TY - JOUR
T1 - Visible-light photocontrol of (E)/(Z) isomerization of the 4-(dimethylamino)azobenzene pseudo-nucleotide unit incorporated into an oligonucleotide and DNA hybridization in aqueous media
AU - Kamei, Takashi
AU - Akiyama, Haruhisa
AU - Morii, Hisayuki
AU - Tamaoki, Nobuyuki
AU - Uyeda, Taro Q.P.
N1 - Funding Information:
This work was supported by the AIST Upbringing of Talent in Nanobiotechnology Course, Promotion Budget for Science and Technology (T. K. and T. U.), and a Grant-in-Aid for Science Research in a Priority Area “New Frontiers in Photochromism (No. 471) (N. T. and H. A.) from the Ministry of Education, Culture, Sports, and Technology (MEXT) of Japan.
PY - 2009/1
Y1 - 2009/1
N2 - We demonstrate significant photoresponsivity in aqueous media to visible light of pseudo-oligonucleotides possessing 4-(dimethylamino)azobenzene (4-DMAzo) side chains. The spectrum of the 4-DMAzo moiety during 436 nm light irradiation at pH >9 was clearly different from that of the all (E)-form, indicating the presence of the (Z)-form. Thermal (Z)-to-(E) recovery isomerization was faster at pH 9 (kZ-E = ∼101 s-1) than at pH 11; however, addition of 50% ethanol significantly slowed the thermal recovery isomerization at pH 9 (kZ-E = ∼2 s-1) and increased the magnitude of the spectral changes. Significant photoregulation of DNA hybridization by visible light was demonstrated under this condition.
AB - We demonstrate significant photoresponsivity in aqueous media to visible light of pseudo-oligonucleotides possessing 4-(dimethylamino)azobenzene (4-DMAzo) side chains. The spectrum of the 4-DMAzo moiety during 436 nm light irradiation at pH >9 was clearly different from that of the all (E)-form, indicating the presence of the (Z)-form. Thermal (Z)-to-(E) recovery isomerization was faster at pH 9 (kZ-E = ∼101 s-1) than at pH 11; however, addition of 50% ethanol significantly slowed the thermal recovery isomerization at pH 9 (kZ-E = ∼2 s-1) and increased the magnitude of the spectral changes. Significant photoregulation of DNA hybridization by visible light was demonstrated under this condition.
KW - (E)/(Z) isomerization
KW - 4-(dimethylamino)azobenzene
KW - Aqueous media
KW - Photoregulating DNA hybridization
KW - Photoresponsive oligonucleotides
KW - Visible light
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U2 - 10.1080/15257770802581641
DO - 10.1080/15257770802581641
M3 - Article
C2 - 19116867
AN - SCOPUS:58149175483
SN - 1525-7770
VL - 28
SP - 12
EP - 28
JO - Nucleosides, Nucleotides and Nucleic Acids
JF - Nucleosides, Nucleotides and Nucleic Acids
IS - 1
ER -