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Coelenterazine h

(Synonyms: 腔肠素-H,2-Deoxycoelenterazine; CLZN-h) 目录号 : GC43292

A synthetic bioluminescent luciferin

Coelenterazine h Chemical Structure

Cas No.:50909-86-9

规格 价格 库存 购买数量
500μg
¥2,478.00
现货
1mg
¥4,707.00
现货

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产品描述

Coelenterazine is a luciferin, a light-emitting biomolecule that serves as a substrate for luciferases or as a constituent of photoproteins, including aequorin. Coelenterazine can be used to reconstitute the aequorin complex both in vivo and in vitro, emitting blue light when bound to calcium ions. Coelenterazine h is a synthetic derivative of native coelenterazine that exhibits 16-fold higher luminescence intensity (emission maximum ~466 nm; half-total time of 0.6-1.2 sec) than native coelenterazine. Aequorin complexes reconstituted with coelenterazine h are reported to be more sensitive to calcium ions than those employing the native constituent, providing a useful indicator for small changes in Ca2+ concentrations.

Chemical Properties

Cas No. 50909-86-9 SDF
别名 腔肠素-H,2-Deoxycoelenterazine; CLZN-h
Canonical SMILES OC1=CC=C(C2=CN3C(N=C(CC4=CC=CC=C4)C3=O)=C(CC5=CC=CC=C5)N2)C=C1
分子式 C26H21N3O2 分子量 407.5
溶解度 Ethanol: 0.5 mg/ml*,Methanol: 0.5 mg/ml* 储存条件 Store at -20°C ,protect from light
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
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1 mM 2.454 mL 12.2699 mL 24.5399 mL
5 mM 0.4908 mL 2.454 mL 4.908 mL
10 mM 0.2454 mL 1.227 mL 2.454 mL
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Research Update

An enzymatically-sensitized sequential and concentric energy transfer relay self-assembled around semiconductor quantum dots

Nanoscale 2015 May 7;7(17):7603-14.PMID:25804284DOI:10.1039/c5nr00828j.

The ability to control light energy within de novo nanoscale structures and devices will greatly benefit their continuing development and ultimate application. Ideally, this control should extend from generating the light itself to its spatial propagation within the device along with providing defined emission wavelength(s), all in a stand-alone modality. Here we design and characterize macromolecular nanoassemblies consisting of semiconductor quantum dots (QDs), several differentially dye-labeled peptides and the enzyme luciferase which cumulatively demonstrate many of these capabilities by engaging in multiple-sequential energy transfer steps. To create these structures, recombinantly-expressed luciferase and the dye-labeled peptides were appended with a terminal polyhistidine sequence allowing for controlled ratiometric self-assembly around the QDs via metal-affinity coordination. The QDs serve to provide multiple roles in these structures including as central assembly platforms or nanoscaffolds along with acting as a potent energy harvesting and transfer relay. The devices are activated by addition of Coelenterazine h substrate which is oxidized by luciferase producing light energy which sensitizes the central 625 nm emitting QD acceptor by bioluminescence resonance energy transfer (BRET). The sensitized QD, in turn, acts as a relay and transfers the energy to a first peptide-labeled Alexa Fluor 647 acceptor dye displayed on its surface. This dye then transfers energy to a second red-shifted peptide-labeled dye acceptor on the QD surface through a second concentric Förster resonance energy transfer (FRET) process. Alexa Fluor 700 and Cy5.5 are both tested in the role of this terminal FRET acceptor. Photophysical analysis of spectral profiles from the resulting sequential BRET-FRET-FRET processes allow us to estimate the efficiency of each of the transfer steps. Importantly, the efficiency of each step within this energy transfer cascade can be controlled to some extent by the number of enzymes/peptides displayed on the QD. Further optimization of the energy transfer process(es) along with potential applications of such devices are finally discussed.