Functionalized tricarbocyanine dyes as near-infrared fluorescent probes for biomolecules
Functionalized tricarbocyanine dyes as near-infrared fluorescent probes for biomolecules
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DOI：
10.1021/bc970113g
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发表时间：
1997-09-01
影响因子：
4.7
通讯作者：
Hammer, RP
中科院分区：
文献类型：
--
作者：
Flanagan, JH;Khan, SH;Hammer, RP
介绍了三种新型功能化三碳菁染料的合成。这些含有异硫氰酸酯和琥珀酰亚胺酯官能团的染料对伯胺具有反应性，并且可以用作生物相关化合物如氨基酸和官能化双脱氧核苷酸的荧光探针。吸收和荧光最大值出现在光谱的近红外区域（770-810 nm）。琥珀酰亚胺酯被证明是非常敏感的水解和原位产生的标记氨基酸。异硫氰酸酯不易水解，并使用有机改性的[40%（v/v）乙腈]缓冲液与氨基酸缀合。具有烷基异硫氰酸酯部分的染料显示与氨基官能化的双脱氧核苷酸三磷酸缀合。
The syntheses of three novel functionalized tricarbocyanine dyes are described. These dyes containing isothiocyanate and succinimidyl ester functional groups are reactive toward primary amines and can be used as fluorescent probes for biologically pertinent compounds such as amino acids and functionalized dideoxynucleotides. The absorption and fluorescence maxima occur in the near-IR region of the spectrum (770-810 nm). The succinimidyl ester proved to be very sensitive to hydrolysis and was generated in situ to label amino acids. The isothiocyanates were less susceptible to hydrolysis and were conjugated using organic modified [40% (v/v) acetonitrile] buffers to amino acids. A dye with an alkyl isothiocyanate moiety showed conjugation to amino-functionalized dideoxynucleotide triphosphates.