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对-二苯氨基联二苯基硼酸对单糖的识别研究 被引量:2

The Discrimination of Monosaccharides by 4′-Diphenylamino-4-(1,1′-biphenyl) Boronic Acid
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摘要 本文以二苯基胺和对-二溴联苯合成新型硼酸衍生物对-二苯氨基联二苯基硼酸(DBBA)。用DBBA作为荧光探针,在20%的乙醇水溶液中对各种单糖,如果糖、半乳糖、葡萄糖、甘露糖等进行识别研究,并且计算了DBBA与各种单糖的结合常数。研究结果表明,该新型硼酸衍生物对果糖具有很好的选择性识别。初步探讨了DBBA与果糖、半乳糖、葡萄糖、甘露糖的识别机理,表明DBBA能够识别单糖,DBBA具有分子内电荷转移特性,它与单糖分子结合后不同程度地阻碍了其分子内的电荷转移性质。 A novel boronic acid fluorescence probe, 4′-diphenylamino-4-(1, 1′-biphenyl) boronic acid (DBBA), was synthesized with diphenylamine and 4,4′-dibromobiphenyl as material. The probe was used to recognize several saccharides (such as fructose, galactose, glucose and mannose, et al. ) in 20% (V/V) ethanol aqueous, and the binding constants of DBBA with all the selected saccharides were determined. The results suggested that this novel boronate has substantial selectivity to fructose. The mechanisms of these recognition process were also explored, and the results demonstrated that the recognization of monosaccharides by DBBA was based on the twisted intramolecular electron transfer (TICT), and DBBA binding with various monosaccharides could induce different degree of inhibition to the TICT system.
出处 《分析科学学报》 CAS CSCD 北大核心 2009年第1期31-35,共5页 Journal of Analytical Science
基金 国家自然科学基金(No.90813018) 山西省自然科学基金
关键词 对-二苯氨基联二苯基硼酸 果糖 半乳糖 葡萄糖 甘露糖 荧光探针 4′-Diphenylamino 4- ( 1, 1′-biphenyl) boronic acid (DBBA) Fructose Galactose Glucose Mannose Fluoroprobe
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参考文献13

  • 1CAO H,MCGILL T,HEAGY M D. J. Org. Chem. [J],2004,69:2959. 被引量:1
  • 2LORAND J P,EDWARDS J O. J. Org. Chem. [J],1959,24:769. 被引量:1
  • 3GAO S,WANGW,WANG B. Bioorg. Chem. [J],2001,29:308. 被引量:1
  • 4JAMES T D,SANDANAYAKE K R A S,IGUCHI R,SHINKAI S. J. Am. Chem. Soc. [J],1995,117:8982. 被引量:1
  • 5DICESARE N,LAKOWICZ J R. J. Phys. Chem. A[J] ,2001,105:6834. 被引量:1
  • 6DICESARE N, LAKOWICZ J R, Tetrahedron Lett. [J ], 2002,43 : 2615. 被引量:1
  • 7JAMES T D,SAMANKUMARA K R A S,SHINKAI S. J. Chem. Soc. Chem. Commun. [J]. 1994:477. 被引量:1
  • 8Bielecki M, Eggert H, Norrild J C. J. Chem. Soc. Perkin Trans. [J], 1999,449. 被引量:1
  • 9ARIMORI S,BOSCH I. I,WARD C J. Tetrahedron Lett. [J]. 2001,42:4553. 被引量:1
  • 10WARD C J ,PATEI. P,ASHTON P R. Chem. Commun. [J] ,2000,229. 被引量:1

同被引文献13

  • 1杨晓燕,刘俊龙,张绍印,王瑶,许艳,安庆大.Meso-5,10,15,20-四(对羧基苯基)卟啉配合物的合成新方法[J].大连轻工业学院学报,2005,24(1):26-29. 被引量:7
  • 2赵胜芳,陈年友,李早英.5,10,15,20-四(4-甲氧羰基苯基)卟啉的微波合成[J].合成化学,2005,13(3):298-300. 被引量:3
  • 3段彩虹,陈欣,孙舒婷,马洪敏,王晋,杜斌,魏琴.二溴羟基卟啉与核酸相互作用的光谱行为研究[J].光谱学与光谱分析,2007,27(5):969-972. 被引量:8
  • 4Mallavarapu A,Sawin K,Mitchison'r.et al.A switch in microtubule dynamics at the onset of anaphase B in the mitotic spindle of Schizosaccharomyces pombe[J].Current Biology,1999,9(23),1423. 被引量:1
  • 5Lorand J P,Edwards JO.Polyol complexes and structure of the benzeneboronate ton[J].The Journal of Organic Chemistry,1959,24:769-774. 被引量:1
  • 6Cao S,Wang W,Wang B.Building fluorescent sensors for carbohydrates using template-directed polymerizations[J].Bioorganic Chemistry,2001,29:308-320. 被引量:1
  • 7James T D,Sandanayake K R A S,Iguchi R,et al.Novel saccharide-photoinduced electron transfer sensors based in the interaction of boronic acid and amine[J].Journal of American Chemical Society,1995,117:8982-8987. 被引量:1
  • 8Dicesare N,Lakowicz J R.Spectral properties of fluorophores combining the boronic acid group with electron donor or withdrawing groups.Implication in the development of fluorescence probed for saccharides[J].Journal of Physical Chemistry A,2001,105:6834-6840. 被引量:1
  • 9Wiley J P,Hughes K A,Kaiser R J,et al.Phenylboronic acid-salicylhydroxamic acid bioconjugates 2 polyvalent immobilization of protein ligands for affinity chromatography[J].Bioconjugate Chemistry,2001,12:240-250. 被引量:1
  • 10Gardiner S J,Smith B D,Duggan P J,et al.Selective fructore transport throogh,supported liquid membranes containing diboronic acid or conjugated monoboronic acid-quaternary ammonium carriers[J].Tetrahedron,1999,55:2857-2864. 被引量:1

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