Indolizines Enabling Rapid Uncaging of Alcohols and
Carboxylic Acids by Red Light-Induced Photooxidation
Posted on 2020-07-03 - 07:13
The irradiation of
red light-emitting-diode light (λ = 660
nm) to 3-acyl-2-methoxyindolizines in the presence of a catalytic
amount of methylene blue triggered the photooxidation of the indolizine
ring, resulting in a nearly quantitative release of alcohols or carboxylic
acids within a few minutes. The method was applicable for photouncaging
various functional molecules such as a carboxylic anticancer drug
and a phenolic fluorescent dye from the corresponding indolizine conjugates,
including an insulin–indolizine–dye conjugate.
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Watanabe, Kenji; Terao, Nodoka; Kii, Isao; Nakagawa, Reiko; Niwa, Takashi; Hosoya, Takamitsu (2020). Indolizines Enabling Rapid Uncaging of Alcohols and
Carboxylic Acids by Red Light-Induced Photooxidation. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.0c01799
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AUTHORS (6)
KW
Kenji Watanabe
NT
Nodoka Terao
IK
Isao Kii
RN
Reiko Nakagawa
TN
Takashi Niwa
TH
Takamitsu Hosoya
KEYWORDS
irradiationpresencephotooxidationlight-emitting-diodeIndolizines Enabling Rapid Uncagingindolizine ringCarboxylic Acidsphotouncagingcarboxylic acidsmethyleneindolizine conjugatesmethodcarboxylic anticancer drugphenolicRed Light-Induced Photooxidationmolecule660 nmdye3- acyl -2-methoxyindolizinesinsulinrelease