用于快速高效释放钙离子的BAPTA的光可裂解类似物。
Photo-cleavable analog of BAPTA for the fast and efficient release of Ca.
作者信息
Sutton Mariia V, McKinley Matthew, Kulasekharan Revathy, Popik Vladimir V
机构信息
Department of Chemistry, University of Georgia, Athens, GA 30677, USA.
出版信息
Chem Commun (Camb). 2017 May 18;53(41):5598-5601. doi: 10.1039/c7cc02056b.
Abstract
A new photocleavable analog of BAPTA chelating ligand has a high affinity towards Ca ions (K = 2.5 × 10 M). The use of photolabile 3-(hydroxymethyl)-2-naphthol core in the design of photo-BAPTA allows for the efficient (Φ = 0. 63) and very fast (τ < 12 μs) release of Ca ions upon 300 or 350 nm irradiation.
摘要
一种新的BAPTA螯合配体的光可裂解类似物对钙离子具有高亲和力（K = 2.5×10 M）。在光BAPTA的设计中使用光不稳定的3-(羟甲基)-2-萘酚核心，使得在300或350 nm照射下能够高效（Φ = 0.63）且非常快速（τ < 12 μs）地释放钙离子。
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2
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3
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Cold Spring Harb Protoc. 2015 Mar 2;2015(3):239-49. doi: 10.1101/pdb.top066068.
4
Photoactivatable fluorescein derivatives caged with a (3-hydroxy-2-naphthalenyl)methyl group.
J Org Chem. 2014 Aug 15;79(16):7665-71. doi: 10.1021/jo501116g. Epub 2014 Aug 1.
5
Uncaging calcium in neurons.
Cold Spring Harb Protoc. 2013 Dec 1;2013(12):1115-24. doi: 10.1101/pdb.top079491.
6
Studying the activation of epithelial ion channels using global whole-field photolysis.
Cold Spring Harb Protoc. 2013 Jan 1;2013(1):pdb.prot072751. doi: 10.1101/pdb.prot072751.
7
Analysis of neurotransmitter release mechanisms by photolysis of caged Ca²⁺ in an autaptic neuron culture system.
Nat Protoc. 2012 Jun 21;7(7):1351-65. doi: 10.1038/nprot.2012.074.
8
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