ACCESSION: MSBNK-RIKEN-PR309142
RECORD_TITLE: N-Fructosyl gamma-glutamyl-S-(1-propenyl)cysteine sulfoxide; LC-ESI-QTOF; MS2
DATE: 2019.03.28
AUTHORS: Tetsuya Mori, Center for Sustainable Resource Science, RIKEN
LICENSE: CC BY-NC-SA
PUBLICATION: Tsugawa H., Nakabayashi R., Mori T., Yamada Y., Takahashi M., Rai A., Sugiyama R., Yamamoto H., Nakaya T., Yamazaki M., Kooke R., Bac-Molenaar JA., Oztolan-Erol N., Keurentjes JJB., Arita M., Saito K. (2019) "A cheminformatics approach to characterize metabolomes in stable-isotope-labeled organisms" Nature Methods 16(4):295-298. [doi:10.1038/s41592-019-0358-2]
COMMENT: Annotation level-3

CH$NAME: N-Fructosyl gamma-glutamyl-S-(1-propenyl)cysteine sulfoxide
CH$COMPOUND_CLASS: N-Fructosyl peptides
CH$FORMULA: C₁₇H₂₈N₂O₁₁S
CH$EXACT_MASS: 468.479
CH$SMILES: C\C=C\S(=O)CC(NC(=O)CCC(NCC1(O)OCC(O)C(O)C1O)C(O)=O)C(O)=O
CH$IUPAC: InChI=1S/C17H28N2O11S/c1-2-5-31(29)7-10(16(26)27)19-12(21)4-3-9(15(24)25)18-8-17(28)14(23)13(22)11(20)6-30-17/h2,5,9-11,13-14,18,20,22-23,28H,3-4,6-8H2,1H3,(H,19,21)(H,24,25)(H,26,27)/b5-2+
CH$LINK: INCHIKEY WROKSUMDFCBDIW-GORDUTHDSA-N

AC$INSTRUMENT: LC, Waters Acquity UPLC System; MS, Waters Xevo G2 Q-Tof
AC$INSTRUMENT_TYPE: LC-ESI-QTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE NEGATIVE
AC$MASS_SPECTROMETRY: COLLISION_ENERGY 6V
AC$MASS_SPECTROMETRY: DESOLVATION_GAS_FLOW 800/h
AC$MASS_SPECTROMETRY: DESOLVATION_TEMPERATURE 450 C
AC$MASS_SPECTROMETRY: IONIZATION ESI
AC$CHROMATOGRAPHY: CAPILLARY_VOLTAGE +3.00 kV
AC$CHROMATOGRAPHY: COLUMN_NAME Acquity bridged ethyl hybrid C18 (1.7 um, 2.1 mm * 100 mm, Waters)
AC$CHROMATOGRAPHY: COLUMN_TEMPERATURE 40 C
AC$CHROMATOGRAPHY: FLOW_GRADIENT A/B = (99.5%/0.5% at 0 min, 99.5%/0.5% at 0.1 min, 20%/80% at 10 min, 0.5%/99.5% at 10.1 min, 0.5%/99.5% at 12.0 min, 99.5%/0.5% at 12.1 min, 99.5%/0.5% at 15.0 min)
AC$CHROMATOGRAPHY: FLOW_RATE 0.3 ml/min at 0 min, 0.3 ml/min at 10 min, 0.4 ml/min at 10.1 min, 0.4 ml/min at 14.4 min, 0.3 ml/min at 14.5 min
AC$CHROMATOGRAPHY: RETENTION_TIME 1.84
AC$CHROMATOGRAPHY: SOLVENT A water including 0.1% formic acid
AC$CHROMATOGRAPHY: SOLVENT B acetonitrile including 0.1% formic acid

MS$FOCUSED_ION: PRECURSOR_TYPE [M-H]-
MS$FOCUSED_ION: PRECURSOR_M/Z 467.1332

PK$SPLASH: splash10-06di-0974600000-41bdd9d9cd523343c000
PK$NUM_PEAK: 22
PK$PEAK: m/z int. rel.int.
  128.03444 97.0 513
  168.09972 16.0 85
  171.07414 160.0 846
  171.08372 27.0 143
  176.03944 20.0 106
  177.04425 21.0 111
  200.05554 55.0 291
  200.064 23.0 122
  212.05649 19.0 100
  215.07396 19.0 100
  242.97606 23.0 122
  243.09792 16.0 85
  244.10289 20.0 106
  285.11505 23.0 122
  287.09088 16.0 85
  290.08316 52.0 275
  305.07486 50.0 264
  305.08875 75.0 396
  333.14615 22.0 116
  377.08719 20.0 106
  467.12225 56.0 296
  467.13885 189.0 999
//