ACCESSION: MSBNK-RIKEN-PR309144
RECORD_TITLE: N-Fructosyl pyroglutamate; 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$NAME: N-Fructosyl pyroglutamate
CH$COMPOUND_CLASS: N-Fructosyl amino acids
CH$FORMULA: C₁₁H₁₇NO₈
CH$EXACT_MASS: 291.256
CH$SMILES: O=C(O)C1N(C(=O)CC1)CC2(O)(OC(CO)C(O)C2(O))
CH$IUPAC: InChI=1S/C11H17NO8/c13-3-6-8(15)9(16)11(19,20-6)4-12-5(10(17)18)1-2-7(12)14/h5-6,8-9,13,15-16,19H,1-4H2,(H,17,18)
CH$LINK: INCHIKEY VMOJEEZNLOLYBG-UHFFFAOYSA-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 1.78
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 290.0872

PK$SPLASH: splash10-004i-0960000000-4c1a537a7c06f49b32bd
PK$NUM_PEAK: 23
PK$PEAK: m/z int. rel.int.
  84.04129 17.0 10
  128.03554 1642.0 999
  128.80402 18.0 11
  154.04796 25.0 15
  168.05894 16.0 10
  168.06944 16.0 10
  170.04578 46.0 28
  182.04089 16.0 10
  200.05717 444.0 270
  201.0585 159.0 97
  202.0645 16.0 10
  212.05972 64.0 39
  214.06544 17.0 10
  224.05679 23.0 14
  230.06874 20.0 12
  230.08604 20.0 12
  254.06148 16.0 10
  254.07097 19.0 12
  272.08423 55.0 33
  274.07642 16.0 10
  289.98163 16.0 10
  290.07083 34.0 21
  290.08792 303.0 184
//