, 113, 107, 101102Unknown–260C11 H 10 O 6[M – H] –237.043237, 222, 193, 178, 149, 134103Unknown–573C 28 H44 O 4[M + H] +445.333445, 427, 409, 391, 353, 339, 325, 313, 311, 285, 283, 271, 269, 215
Pent, pentoside; Hex, hexoside; DeoxyHex,
deoxyhexoside;
DHBA, dihydroxybenzoic acid; JA, jasmonic
acid; G, coniferyl alcohol; S,
sinapyl alcohol;
FA
,
ferulic acid; lysoPC, lysophosphatidylcholine. 1
verification level: S, chromatographic and mass spectral behavior as observed for an authenticated standard; I, putative structure deduced from interpretation of elemental composition, collision-induced dissociation mass spectra and online H / D exchange experiments; L, compound reported for A. thaliana in the literature, for references see Supplementary Table 2. 2 number of exchangeable protons as determined by on-line H/ D exchange: a number of exchangeable protons could not be unambigously determined
due to low intensity, b compound does not form any quasi-molecular
ion, number of exchangeable protons determined for the
[M + H-NH] + ion. For detailed information see
Supplementary
Table 3. 3
3 for details see Supplementary Table 4.