Determination of 31-stereochemistry in synthetic bacteriochlorophyll-d homologues and self-aggregation of their zinc complexes

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 7, 2004, Pages 1657-1666

  Tamiaki, Hitoshi ^a   Kitamoto, Hiroyuki ^a   Nishikawa, Akiyoshi ^a   Hibino, Takuya ^a   Shibata, Reiko ^a  

^a RITSUMEIKAN UNIVERSITY   (Japan)

Author keywords

Bacteriochlorophyll; Chlorophyll; Diastereoselectivity; Self aggregation; Stereochemistry

Indexed keywords

BACTERIOCHLOROPHYLL; DIMER; MONOMER; OLIGOMER; ORGANIC SOLVENT; PHENYLACETIC ACID DERIVATIVE; ZINC COMPLEX;

ABSORPTION; ARTICLE; CHIRALITY; DRUG DETERMINATION; DRUG STRUCTURE; DRUG SYNTHESIS; EPIMER; ESTERIFICATION; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PHASE SEPARATION; STEREOCHEMISTRY;

BACTERIOCHLOROPHYLLS; METALS; MOLECULAR STRUCTURE; ORGANOMETALLIC COMPOUNDS; POLYMERS; SPECTROPHOTOMETRY, ULTRAVIOLET; STEREOISOMERISM; ZINC;

EID: 1542613797     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.01.031     Document Type: Article

References (30)

1. Carr H.S., Winge D.R. Acc. Chem. Res. 36:2003;309.
2. Mizoguchi, T.; Oh-oka, H.; Tamiaki, H. Program and Abstracts, 11th International Symposium on Phototrophic Prokaryotes, Tokyo, Aug. 24-29, 2003, P031.
3. Smith K.M. Kadish K., Smith K.M., Guilard R. The Porphyrin Handbook, Vol. 13, Chapter 81. 2003;157-182 Academic Press, San Diego.
4. Tamiaki H., Omoda M., Saga Y., Morishita H. Tetrahedron. 59:2003;4337.
5. Risch N., Brockmann H. Jr. Liebigs Ann. Chem. 1976;578.
6. Brockmann H. Jr., Tacke-Karimdadian R. Liebigs Ann. Chem. 1979;419.
7. Tamiaki H., Takeuchi S., Tsudzuki S., Miyatake T., Tanikaga R. Tetrahedron. 54:1998;6699.
8. Miyatake T., Oba T., Tamiaki H. ChemBioChem. 2:2001;335.
9. Mizoguchi T., Saga Y., Tamiaki H. Photochem. Photobiol. Sci. 1:2002;780.
10. Saga Y., Matsuura K., Tamiaki H. Photochem. Photobiol. 74:2001;72.
11. Kunieda M., Mizoguchi T., Tamiaki H. Photochem. Photobiol. 79:2004;55.
12. Sullivan G.R., Dale J.A., Mosher H.S. J. Org. Chem. 38:1973;2143.
13. Ohtani I., Kusumi T., Kashman Y., Kakisawa H. J. Am. Chem. Soc. 113:1991;4092.
14. Kelly D.R. Tetrahedron: Asym. 10:1999;2927.
15. Smith K.M., Bisset G.M.F., Bushell M. J. Org. Chem. 45:1980;2218.
16. Tamiaki H., Takeuchi S., Tanikaga R., Balaban S.T., Holzwarth A.R., Schaffner K. Chem. Lett. 1994;401.
17. Tamiaki H., Kouraba M., Takeda K., Kondo S., Tanikaga R. Tetrahedron: Asym. 9:1998;2101.
18. Tamiaki H., Shimono Y., Rattray A.G.M., Tanikaga R. Bioorg. Med. Chem. Lett. 6:1996;2085.
19. Tamiaki H., Tomida T., Miyatake T. Bioorg. Med. Chem. Lett. 7:1997;1415.
20. Balaban T.S., Tamiaki H., Holzwarth A.R., Schaffner K.J. Phys. Chem. B. 101:1997;3424.
21. Yagai S., Miyatake T., Shimono Y., Tamiaki H. Photochem. Photobiol. 73:2001;153.
22. Chiefari J., Griebenow K., Griebenow N., Balaban T.S., Holzwarth A.R., Schaffner K. J. Phys. Chem. 99:1995;1357.
23. Tamiaki, H.; Kitamoto, H.; Nishikawa, A.; Hibino, T.; Shibata, R. In Biomolecular Chemistry - A Bridge for the Future, Scientific Program Committee of ISBC 2003, Ed.; Maruzen: Tokyo, 2003, pp 184-187.
24. Umetsu M., Seki R., Kadota T., Wang Z.-Y., Adschiri T., Nozawa T. J. Phys. Chem. B. 107:2003;9876.
25. Yagai S., Miyatake T., Tamiaki H. J. Org. Chem. 67:2002;49.
26. Tamiaki H., Holzwarth A.R., Schaffner K. Photosynth. Res. 41:1994;245.
27. Tamiaki H. Coord. Chem. Rev. 148:1996;183.
28. Blankenship, R. E.; Matsuura, K. In Light-Harvesting Antennas in Photosynthesis, Chapter 6; Green, B. R.; Parson, W. W. Eds.; Kluwer: Dordrecht, 2003; pp 195-217.
29. Tamiaki H., Amakawa M., Shimono Y., Tanikaga R., Holzwarth A.R., Schaffner K. Photochem. Photobiol. 63:1996;92.
30. Tamiaki H., Miyata S., Kureishi Y., Tanikaga R. Tetrahedron. 52:1996;12421.