Gadolinium(III) Porpholactones as Efficient and Robust Singlet Oxygen   Photosensitizers

doi:10.1002/chem.201601517

CORC > 北京大学 > 化学与分子工程学院

	Gadolinium(III) Porpholactones as Efficient and Robust Singlet Oxygen Photosensitizers
	Ke, Xian-Sheng ; Ning, Yingying ; Tang, Juan ; Hu, Ji-Yun ; Yin, Hao-Yan ; Wang, Gao-Xiang ; Yang, Zi-Shu ; Jie, Jialong ; Liu, Kunhui ; Meng, Zhao-Sha ; Zhang, Zongyao ; Su, Hongmei ; Shu, Chunying ; Zhang, Jun-Long
刊名	CHEMISTRY-A EUROPEAN JOURNAL
	2016
关键词	gadolinium photocatalysis photocytotoxicity singlet oxygen tetrapyrrole PRESSURE-SENSITIVE PAINT NEAR-INFRARED LUMINESCENCE C-H FUNCTIONALIZATION ENERGY-GAP LAW PHOTODYNAMIC THERAPY PHOTOPHYSICAL PROPERTIES EXPANDED PORPHYRINS BETA-LACTONIZATION CONTRAST AGENTS METAL-COMPLEXES
DOI	10.1002/chem.201601517
英文摘要	Construction of Gd-III photosensitizers is important for designing theranostic agents owing to the unique properties arising from seven unpaired f electrons of the Gd3+ ion. Combining these with the advantages of porpholactones with tunable NIR absorption, we herein report the synthesis of Gd-III complexes Gd-1-4 (1, porphyrin; 2, porpholactone; 3 and 4, cis- and trans-porphodilactone, respectively) and investigated their function as singlet oxygen (O-1(2)) photosensitizers. These Gd complexes displayed O-1(2) quantum yields (Phi(Delta)s) from 0.64-0.99 with the order Gd-1< Gd-2< Gd-3< Gd-4. The gradually enhanced O-1(2) sensitization after beta-oxazolone moiety replacement was ascribed to the narrowing of the energy gap (Delta E) between the lowest triplet states (T-1) of the ligand and the energy level of the (1)Delta(g) -> (3)Sigma(g) transition of O-1(2). In particular, Gd-4 is capable of excitation in the visible to NIR region (400-700 nm) with a quantum yield near unity. These Gd complexes were first demonstrated as efficient photosensitizers in photocatalysis such as oxidative C-H bond functionalization of secondary or tertiary amines, and the oxygenation of the natural product cholesterol. Finally, after glycosylation, these water-soluble Gd complexes showed potential applications in photodynamic therapy (PDT) in HeLa cells. This work revealed that Gd-III complexes of "bioinspired" beta-modified porpholactones are efficient NIR photosensitizers and form a chemical basis to construct appealing photocatalysts and theranostic agents based on lanthanides.; National Key Basic Research Support Foundation of China (NKBRSFC) [2015CB856301]; NSFC [20971007, 21101169, 21571007, 21271013, 21321001, 21425313]; SCI(E); EI; PubMed; ARTICLE; zhangjunlong@pku.edu.cn; 28; 9676-9686; 22
语种	英语
内容类型	期刊论文
源URL	[http://ir.pku.edu.cn/handle/20.500.11897/433508]
专题	化学与分子工程学院
推荐引用方式 GB/T 7714	Ke, Xian-Sheng,Ning, Yingying,Tang, Juan,et al. Gadolinium(III) Porpholactones as Efficient and Robust Singlet Oxygen Photosensitizers[J]. CHEMISTRY-A EUROPEAN JOURNAL,2016.
APA	Ke, Xian-Sheng.,Ning, Yingying.,Tang, Juan.,Hu, Ji-Yun.,Yin, Hao-Yan.,...&Zhang, Jun-Long.(2016).Gadolinium(III) Porpholactones as Efficient and Robust Singlet Oxygen Photosensitizers.CHEMISTRY-A EUROPEAN JOURNAL.
MLA	Ke, Xian-Sheng,et al."Gadolinium(III) Porpholactones as Efficient and Robust Singlet Oxygen Photosensitizers".CHEMISTRY-A EUROPEAN JOURNAL (2016).