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Characteristics of the excited triplet states of thiolated guanosine derivatives and singlet oxygen generation†
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2018-09-17 00:00:00 , DOI: 10.1039/c8pp00240a Shoma Miyata 1, 2, 3, 4 , Shunsuke Tanabe 1, 2, 3, 4 , Tasuku Isozaki 1, 2, 3, 4 , Yao-Zhong Xu 5, 6, 7, 8, 9 , Tadashi Suzuki 1, 2, 3, 4
Photochemical & Photobiological Sciences ( IF 2.7 ) Pub Date : 2018-09-17 00:00:00 , DOI: 10.1039/c8pp00240a Shoma Miyata 1, 2, 3, 4 , Shunsuke Tanabe 1, 2, 3, 4 , Tasuku Isozaki 1, 2, 3, 4 , Yao-Zhong Xu 5, 6, 7, 8, 9 , Tadashi Suzuki 1, 2, 3, 4
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Thioguanine is sensitive to UVA light and generates singlet molecular oxygen (1O2*) when exposed to UVA. Three thioguanosine derivatives, 2′,3′,5′-tri-O-acetyl-6-thioguanosine (ta6TGuo), 2′,3′,5′-tri-O-acetyl-8-thioguanosine (ta8TGuo), and 2′,3′,5′-tri-O-acetyl-6,8-dithioguanosine (taDTGuo) were explored photophysically and photochemically. Nanosecond transient absorption and time-resolved near-infrared emission measurements were carried out to investigate the characteristics of their excited triplet states in acetonitrile solution. The quantum yield of intersystem crossing (ΦISC), the intrinsic decay rate constant (k0), the quenching rate constant by 3O2 (kq) and the self-quenching rate constant (kSQ) of their triplet states were all determined. From the precise analysis of the quantum yield of 1O2* generation (ΦΔ) against the concentration of dissolved molecular oxygen, the fraction of the triplet states quenched by dissolved oxygen which gives rise to 1O2* formation (SΔ) was successfully obtained with high accuracy. The ΦΔ values at low oxygen concentrations reveal that these thioguanosines, particularly taDTGuo, can still effectively generate 1O2* at low molecular oxygen concentrations like carcinomatous microenvironments. These findings indicate that taDTGuo would perform well as a potential agent for photo-induced cancer therapies.
中文翻译：
硫醇化鸟苷衍生物的激发三重态的特征和单线态氧的产生†
硫鸟嘌呤对UVA光敏感，当暴露于UVA时会产生单线态分子氧（1 O 2 *）。三种硫代鸟苷衍生物2'，3'，5'-三-O-乙酰基-6-硫鸟嘌呤（ta6TGuo），2'，3'，5'-三-O-乙酰基-8-硫代鸟苷（ta8TGuo）和2用光物理和光化学方法研究了'，3'，5'-三-O-乙酰基-6,8-二硫代鸟苷（taDTGuo）。进行了纳秒瞬态吸收和时间分辨的近红外发射测量，以研究其在乙腈溶液中激发的三重态的特征。系间窜越的量子产率（Φ ISC），本征衰减率常数（ķ 0），确定了它们的三重态的3 O 2（k q）猝灭速率常数和自猝灭速率常数（k SQ）。从的量子产率的精确的分析1 Ò 2 *代（Φ Δ）对溶解的分子氧的浓度，三联体的分数态的溶解的氧淬灭其产生1点Ò 2 *形成（小号Δ）被成功地获得了高精度。的Φ Δ在低氧浓度下的数值表明，这些硫鸟苷，尤其是taDTGuo，仍能在低分子氧浓度下有效地生成1 O 2 *，如癌性微环境。这些发现表明，taDTGuo可以作为光诱导癌症治疗的潜在药物发挥良好的作用。
更新日期：2018-09-17
中文翻译：
硫醇化鸟苷衍生物的激发三重态的特征和单线态氧的产生†
硫鸟嘌呤对UVA光敏感，当暴露于UVA时会产生单线态分子氧（1 O 2 *）。三种硫代鸟苷衍生物2'，3'，5'-三-O-乙酰基-6-硫鸟嘌呤（ta6TGuo），2'，3'，5'-三-O-乙酰基-8-硫代鸟苷（ta8TGuo）和2用光物理和光化学方法研究了'，3'，5'-三-O-乙酰基-6,8-二硫代鸟苷（taDTGuo）。进行了纳秒瞬态吸收和时间分辨的近红外发射测量，以研究其在乙腈溶液中激发的三重态的特征。系间窜越的量子产率（Φ ISC），本征衰减率常数（ķ 0），确定了它们的三重态的3 O 2（k q）猝灭速率常数和自猝灭速率常数（k SQ）。从的量子产率的精确的分析1 Ò 2 *代（Φ Δ）对溶解的分子氧的浓度，三联体的分数态的溶解的氧淬灭其产生1点Ò 2 *形成（小号Δ）被成功地获得了高精度。的Φ Δ在低氧浓度下的数值表明，这些硫鸟苷，尤其是taDTGuo，仍能在低分子氧浓度下有效地生成1 O 2 *，如癌性微环境。这些发现表明，taDTGuo可以作为光诱导癌症治疗的潜在药物发挥良好的作用。
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