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.
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- SHIBUE Toshimichi
- Materials Characterization Central Laboratory, Waseda University
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- KAMBE Hisashi
- Materials Characterization Central Laboratory, Waseda University
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- NISHIDE Hiroyuki
- Department of Applied Chemistry, Waseda University
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- TSUCHIDA Eishun
- Department of Applied Chemistry, Waseda University
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- AKASHI Satoko
- The Institute of Physical and Chemical Research
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- OHASHI Yoko
- Glycobiology Research, Frontier Research Program, The Institute of Physical and Chemical Research
Bibliographic Information
- Other Title
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- 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
- Structural Characterization of Picket-f
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Abstract
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.
Journal
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- Journal of the Mass Spectrometry Society of Japan
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Journal of the Mass Spectrometry Society of Japan 46 (3), 250-254, 1998
The Mass Spectrometry Society of Japan
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Details 詳細情報について
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- CRID
- 1390282681470072192
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- NII Article ID
- 10016282530
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- NII Book ID
- AN0010555X
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- COI
- 1:CAS:528:DyaK1cXltVGlt74%3D
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- ISSN
- 18804225
- 18843271
- 13408097
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- NDL BIB ID
- 4502235
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- Text Lang
- en
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- Data Source
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- JaLC
- NDL
- Crossref
- CiNii Articles
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- Abstract License Flag
- Disallowed
