MassBank Record: MSJ00185

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1-(9Z-Octadecenoyl)-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: MSJ00185
RECORD_TITLE: 1-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholine; MALDI-QITTOF; MS2; POSITIVE; [M+H]+; RID
DATE: 2020.02.24
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: MALDI generates a stable [M+H]+ ion. Microwave discharge of H2O generates OH*, H* and 3O (triplet O) radicals. These radicals react with the stable [M+H]+ ion and give a mixture of [M+H+H*], [M+H+O]+ and [M+H+OH*]+ ions. In the present experiment, O2 gas is introduced after the H2O discharge.
COMMENT: Relative intensity of the peaks from m/z 300 to 499 is magnified by x10.
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 is shown in Figure 4(C) of the publication. Fragment ions produced are annotated in Scheme 2 of the publication. MS data of the substance is MSJ00178; Figure 1(A) Inset in 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.

CH$NAME: Lyso-PC 18:1(9Z)
CH$NAME: 1-(9Z-Octadecenoyl)-sn-glycero-3-phosphocholine
CH$COMPOUND_CLASS: Natural product; Phospholipid
CH$FORMULA: C26H52NO7P
CH$EXACT_MASS: 521.3481000000000449290382675826549530029296875
CH$SMILES: CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](COP(=O)([O-])OCC[N+](C)(C)C)O
CH$IUPAC: InChI=1S/C26H52NO7P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-26(29)32-23-25(28)24-34-35(30,31)33-22-21-27(2,3)4/h12-13,25,28H,5-11,14-24H2,1-4H3/b13-12-/t25-/m1/s1
CH$LINK: CHEMSPIDER 4033747
CH$LINK: INCHIKEY YAMUFBLWGFFICM-PTGWMXDISA-N
CH$LINK: PUBCHEM CID:16081932

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 discharge followed by O2 gas injection

MS$FOCUSED_ION: ION_TYPE [M+H]+
MS$FOCUSED_ION: PRECURSOR_M/Z 522.3554

PK$SPLASH: splash10-00di-0000090000-be601d2bb385215a31eb
PK$NUM_PEAK: 104
PK$PEAK: m/z int. rel.int.
  302.13 0.028 6
  306.015 0.031 7
  306.99 0.046 10
  308.048 0.037 8
  309.016 0.052 11
  314.085 0.039 9
  321.007 0.024 5
  323.011 0.024 5
  331.106 0.034 7
  336.024 0.022 5
  336.993 0.035 8
  339.291 0.039 9
  342.141 0.061 13
  351.006 0.038 8
  367.066 0.021 5
  380.175 0.03 7
  383.202 0.059 13
  397.192 0.035 8
  398.193 0.322 71
  399.196 0.05 11
  401.176 0.024 5
  406.192 0.026 6
  412.211 0.491 108
  413.219 0.084 19
  415.199 0.739 163
  416.205 0.096 21
  424.209 0.224 49
  425.221 0.713 157
  425.405 0.033 7
  426.227 0.231 51
  438.221 0.091 20
  439.212 0.032 7
  440.205 0.123 27
  444.143 0.02 4
  457.205 0.258 57
  458.212 0.065 14
  468.212 0.046 10
  499.041 0.023 5
  504.348 0.149 3
  505.359 0.037 1
  513.247 0.027 1
  514.156 0.03 1
  515.21 0.179 4
  516.193 0.157 3
  517.256 0.312 7
  518.07 0.142 3
  518.313 0.673 15
  519.102 0.527 12
  519.299 0.576 13
  520.339 7.649 169
  520.543 0.255 6
  520.82 0.053 1
  521.129 0.65 14
  521.34 3.099 68
  521.544 0.063 1
  521.881 0.083 2
  522.355 45.33 999
  522.56 1.595 35
  522.857 0.434 10
  523.141 0.983 22
  523.358 12.919 285
  523.576 0.399 9
  523.887 0.354 8
  524.158 0.681 15
  524.362 2.023 45
  525.315 0.658 15
  526.062 0.231 5
  526.241 0.348 8
  527.062 0.539 12
  527.228 0.653 14
  528.07 0.254 6
  528.256 0.299 7
  529.058 0.526 12
  529.224 0.566 12
  530.261 0.269 6
  531.172 0.700 15
  532.243 0.336 7
  533.182 0.521 11
  534.282 0.356 8
  535.243 0.529 12
  536.332 1.63 36
  537.202 0.467 10
  537.329 0.691 15
  538.346 9.878 218
  538.56 0.27 6
  538.842 0.056 1
  539.123 0.442 10
  539.351 2.614 58
  539.572 0.028 1
  539.907 0.044 1
  540.149 0.283 6
  540.343 0.319 7
  541.229 0.265 6
  542.049 0.071 2
  542.277 0.125 3
  543.212 0.222 5
  544.046 0.074 2
  544.194 0.111 2
  545.077 0.135 3
  545.184 0.142 3
  546.135 0.082 2
  547.161 0.145 3
  548.241 0.082 2
  549.188 0.09 2
//