Centro de Investigação em Química (CIQ), Department of Chemistry and Biochemistry, Faculty of Sciences, Universidade do Porto, Rua do Campo Alegre 687, 4169-007 Porto, Portugal.
J Photochem Photobiol B. 2011 Mar 2;102(3):218-23. doi: 10.1016/j.jphotobiol.2010.12.006. Epub 2010 Dec 21.
This paper presents the main results of RP-HPLC-MS and microscale NMR analysis performed on Accompanying similar to Luciferin (AsLn(x)), compounds present in extracts of the bioluminescent earthworm Fridericia heliota that display similarities with Fridericia's luciferin, the substrate of the bioluminescent reaction. Three isomers of AsLn were discovered, AsLn(1), AsLn(2) and AsLn(3), all of which present a molecular weight of 529 Da. Their UV-Vis absorption spectra show maxima at 235 nm for AsLn(1), 238 and 295 nm for AsLn(2) and 241 and 295nm for AsLn(3). MS(n) fragmentation patterns suggest the existence of carboxylic acid and hydroxyl moieties, and possibly chemical groups found in other luciferins like pterin or benzothiazole. The major isomer, AsLn(2), presents an aromatic ring and alkene and alkyl moieties. These luciferin-like compounds can be used as models that could give further insights into the structure of this newly discovered luciferin.
本文介绍了在 Accompanying similar to Luciferin (AsLn(x)) 上进行的反相高效液相色谱-质谱联用 (RP-HPLC-MS) 和微尺度 NMR 分析的主要结果，这些化合物存在于发光蚯蚓 Fridericia heliota 的提取物中，与 Fridericia 的荧光素（生物发光反应的底物）具有相似性。发现了三种 AsLn 的异构体，AsLn(1)、AsLn(2)和 AsLn(3)，它们的分子量均为 529 Da。它们的紫外-可见吸收光谱在 AsLn(1)处显示出 235nm 的最大值，在 AsLn(2)处显示出 238nm 和 295nm 的最大值，在 AsLn(3)处显示出 241nm 和 295nm 的最大值。MS(n) 碎片模式表明存在羧酸和羟基基团，并且可能存在于其他荧光素如蝶呤或苯并噻唑中。主要异构体 AsLn(2) 具有芳环、烯基和烷基部分。这些类似荧光素的化合物可用作模型，可以进一步深入了解这种新发现的荧光素的结构。
