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Volumn 14, Issue 1, 2008, Pages 49-59

Electrospray tandem mass spectrometry of β-nitroalkenyl meso-tetraphenylporphyrins

Author keywords

Electrospray; Nitro compounds; Nitroalkenes; Porphyrins; Tandem mass spectrometry

Indexed keywords

ALKENE; HEMATOPORPHYRIN ZINC; METALLOPORPHYRIN; NITROGEN; PORPHYRIN; TETRAPHENYLPORPHYRIN;

EID: 43049120607     PISSN: 14690667     EISSN: None     Source Type: Journal    
DOI: 10.1255/ejms.908     Document Type: Article
Times cited : (8)

References (36)
  • 1
    • 0000303285 scopus 로고    scopus 로고
    • Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego
    • R.K. Pandey and G. Zheng, in The Porphyrin Handbook, Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego, Vol. 6, p. 157 (2000).
    • (2000) The Porphyrin Handbook , vol.6 , pp. 157
    • Pandey, R.K.1    Zheng, G.2
  • 2
    • 0036280381 scopus 로고    scopus 로고
    • Progress with heterocyclic photosensitizers for the photodynamic therapy (PDT) of tumours
    • R. Bonnett, "Progress with heterocyclic photosensitizers for the photodynamic therapy (PDT) of tumours", J. Heterocycl. Chem. 39, 455 (2002).
    • (2002) J. Heterocycl. Chem , vol.39 , pp. 455
    • Bonnett, R.1
  • 7
    • 0000700975 scopus 로고    scopus 로고
    • Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego
    • M.G.H. Vicente, in The Porphyrin Handbook, Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego, Vol. 4. p. 149 (2000).
    • (2000) The Porphyrin Handbook , vol.4 , pp. 149
    • Vicente, M.G.H.1
  • 8
    • 0000052647 scopus 로고    scopus 로고
    • Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego
    • L. Jaquinod, in The Porphyrin Handbook, Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego, Vol. 5, p. 201 (2000).
    • (2000) The Porphyrin Handbook , vol.5 , pp. 201
    • Jaquinod, L.1
  • 9
    • 0344304512 scopus 로고    scopus 로고
    • Preparation of meso- tetraarylporphyrins nitrated in two neighboring aromatic rings
    • S. Ostrowski and B. Lopuszynska, "Preparation of meso- tetraarylporphyrins nitrated in two neighboring aromatic rings", Synthetic Commun. 33, 4101 (2003).
    • (2003) Synthetic Commun , vol.33 , pp. 4101
    • Ostrowski, S.1    Lopuszynska, B.2
  • 10
    • 35448961213 scopus 로고    scopus 로고
    • Highly efficient one-or two-step sequences for the synthesis of fine chemicals from versatile nitroalkanes
    • doi: 10.1016/j.tet.2007.09.024
    • R. Ballini, A. Palmieri and P. Righi, "Highly efficient one-or two-step sequences for the synthesis of fine chemicals from versatile nitroalkanes", Tetrahedron 63, 12099 (2007). doi: 10.1016/j.tet.2007.09.024
    • (2007) Tetrahedron , vol.63 , pp. 12099
    • Ballini, R.1    Palmieri, A.2    Righi, P.3
  • 13
    • 33845375521 scopus 로고
    • Conjugated nitroalkenes: Versatile intermediates in organic synthesis
    • doi: 10.1021/cr00075a002
    • A.G.M. Barrett and G.G. Graboski, "Conjugated nitroalkenes: versatile intermediates in organic synthesis", Chem. Rev. 86, 751 (1986). doi: 10.1021/cr00075a002
    • (1986) Chem. Rev , vol.86 , pp. 751
    • Barrett, A.G.M.1    Graboski, G.G.2
  • 14
    • 33750059494 scopus 로고    scopus 로고
    • Synthesis and evaluation of α-hydroxymethylated conjugated nitroalkenes for their anticancer activity: Inibition of cell proliferation by targeting microtubules
    • doi: 10.1016/j.bmc.2006.07.035
    • R. Mohan, N. Rastogi, I.N.N. Namboothiri, S.M. Mobin and D. Panda, "Synthesis and evaluation of α-hydroxymethylated conjugated nitroalkenes for their anticancer activity: Inibition of cell proliferation by targeting microtubules", Bioorg. Med. Chem. 14, 8073 (2006). doi: 10.1016/j.bmc.2006.07.035
    • (2006) Bioorg. Med. Chem , vol.14 , pp. 8073
    • Mohan, R.1    Rastogi, N.2    Namboothiri, I.N.N.3    Mobin, S.M.4    Panda, D.5
  • 15
    • 29644433449 scopus 로고    scopus 로고
    • Fatty acid transduction of nitric oxide signalling, multiple nitrated unsaturated fatty acid derivatives exist in human blood and urine and serve as endogenous peroxisome proliferator-activated receptor ligands
    • doi: 10.1074/jbc.M504212200
    • P.R.S. Baker, Y. Lin, F.J. Schopfer, S.R. Woodcock, A.L. Groeger, C. Batthyany, S. Sweeney, M.H. Long, K.E. Iles, L.M.S. Baker, B.P. Branchaud, Y.E. Chen and B.A. Freeman, "Fatty acid transduction of nitric oxide signalling, multiple nitrated unsaturated fatty acid derivatives exist in human blood and urine and serve as endogenous peroxisome proliferator-activated receptor ligands", J. Biol. Chem. 280, 42464 (2005). doi: 10.1074/jbc.M504212200
    • (2005) J. Biol. Chem , vol.280 , pp. 42464
    • Baker, P.R.S.1    Lin, Y.2    Schopfer, F.J.3    Woodcock, S.R.4    Groeger, A.L.5    Batthyany, C.6    Sweeney, S.7    Long, M.H.8    Iles, K.E.9    Baker, L.M.S.10    Branchaud, B.P.11    Chen, Y.E.12    Freeman, B.A.13
  • 18
    • 0000390652 scopus 로고    scopus 로고
    • Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego
    • J.M.E. Quirke, in The Porphyrin Handbook, Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego, Vol. 7, p. 371 (2000).
    • (2000) The Porphyrin Handbook , vol.7 , pp. 371
    • Quirke, J.M.E.1
  • 19
    • 33846451743 scopus 로고    scopus 로고
    • R.A. Izquierdo, C.M. Barros, M.G. Santana-Marques, A.J. Ferrer-Correia, E.M.P. Silva, F. Giuntini, M.A.F. Faustino, J.P.C. Tomé, A.C. Tomé, A.M.S. Silva, M.G.P.M.S. Neves, J.A.S. Cavaleiro, A.F. Peixoto, M.M. Pereira and A.A.C.C. Pais, Characterization of isomeric cationic porphyrins with β-pyrrolic substituents by electrospray mass spectrometry: the singular behaviour of a potential virus photoinactivator, J. Am. Soc. Mass Spectrom. 18, 218 (2007). doi: 10.1016/j.jasms.2006.09.010
    • R.A. Izquierdo, C.M. Barros, M.G. Santana-Marques, A.J. Ferrer-Correia, E.M.P. Silva, F. Giuntini, M.A.F. Faustino, J.P.C. Tomé, A.C. Tomé, A.M.S. Silva, M.G.P.M.S. Neves, J.A.S. Cavaleiro, A.F. Peixoto, M.M. Pereira and A.A.C.C. Pais, "Characterization of isomeric cationic porphyrins with β-pyrrolic substituents by electrospray mass spectrometry: the singular behaviour of a potential virus photoinactivator", J. Am. Soc. Mass Spectrom. 18, 218 (2007). doi: 10.1016/j.jasms.2006.09.010
  • 20
    • 33745905288 scopus 로고    scopus 로고
    • Porphyrin profiles in blood, urine and faeces by HPLC/electrospray ionization tandem mass spectrometry
    • doi: 10.1002/bmc.656
    • M. Danton and C.K. Lim, "Porphyrin profiles in blood, urine and faeces by HPLC/electrospray ionization tandem mass spectrometry", Biomed. Chromatogr. 20, 612 (2006). doi: 10.1002/bmc.656
    • (2006) Biomed. Chromatogr , vol.20 , pp. 612
    • Danton, M.1    Lim, C.K.2
  • 21
    • 33747885184 scopus 로고    scopus 로고
    • Observation of phenyl-fused porphyrinoids during the ESI mass spectrometric analysis of meso- pentafluorophenyl-substituted porphyrin and corrole
    • doi: 10.1016/j.jasms.2006.06.004
    • K.S.F Lau, M. Sadilek, M. Gouterman, G.E. Khalil and C. Bruckner, "Observation of phenyl-fused porphyrinoids during the ESI mass spectrometric analysis of meso- pentafluorophenyl-substituted porphyrin and corrole", J. Am. Soc. Mass Spectrom. 17, 1306 (2006). doi: 10.1016/j.jasms.2006.06.004
    • (2006) J. Am. Soc. Mass Spectrom , vol.17 , pp. 1306
    • Lau, K.S.F.1    Sadilek, M.2    Gouterman, M.3    Khalil, G.E.4    Bruckner, C.5
  • 27
    • 84971036290 scopus 로고
    • Chemistry of pyrrolic compounds. XXVII. Some aspects of the mass spectra and chemistry of meso-substituted porphyrins
    • doi: 10.1071/CH9741103
    • P.S. Clezy, C.L. Lim and J. Shannon, "Chemistry of pyrrolic compounds. XXVII. Some aspects of the mass spectra and chemistry of meso-substituted porphyrins", Aust. J. Chem. 27, 1103 (1974). doi: 10.1071/CH9741103
    • (1974) Aust. J. Chem , vol.27 , pp. 1103
    • Clezy, P.S.1    Lim, C.L.2    Shannon, J.3
  • 28
    • 0030880603 scopus 로고    scopus 로고
    • J.D. Laycock, J.A. Ferguson, R.A. Yost, J.M.E. Quirke, A. Rohrer, R. Ocampo and H. Callot, Electron ionization mass spectrometric analysis of 5-nitro octaethylporphyrin: evidence for scission of the porphyrin macrocycle, J. Mass Spectrom. 32, 978 (1997). doi: 10.1002/(SICI)1096-9888(199709)32:9〈978::AID-JMS554〉3.0.CO;2-0
    • J.D. Laycock, J.A. Ferguson, R.A. Yost, J.M.E. Quirke, A. Rohrer, R. Ocampo and H. Callot, "Electron ionization mass spectrometric analysis of 5-nitro octaethylporphyrin: evidence for scission of the porphyrin macrocycle", J. Mass Spectrom. 32, 978 (1997). doi: 10.1002/(SICI)1096-9888(199709)32:9〈978::AID-JMS554〉3.0.CO;2-0
  • 29
    • 84987013470 scopus 로고
    • Unimolecular and collision-induced fragmentation of protonated nitroarenes
    • doi: 10.1002/oms.1210230507
    • R.A. Crombie and A.G. Harrison, "Unimolecular and collision-induced fragmentation of protonated nitroarenes", Org. Mass Spectrom. 23, 327 (1988). doi: 10.1002/oms.1210230507
    • (1988) Org. Mass Spectrom , vol.23 , pp. 327
    • Crombie, R.A.1    Harrison, A.G.2
  • 31
    • 0041698331 scopus 로고    scopus 로고
    • Mass spectrometric methods for the analysis of chlorinated and nitrated isoflavonoids: A novel class of biological metabolites
    • doi: 10.1002/jms.492
    • J.K. Prasain, R. Patel, M. Kirk, L. Wilson, N. Botting and V.M. Darley-Usmar, "Mass spectrometric methods for the analysis of chlorinated and nitrated isoflavonoids: a novel class of biological metabolites", J. Mass Spectrom. 38, 764 (2003). doi: 10.1002/jms.492
    • (2003) J. Mass Spectrom , vol.38 , pp. 764
    • Prasain, J.K.1    Patel, R.2    Kirk, M.3    Wilson, L.4    Botting, N.5    Darley-Usmar, V.M.6
  • 34
    • 0001688871 scopus 로고    scopus 로고
    • Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego
    • M.O. Senge, in The Porphyrin Handbook, Ed by K.M. Kadish, K.M. Smith and R. Guilard. Academic Press, San Diego, Vol. 1, p. 239 (2000).
    • (2000) The Porphyrin Handbook , vol.1 , pp. 239
    • Senge, M.O.1
  • 35
    • 0346559771 scopus 로고    scopus 로고
    • K.M. Barkigia, M.D. Berber, J. Fajer, C.J. Medforth, M.W. Renner and K.M. Smith, Nonplanar porphyrins. X-ray structures of (2,3,7,8,12,13,17,18- octaethyl- and -octamethyl-5,10,15,20-tetraphenylporphinato)zinc(II), J. Am. Chem. Soc. 112, 8851 (1990). doi: 10.1021/ja00180a029
    • K.M. Barkigia, M.D. Berber, J. Fajer, C.J. Medforth, M.W. Renner and K.M. Smith, "Nonplanar porphyrins. X-ray structures of (2,3,7,8,12,13,17,18- octaethyl- and -octamethyl-5,10,15,20-tetraphenylporphinato)zinc(II)", J. Am. Chem. Soc. 112, 8851 (1990). doi: 10.1021/ja00180a029
  • 36
    • 0025358916 scopus 로고
    • Tetracycloalkenyl- meso-tetraphenylporphyrins as models for the effect of non-planarity on the light absorption properties of photosynthetic chromophores
    • doi: 10.1016/S0040-4039(00) 97453-7
    • C.J. Medforth, M.D. Berber and K.M. Smith, "Tetracycloalkenyl- meso-tetraphenylporphyrins as models for the effect of non-planarity on the light absorption properties of photosynthetic chromophores", Tetrahedron Lett. 31, 3719 (1990). doi: 10.1016/S0040-4039(00) 97453-7
    • (1990) Tetrahedron Lett , vol.31 , pp. 3719
    • Medforth, C.J.1    Berber, M.D.2    Smith, K.M.3


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