Coordination and fluorescence of the intracellular Zn2+ probe [2-methyl-8-(4-toluenesulfonamido)-6-quinolyloxy]acetic acid (Zinquin a) in ternary Zn2+ complexes

Coordination and fluorescence of the intracellular Zn2+ probe [2-methyl-8-(4-toluenesulfonamido)-6-quinolyloxy]acetic acid (Zinquin a) in ternary Zn2+ complexes
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DOI:
10.1021/ja020685y
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发表时间:
2003-04-02
影响因子:
15
通讯作者:
Ward, AD
Ward, AD
中科院分区:
化学1区
文献类型:
--
作者:
Hendrickson, KM;Geue, JP;Ward, AD

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电位研究协调的荧光团,2-methyl-8——(4-toluenesulfonamido) 6-quinolyloxyacetic酸(LH2) l 1(细胞内Zn2 +探针,Zinquin)在其deprotonated形式,l - 1(2 -),在Zn2 +三元复合物,[(ZnLL) -L-n-L-1] (n)(其中n是负责L-n)在298.2 K 50%含水乙醇(v / v) = 0.10 (NaClO4),显示的形成[(ZnLL) -L-n-L-1] (n) ((ZnL) -L-n) ((2 + n) +)的特点是日志(6年级/ dm(3)摩尔(1))= 8.23 + / - 0.05,4.36 + / - 0.18,分别为8.45 +/- 0.10、10.00 +/- 0.06、11.53 +/- 0.06和5.92 +/- 0.15,其中L-n = L-2 - L-6和L-7(3-)分别为1,4,7,10-四氮杂环十二烷、1,4,8,11-四氮杂环十四烷、1,4,7-三氮杂环壬烷、1,5,9-三氮杂环十二烷、三(2-氨基乙基)胺和硝基三乙酸,K-5为逐步络合常数。羟基质子与三乙醇胺L-8的解离形成[(zn8lh -1)-L-8](+),随后形成[(Zn8LH-1L)- l -1](-), log(K-5/dm(3) mol(-1)) = 9.87 +/- 0.08。利用L-1(2-)检测细胞内Zn2+,讨论了Zn2+三元配合物中K-5的变化和L-1(2-)配位环境变化时量子产率的5倍变化。
A potentiometric study of the coordination of the fluorophore, 2-methyl-8-(4-toluenesulfonamido)-6-quinolyloxyacetic acid, (LH2)-L-1 (the intracellular Zn2+ probe, Zinquin A) in its deprotonated form, L-1(2-), in Zn2+ ternary complexes, [(ZnLL)-L-n-L-1](n) (where n is the charge of L-n) at 298.2 K in 50% aqueous ethanol (v/v) and I = 0.10 (NaClO4), shows that the formation of [(ZnLL)-L-n-L-1](n) from [(ZnL)-L-n]((2+n)+) is characterized by log(K-5/dm(3) mol(-1)) = 8.23 +/- 0.05, 4.36 +/- 0.18, 8.45 +/- 0.10, 10.00 +/- 0.06, 11.53 +/- 0.06 and 5.92 +/- 0.15, respectively, where L-n = L-2 - L-6 and L-7(3-) are 1,4,7,10-tetraazacyclododecane, 1,4,8,11-tetraazacyclotetradecane, 1,4,7-triazacyclononane, 1,5,9-triazacyclododecane, tris(2-aminoethyl)amine and nitrilotriacetate, respectively, and K-5 is the stepwise complexation constant. Dissociation of a hydroxo proton from triethanolamine, L-8, occurs in the formation of [(ZnLH-1)-L-8](+) that subsequently forms [(Zn8LH-1L)-L-1](-) for which log(K-5/dm(3) mol(-1)) = 9.87 +/- 0.08. The variation of K-5 and the 5-fold variation of quantum yield of L-1(2-) as its coordination environment changes in Zn2+ ternary complexes are discussed with reference to the use of L-1(2-) in the detection of intracellular Zn2+.