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Volumn , Issue 18, 2004, Pages 3919-3930

Green self-assembling porphyrins and chlorins as mimics of the natural bacteriochlorophylls c, d, and e

Author keywords

Bacteriochlorophyll; Chlorosome; Circular dichroism; J aggregates; Light harvesting; Porphyrinoids; Self assembly

Indexed keywords

BACTERIOCHLOROPHYLL; BACTERIOCHLOROPHYLL C; BACTERIOCHLOROPHYLL D; BACTERIOCHLOROPHYLL E; CARBONYL DERIVATIVE; CYCLOPENTANONE DERIVATIVE; HYDROXYL GROUP; MACROCYCLIC COMPOUND; PIGMENT; PORPHYRIN DERIVATIVE; UNCLASSIFIED DRUG; ZINC CHLORIN; ZINC COMPLEX; ZINC PORPHYRIN;

EID: 4644324568     PISSN: 1434193X     EISSN: None     Source Type: Journal    
DOI: 10.1002/ejoc.200400151     Document Type: Article
Times cited : (61)

References (72)
  • 3
    • 0000400103 scopus 로고
    • Antenna complexes from green photosynthetic bacteria
    • (Eds.: R. E. Blankenship, M. T. Madigan, C. E. Bauer), Kluwer Academic
    • [2a] R. E. Blankenship, J. M. Olson, M. Miller, "Antenna complexes from green photosynthetic bacteria" in Anoxygenic photosynthetic bacteria (Eds.: R. E. Blankenship, M. T. Madigan, C. E. Bauer), Kluwer Academic, 1995; pp. 399-435.
    • (1995) Anoxygenic Photosynthetic Bacteria , pp. 399-435
    • Blankenship, R.E.1    Olson, J.M.2    Miller, M.3
  • 5
    • 4644268531 scopus 로고    scopus 로고
    • Light-harvesting nanostructures
    • (Ed.: H. S. Nalwa), American Scientific Publishers, Los Angeles
    • [2c] T. S. Balaban, "Light-harvesting nanostructures" in Encyclopedia of Nanoscience and Nanotechnology (Ed.: H. S. Nalwa), American Scientific Publishers, Los Angeles, 2004, vol. 4, pp. 505-559.
    • (2004) Encyclopedia of Nanoscience and Nanotechnology , vol.4 , pp. 505-559
    • Balaban, T.S.1
  • 17
    • 0038245254 scopus 로고    scopus 로고
    • T. S. Balaban, A. D. Bhise, M. Fischer, M. Linke-Schaetzel, C. Roussel, N. Vanthuyne, Angew. Chem. Int. Ed. 2003, 42, 2140; Angew. Chem. 2003, 115, 2189.
    • (2003) Angew. Chem. , vol.115 , pp. 2189
  • 20
    • 0030533239 scopus 로고    scopus 로고
    • [7b] For a review of earlier work on semisynthetic BChl c mimics see: H. Tamiaki, Coord. Chem. Rev. 1996, 148, 183.
    • (1996) Coord. Chem. Rev. , vol.148 , pp. 183
    • Tamiaki, H.1
  • 22
    • 34047115684 scopus 로고    scopus 로고
    • [7c] H. Tamiaki, T. Miyatake, R. Tanikaga, A. R. Holzwarth, K. Schaffner, Angew. Chem. Int. Ed. Engl. 1996, 35, 772; Angew. Chem. 1996, 108, 810.
    • (1996) Angew. Chem. , vol.108 , pp. 810
  • 29
    • 4644262678 scopus 로고    scopus 로고
    • note
    • [11c] We propose to nickname the 3,5-di-tert-butylphenyl substituent "Crossley's crutch", as it helps porphyrin chemists in four ways: (i) it solubilizes complex architectures and minimizes π-stacking of meso-aryl porphyrins, thanks to its steric bulge, (ii) it prevents electrophilic substitution in the adjacent β-pyrrolic positions and on the benzene ring, thus enabling very selective functionalization of the porphyrins, (iii) it packs well into crystals, enabling X-ray diffraction studies to be carried out[12,24] but at the same time enables visualization by scanning probe techniques[34] for noncrystalline samples, and (iv) thanks to the sharp NMR tertbutyl singlet, visible even in nanomolar concentrations, it allows easy identification of compounds and of their symmetry in order to allow monitoring of complex reaction mixtures.
  • 41
    • 4644343786 scopus 로고    scopus 로고
    • note
    • An analogy to the (bacterio)chlorophyll numbering is preserved here. Confusion may arise due to systematic nomenclature, which places a hydroxy(m)ethyl group after formyl, thus reversing the numbering sense of the macrocycle between the different compounds in the Scheme.
  • 42
    • 4644255629 scopus 로고    scopus 로고
    • manuscript in preparation
    • C = O frequencies give strong indications of whether an acyl substituent has the carbonyl group in conjugation with the macrocycle (A. D. Bhise, M. Linke-Schaetzel, D. Moss, T. S. Balaban, manuscript in preparation).
    • Bhise, A.D.1    Linke-Schaetzel, M.2    Moss, D.3    Balaban, T.S.4
  • 51
    • 0029305073 scopus 로고
    • for reviews see: [22f] D. Möbius, Adv. Mater. 1995, 7, 437.
    • (1995) Adv. Mater. , vol.7 , pp. 437
    • Möbius, D.1
  • 53
    • 17444403286 scopus 로고    scopus 로고
    • Hypercube Inc. Release 7, Gainesville, Florida
    • HyperChem®, Hypercube Inc. Release 7, Gainesville, Florida, 2002.
    • (2002) HyperChem®
  • 54
    • 4644255628 scopus 로고    scopus 로고
    • unpublished results
    • [24a] T. S. Balaban et al. unpublished results.
    • Balaban, T.S.1
  • 65
    • 4644354345 scopus 로고    scopus 로고
    • Master Thesis, Ritsumeikan University, Kusatsu, Shiga, Japan
    • [31a] H. Kitamoto, Master Thesis 2002, Ritsumeikan University, Kusatsu, Shiga, Japan.
    • (2002)
    • Kitamoto, H.1
  • 70
    • 4644303436 scopus 로고    scopus 로고
    • note
    • [33b] The data can be obtained free of charge upon request mentioning the article's reference at: CHIRBASE Project, Case A-62, University Aix-Marseille III, 13397 Marseille, Cedex 20, France.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.