MassBank Record: MSJ00189

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1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine; MALDI-QITTOF; MS2; POSITIVE; [M+H]+; RID

Mass Spectrum
Chemical Structure
Generated by the Chemistry Development Kit (http://github.com/cdk)

ACCESSION: MSJ00189
RECORD_TITLE: 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine; MALDI-QITTOF; MS2; POSITIVE; [M+H]+; RID
DATE: 2020.01.25
AUTHORS: Hidenori Takahashi, Mass Spectrometry Research Laboratory, Shimadzu Corporation, 1 Nishinokyo-Kuwabaracho Nakagyo-ku, Kyoto, 604-8511, Japan.
LICENSE: CC BY
COPYRIGHT: Hidenori Takahashi, Mass Spectrometry Research Laboratory, Shimadzu Corporation, 1 Nishinokyo-Kuwabaracho Nakagyo-ku, Kyoto, 604-8511, Japan.
PUBLICATION: Hidenori Takahashi, Yuji Shimabukuro, Daiki Asakawa, Shosei Yamauchi, Sadanori Sekiya, Shinichi Iwamoto, Motoi Wada, Koichi Tanaka, "Structural Analysis of Phospholipid Using Hydrogen Abstraction Dissociation and Oxygen Attachment Dissociation in Tandem Mass Spectrometry", Anal. Chem., 90 (12), 7230-7238 (2018). DOI:10.1021/acs.analchem.8b00322.
COMMENT: Rel.Int. of ions from m/z 400 to 750 are magnified by x100.
COMMENT: The instrument consists of QIT-TOF where Q selects [M+H]+ ion, IT is an ion trap chamber for the reaction of RID, and TOF analyzes the product ions.
COMMENT: The lipid standard was purchased from Avanti Polar Lipids (Alabaster, AL).
COMMENT: The sample was injected by direct infusion of methanol solution.
COMMENT: This mass spectral data and fragment ions are shown in Figure 6 of the publication.
COMMENT: This record was created by the financial support of MEXT/JSPS KAKENHI Grant Number 19HP8024 to the Mass Spectrometry Society of Japan.
COMMENT: What is "Radical Induced Dissociation" (RID)? Microwave discharge of H2O generates OH*, H* and 3O (triplet O) radicals. These radicals and [M+H]+ ion react to produce the [M+H+O]+ ion by forming a stable epoxide group at a C=C bond. Then the [M+H+O]+ ion is dissociated into product ions.

CH$NAME: PC 16:0/24:4(5Z,8Z,11Z,14Z)
CH$NAME: 1-hexadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-phosphocholine
CH$COMPOUND_CLASS: Natural product; Phospholipid
CH$FORMULA: C44H80NO8P
CH$EXACT_MASS: 781.5621999999999616193235851824283599853515625
CH$SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)OC(=O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC
CH$IUPAC: InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-21-22-23-25-27-29-31-33-35-37-44(47)53-42(41-52-54(48,49)51-39-38-45(3,4)5)40-50-43(46)36-34-32-30-28-26-24-19-17-15-13-11-9-7-2/h14,16,20-21,23,25,29,31,42H,6-13,15,17-19,22,24,26-28,30,32-41H2,1-5H3/b16-14-,21-20-,25-23-,31-29-/t42-/m1/s1
CH$LINK: CHEMSPIDER 8923140
CH$LINK: INCHIKEY IIZPXYDJLKNOIY-JXPKJXOSSA-N
CH$LINK: PUBCHEM CID:10747814

AC$INSTRUMENT: MALDI-QITTOF noncommercial prototype model (Shimadzu Corporation, Kyoto, Japan)
AC$INSTRUMENT_TYPE: MALDI-QITTOF
AC$MASS_SPECTROMETRY: MS_TYPE MS2
AC$MASS_SPECTROMETRY: ION_MODE POSITIVE
AC$MASS_SPECTROMETRY: FRAGMENTATION_MODE RID
AC$MASS_SPECTROMETRY: IONIZATION MALDI
AC$MASS_SPECTROMETRY: MATRIX 2,5-Dihydroxybenzoic acid
AC$MASS_SPECTROMETRY: REAGENT_GAS H2O microwave discharge

MS$FOCUSED_ION: ION_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_M/Z 782.5694

PK$SPLASH: splash10-001i-0000000900-30ae28b4e4f18476885c
PK$NUM_PEAK: 67
PK$PEAK: m/z int. rel.int.
  401.14 0.01 9
  418.035 0.033 28
  431.092 0.014 12
  444.021 0.015 13
  459.031 0.014 12
  478.346 0.125 108
  479.344 0.035 30
  494.344 0.013 11
  496.355 0.353 305
  524.338 0.031 27
  528.363 0.014 12
  542.324 0.053 46
  544.355 0.082 71
  550.357 0.012 10
  551.088 0.011 9
  569.902 0.018 16
  586.59 0.01 9
  592.398 0.02 17
  594.395 0.042 36
  599.499 0.067 58
  606.415 0.208 179
  607.389 0.085 73
  608.392 0.272 235
  634.911 0.01 9
  646.429 0.167 144
  647.413 0.124 107
  648.411 0.058 50
  649.419 0.018 16
  662.418 0.012 10
  685.453 0.06 52
  686.466 0.28 242
  687.457 0.148 128
  718.464 0.013 11
  728.476 0.041 35
  776.423 0.277 2
  777.444 0.939 8
  778.458 0.733 6
  779.457 1.221 11
  780.537 6.766 58
  780.811 0.207 2
  781.553 10.633 92
  781.795 0.365 3
  782.562 115.795 999
  782.804 4.703 41
  783.24 1.826 16
  783.563 72.88 629
  783.806 2.671 23
  784.161 0.946 8
  784.565 31.263 270
  784.792 1.539 13
  785.139 0.837 7
  785.56 7.215 62
  785.794 0.641 6
  786.15 0.513 4
  786.547 1.602 14
  786.814 0.19 2
  787.154 0.164 1
  787.478 0.619 5
  788.45 0.137 1
  789.487 0.061 1
  796.549 0.912 8
  797.543 0.697 6
  798.545 6.532 56
  799.549 3.891 34
  800.561 3.252 28
  801.565 1.004 9
  802.579 0.145 1
//