Structural Characterization of Picket-fence Porphyrinatoiron with ω-Hydroxy-2,2-dimethylicosanoyl Side-chains vs.ω-Cholinephosphoryl-2,2-dimethylicosanoyl Side-chains by FAB High-energy-CID MS/MS

• SHIBUE Toshimichi

  Materials Characterization Central Laboratory, Waseda University

• KAMBE Hisashi

  Materials Characterization Central Laboratory, Waseda University

• NISHIDE Hiroyuki

  Department of Applied Chemistry, Waseda University

• TSUCHIDA Eishun

  Department of Applied Chemistry, Waseda University

• AKASHI Satoko

  The Institute of Physical and Chemical Research

• OHASHI Yoko

  Glycobiology Research, Frontier Research Program, The Institute of Physical and Chemical Research

書誌事項

タイトル別名

• Structural Characterization of Picket-fence Porphyrinatoiron with .OMEGA.-Hydroxy-2,2-dimethylicosanoyl Side-chains vs. .OMEGA.-Cholinephosphoryl-2,2-dimethylicosanoyl Side-chains by FAB High-energy-CID MS/MS.
• Structural Characterization of Picket-f

抄録

Applicability of FAB high-energy-CID MS/MS to structural characterization of two types of tetraphenylporphyrin (TPP)-derivatives was examined. These tetraphenylporphyrin (TPP)-derivatives, 20-hydroxy-2,2-dimethylicosanoyl picket-fence porphyrinatoiron and 20-cholinephosphoryl-2,2-dimethylicosanoyl picket-fence porphyrinatoiron have four 2,2-dimethylicosanamido long-chains in common in their structures, which keep a balance between hydrophobic and hydrophilic properties. The structural difference between the two compounds is that the former has a hydroxyl group at the remote end of the 2,2-dimethylicosanamido long-chain, while the latter has a phosphocholine ester functional group at the remote-end. This structural difference gives rise to different features as well as some analogies in their FAB and the high-energy-CID MS/MS spectra. Differences and analogies in those spectra were also noted between the long-chain porphyrin derivatives we are describing here and the pivaloyl-type porphyrins we reported previously [T. Shibue, H. Kambe, H. Nishide, S. Akashi, N. Dohmae, and Y. Ohashi, Eur. Mass Spectrom., 3, 291-299 (1997)]. By selecting a precursor ion at m/z 476, which corresponds to the 20-cholinephosphoryl-2,2-dimethylicosanoyl group, charge-remote fragmentation was observed. This observation reminded us our previous study on the imidazole-tailed picket-fence porphyrin fragmentations.

収録刊行物

• 質量分析

  質量分析 46 (3), 250-254, 1998

  一般社団法人 日本質量分析学会

キーワード

• Porphyrin
• FAB
• High-energy-CID MS/MS
• Charge-remote fragmentation

詳細情報

• CRID: 1390282681470072192
• NII論文ID: 10016282530
• NII書誌ID: AN0010555X
• DOI: 10.5702/massspec.46.250
• COI: 1:CAS:528:DyaK1cXltVGlt74%3D
• ISSN: 18804225
• ISSN: 18843271
• ISSN: 13408097
• NDL書誌ID: 4502235
• Web Site: https://ndlsearch.ndl.go.jp/books/R000000004-I4502235
• Web Site: http://www.jstage.jst.go.jp/article/massspec/46/3/46_3_250/_pdf
• 本文言語コード: en
• データソース種別:
  • JaLC
  • NDL
  • Crossref
  • CiNii Articles
• 抄録ライセンスフラグ: 使用不可