Progress Towards Synthetic Chlorins with Graded Polarity, Conjugatable Substituents, and Wavelength Tunability.

Progress Towards Synthetic Chlorins with Graded Polarity, Conjugatable Substituents, and Wavelength Tunability.
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具有梯度极性、可共轭取代基和波长可调性的合成二氢卟酚的进展。

DOI:
10.1142/s1088424615500042
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发表时间:
2015
影响因子:
1.5
通讯作者:
Lindsey,JonathanS
Lindsey,JonathanS
中科院分区:
化学4区
文献类型:
--
作者:
Ra,Doyoung;Gauger,KellyA;Muthukumaran,Kannan;Balasubramanian,Thiagarajan;Chandrashaker,Vanampally;Taniguchi,Masahiko;Yu,Zhanqian;Talley,DanielC;Ehudin,Melanie;Ptaszek,Marcin;Lindsey,JonathanS

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二氢卟酚合成化学的进展使人们能够重新合成各种含二氢卟酚的分子结构。五个不同的分子设计已在这里进行了探索,包括疏水性bioconjugatable(氧代)二氢卟酚;亲水性bioconjugatable二氢卟酚; atrans-乙炔基/碘二氢卟酚建筑块;一组的二氢卟酚轴承富电子(甲氧基,二甲氨基,甲硫基)在3-位的基团;和一组的10个3,13-二取代的二氢卟酚主要轴承扩展π-部分的基团。共合成了23个新的二氢卟酚类化合物(17个目标化合物,6个中间体)。与包含“亲水性、生物缀合性和波长可调”的组合的分子设计相关的挑战主要在于亲水单元的性质。
Advances in chlorin synthetic chemistry now enable thede novopreparation of diverse chlorin-containing molecular architectures. Five distinct molecular designs have been explored here, including hydrophobic bioconjugatable (oxo)chlorins; a hydrophilic bioconjugatable chlorin; atrans-ethynyl/iodochlorin building block; a set of chlorins bearing electron-rich (methoxy, dimethylamino, methylthio) groups at the 3-position; and a set of ten 3,13-disubstituted chlorins chiefly bearing groups with extended π-moieties. Altogether 23 new chlorins (17 targets, 6 intermediates) have been prepared. The challenge associated with molecular designs that encompass the combination of "hydrophilic, bioconjugatable and wavelength-tunable" chiefly resides in the nature of the hydrophilic unit.