Kazutaka Hirakawa

Summary

Affiliation: Shizuoka University
Country: Japan

Publications

  1. ncbi request reprint Guanine-specific DNA oxidation photosensitized by the tetraphenylporphyrin phosphorus(V) complex via singlet oxygen generation and electron transfer
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu shi, Shizuoka 432 8561, Japan
    J Photochem Photobiol B 87:209-17. 2007
  2. ncbi request reprint Effect of DNA microenvironment on photosensitized reaction of watersoluble cationic porphyrins
    Kazutaka Hirakawa
    Department of Applied Chemistry and Biochemical Engineering, Graduate School of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    Recent Adv DNA Gene Seq 8:35-43. 2014
  3. doi request reprint Photosensitized protein damage by dimethoxyphosphorus(V) tetraphenylporphyrin
    Kazutaka Hirakawa
    Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Bioorg Med Chem Lett 23:2704-7. 2013
  4. doi request reprint Controlled generation of singlet oxygen by a water-soluble meso-pyrenylporphyrin photosensitizer through interaction with DNA
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Chem Commun (Camb) 48:4770-2. 2012
  5. doi request reprint Dynamics of singlet oxygen generation by DNA-binding photosensitizers
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    J Phys Chem B 116:3037-44. 2012
  6. ncbi request reprint Fluorometry of hydrogen peroxide using oxidative decomposition of folic acid
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Anal Bioanal Chem 386:244-8. 2006
  7. doi request reprint The microenvironment of DNA switches the activity of singlet oxygen generation photosensitized by berberine and palmatine
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Shizuoka, Japan
    Photochem Photobiol 84:202-8. 2008
  8. ncbi request reprint The mechanism of guanine specific photooxidation in the presence of berberine and palmatine: activation of photosensitized singlet oxygen generation through DNA-binding interaction
    Kazutaka Hirakawa
    Division of Applied Science and Basic Engineering, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Chem Res Toxicol 18:1545-52. 2005
  9. ncbi request reprint Guanine-specific DNA damage photosensitized by the dihydroxo(tetraphenylporphyrinato)antimony(V) complex
    Kazutaka Hirakawa
    Division of Applied Science and Basic Engineering, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    J Photochem Photobiol B 82:37-44. 2006
  10. doi request reprint Fluorometry of singlet oxygen generated via a photosensitized reaction using folic acid and methotrexate
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka, 432 8561, Japan
    Anal Bioanal Chem 393:999-1005. 2009

Collaborators

Detail Information

Publications29

  1. ncbi request reprint Guanine-specific DNA oxidation photosensitized by the tetraphenylporphyrin phosphorus(V) complex via singlet oxygen generation and electron transfer
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu shi, Shizuoka 432 8561, Japan
    J Photochem Photobiol B 87:209-17. 2007
    ..The interaction with DNA and the energy level of the photoexcited porphyrin may be advantageous for (1)O(2)-mediated DNA damage rather than ET mechanism...
  2. ncbi request reprint Effect of DNA microenvironment on photosensitized reaction of watersoluble cationic porphyrins
    Kazutaka Hirakawa
    Department of Applied Chemistry and Biochemical Engineering, Graduate School of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    Recent Adv DNA Gene Seq 8:35-43. 2014
    ..The microenvironment of a DNA strand may assist or inhibit its oxidative damage by photoinduced electron transfer through an electrostatic interaction with binding photosensitizers and the steric effect...
  3. doi request reprint Photosensitized protein damage by dimethoxyphosphorus(V) tetraphenylporphyrin
    Kazutaka Hirakawa
    Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Bioorg Med Chem Lett 23:2704-7. 2013
    ..The estimated contribution of the electron transfer mechanism is 0.64. These results suggest that the activity of DMP(V)TPP can be preserved under lower oxygen concentration condition such as tumor...
  4. doi request reprint Controlled generation of singlet oxygen by a water-soluble meso-pyrenylporphyrin photosensitizer through interaction with DNA
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Chem Commun (Camb) 48:4770-2. 2012
    ..The interaction with DNA successfully recovered the photosensitized singlet oxygen generation by this porphyrin...
  5. doi request reprint Dynamics of singlet oxygen generation by DNA-binding photosensitizers
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    J Phys Chem B 116:3037-44. 2012
    ..By the steric hindrance of the DNA strand, the rate constant of the singlet oxygen generation became smaller than that of the other water-soluble photosensitizer...
  6. ncbi request reprint Fluorometry of hydrogen peroxide using oxidative decomposition of folic acid
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Anal Bioanal Chem 386:244-8. 2006
    ..01 microM min(-1)), a carcinogenic compound...
  7. doi request reprint The microenvironment of DNA switches the activity of singlet oxygen generation photosensitized by berberine and palmatine
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Shizuoka, Japan
    Photochem Photobiol 84:202-8. 2008
    ..In addition, this interaction may be applied to the control and the design of photosensitizers for medical applications such as photodynamic therapy...
  8. ncbi request reprint The mechanism of guanine specific photooxidation in the presence of berberine and palmatine: activation of photosensitized singlet oxygen generation through DNA-binding interaction
    Kazutaka Hirakawa
    Division of Applied Science and Basic Engineering, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    Chem Res Toxicol 18:1545-52. 2005
    ..The present study suggests that berberine and palmatine can act as functional photosensitizers enabling a switch in phototoxicity via 1O2 formation by the interaction with DNA...
  9. ncbi request reprint Guanine-specific DNA damage photosensitized by the dihydroxo(tetraphenylporphyrinato)antimony(V) complex
    Kazutaka Hirakawa
    Division of Applied Science and Basic Engineering, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Hamamatsu, Shizuoka 432 8561, Japan
    J Photochem Photobiol B 82:37-44. 2006
    ..A similar mechanism can damage other biomacromolecules, such as protein and the phospholipid membrane. The damage to biomacromolecules via these mechanisms may participate in the phototoxicity of SbTPP...
  10. doi request reprint Fluorometry of singlet oxygen generated via a photosensitized reaction using folic acid and methotrexate
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka, 432 8561, Japan
    Anal Bioanal Chem 393:999-1005. 2009
    ..The background fluorescence of MTX is quite smaller than that of folic acid, indicating that MTX can be used for the more sensitive detection of (1)O(2)...
  11. doi request reprint Anomalously selective quenching of S2 fluorescence from upper excited state of zinc 5-(1'-pyrenyl)-10,15,20-triphenylporphyrin derivatives through intramolecular charge transfer state
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    J Phys Chem A 113:8852-6. 2009
    ..This study has suggested that ultrafast electron transfer from the upper excited state and charge recombination to S1 can occur in a directly connected electron donor-acceptor system...
  12. doi request reprint Acid dissociation of the axial hydroxyl group of hydroxy(1-pyrenebutoxy)phosphorus(V) porphyrin controls the intramolecular excitation energy transfer
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    Photochem Photobiol Sci 9:704-9. 2010
    ..In conclusion, the axial hydroxyl group connected at the central phosphorus atom of the porphyrin ring can be the switching site of these electron transition processes...
  13. doi request reprint Control of singlet oxygen generation photosensitized by meso-anthrylporphyrin through interaction with DNA
    Kazutaka Hirakawa
    Department of Basic Engineering Chemistry, Faculty of Engineering, Shizuoka University, Shizuoka, Japan
    Photochem Photobiol 87:833-9. 2011
    ..Selective (1)O(2) generation by forming a complex with DNA should be the initial step to realize the target selective photodynamic therapy...
  14. doi request reprint Singlet oxygen generating activity of an electron donor connecting porphyrin photosensitizer can be controlled by DNA
    Kazutaka Hirakawa
    Department of Applied Chemistry and Biochemical Engineering, Graduate School of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    J Phys Chem B 117:13490-6. 2013
    ..22. The molecular design to control the photosensitized (1)O2 generation is possible based on the regulation of electron transition and steric hindrance of photosensitizing molecule. ..
  15. ncbi request reprint Chemopreventive action of xanthone derivatives on photosensitized DNA damage
    Kazutaka Hirakawa
    Division of Applied Science and Basic Engineering, Faculty of Engineering, Shizuoka University, Johoku, Hamamatsu, Shizuoka, Japan
    Photochem Photobiol 81:314-9. 2005
    ..In conclusion, XAN derivatives, especially GEN, may act as novel chemopreventive agents by the quenching mechanism of an excited photosensitizer...
  16. doi request reprint Nile blue can photosensitize DNA damage through electron transfer
    Kazutaka Hirakawa
    Department of Applied Chemistry and Biochemical Engineering, Graduate School of Engineering, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    Chem Res Toxicol 27:649-55. 2014
    ..DNA damage photosensitized by NB via electron transfer may be an important mechanism in medicinal applications of photosensitizers, such as photodynamic therapy in low oxygen...
  17. doi request reprint Relaxation Process of Photoexcited meso-Naphthylporphyrins while Interacting with DNA and Singlet Oxygen Generation
    Kazutaka Hirakawa
    Applied Chemistry and Biochemical Engineering Course, Department of Engineering, Graduate School of Integrated Science and Technology, Shizuoka University, Johoku 3 5 1, Naka ku, Hamamatsu, Shizuoka 432 8561, Japan
    J Phys Chem B 119:13071-8. 2015
    ..These results suggest that DNA-binding drugs limit the generation of photosensitized singlet oxygen by quenching the DNA strand. ..
  18. ncbi request reprint Photosensitized DNA damage and its protection via a novel mechanism
    Yusuke Hiraku
    Department of Environmental and Molecular Medicine, Mie University Graduate School of Medicine, Tsu, Mie, Japan
    Photochem Photobiol 83:205-12. 2007
    ..It is thus considered that naturally occurring quenchers including xanthone derivatives may act as novel chemopreventive agents against photocarcinogenesis...
  19. ncbi request reprint Hydroxylation of deoxyguanosine at 5' site of GG and GGG sequences in double-stranded DNA induced by carbamoyl radicals
    Kaoru Midorikawa
    Department of Hygiene, Mie University School of Medicine, Edobashi 2 174, Tsu, Mie 514 8507, Japan
    Free Radic Res 36:667-75. 2002
    ..These results shows that carbamoyl radicals specifically induced hydroxylation of deoxyguanosine at 5' site of GG and GGG sequences in double-stranded DNA...
  20. ncbi request reprint Photohydrolysis of methotrexate produces pteridine, which induces poly-G-specific DNA damage through photoinduced electron transfer
    Kazutaka Hirakawa
    Radioisotope Center, Mie University School of Medicine, Edobashi, Tsu, Mie, Japan
    Photochem Photobiol 76:467-72. 2002
    ....
  21. ncbi request reprint Sequence-specific DNA damage induced by ultraviolet A-irradiated folic acid via its photolysis product
    Kazutaka Hirakawa
    Radioisotope Center, Mie University School of Medicine, Edobashi 2 174, Tsu, Mie 514 8507, Japan
    Arch Biochem Biophys 410:261-8. 2003
    ..Excess intake of folic acid supplements may increase a risk of skin cancer by solar ultraviolet light...
  22. ncbi request reprint Carcinogenic semicarbazide induces sequence-specific DNA damage through the generation of reactive oxygen species and the derived organic radicals
    Kazutaka Hirakawa
    Radioisotope Center, Mie University School of Medicine, Edobashi 2 174, Tsu, Mie 514 8507, Japan
    Mutat Res 536:91-101. 2003
    ..In addition, semicarbazide-derived free radicals participate in DNA damage. DNA damage induced by these reactive species may be relevant to the carcinogenicity of semicarbazide...
  23. ncbi request reprint Base oxidation at 5' site of GG sequence in double-stranded DNA induced by UVA in the presence of xanthone analogues: relationship between the DNA-damaging abilities of photosensitizers and their HOMO energies
    Kazutaka Hirakawa
    Radioisotope Center, Mie University School of Medicine, Tsu, Mie, Japan
    Photochem Photobiol 77:349-55. 2003
    ..Extents of DNA damage increased exponentially with the HOMO energies of XAN analogues. This study suggests that DNA-damaging abilities of photosensitizers can be estimated from their HOMO energies...
  24. ncbi request reprint Catechins induce oxidative damage to cellular and isolated DNA through the generation of reactive oxygen species
    Shinji Oikawa
    Department of Environmental and Molecular Medicine, Mie University School of Medicine, Edobashi 2 174, Tsu, Mie 514 8507, Japan
    Free Radic Res 37:881-90. 2003
    ..Therefore, it is reasonably considered that green tea catechins may have the dual function of anticarcinogenic and carcinogenic potentials...
  25. ncbi request reprint Oxidative DNA damage induced by benz[a]anthracene metabolites via redox cycles of quinone and unique non-quinone
    Kazuharu Seike
    Department of Environmental and Molecular Medicine, Mie University School of Medicine, Tsu, Mie 514 8507, Japan
    Chem Res Toxicol 16:1470-6. 2003
    ..In conclusion, oxidative DNA damage induced by BA-3,4-dihydrodiol not only via quinone-type redox cycle but also via a new type of redox cycle participates in the expression of carcinogenicity of BA and BA-3,4-dihydrodiol...
  26. ncbi request reprint Photo-irradiated titanium dioxide catalyzes site specific DNA damage via generation of hydrogen peroxide
    Kazutaka Hirakawa
    Department of Radiation Chemistry, Life Science Research Center, Mie University, Edobashi 2 174, Tsu Mie 514 8507, Japan
    Free Radic Res 38:439-47. 2004
    ..This DNA-damaging mechanism may participate in the phototoxicity of TiO2...
  27. ncbi request reprint Oxidative DNA damage induced by benz[a]anthracene dihydrodiols in the presence of dihydrodiol dehydrogenase
    Kazuharu Seike
    Department of Environmental and Molecular Medicine, Mie University School of Medicine, Life Science Research Center, Mie University, Tsu, Mie 514 8507, Japan
    Chem Res Toxicol 17:1445-51. 2004
    ..DD may play an important role in BA carcinogenesis via oxidative DNA damage...
  28. ncbi request reprint Catechol and hydroquinone have different redox properties responsible for their differential DNA-damaging ability
    Kazutaka Hirakawa
    Radioisotope Center, and Department of Hygiene, Mie University School of Medicine, Edobashi 2 174, Tsu, Mie 514 8507, Japan
    Chem Res Toxicol 15:76-82. 2002
    ..These results suggest that the differences in NADH-mediated redox properties of catechol and hydroquinone contribute to their different carcinogenicities...
  29. ncbi request reprint Metal-mediated oxidative damage to cellular and isolated DNA by gallic acid, a metabolite of antioxidant propyl gallate
    Hatasu Kobayashi
    Department of Environmental and Molecular Medicine, Mie University School of Medicine, Edobashi 2 174, Tsu, Mie 514 8507, Japan
    Mutat Res 558:111-20. 2004
    ..GA increased 8-oxodG content in calf thymus DNA in the presence of Cu(II), Fe(III)EDTA or Fe(III)ADP. This study suggested that metal-mediated DNA damage caused by GA plays an important role in the carcinogenicity of PG...