Macrocycle-derived functional xanthenes and progress towards concurrent detection of glucose and fructose

Journal of Fluorescence

Volumn 14, Issue 5, 2004, Pages 611-615

  Rusin, Oleksandr ^a   Alpturk, Onur ^a   He, Ming ^a,b   Escobedo, Jorge O ^a   Jiang, Shan ^a   Dawan, Fareed ^a   Lian, Kun ^a   McCarroll, Matthew E ^a,c   Warner, Isiah M ^a   Strongin, Robert M ^a  

^a LOUISIANA STATE UNIVERSITY   (United States)

^b Advanced Biotech Inc   (United States)

^c SOUTHERN ILLINOIS UNIVERSITY   (United States)

Author keywords

Boronic acid; Fructose; Glucose; Resorcinarene; Xanthene

Indexed keywords

BORONIC ACIDS; OLIGOSACCHARIDES; RESORCINARENE; XANTHENE;

COLORIMETERS; CRYSTALLOGRAPHY; FLUORESCENCE; FRUCTOSE; MIXTURES; NUCLEAR MAGNETIC RESONANCE; SYNTHESIS (CHEMICAL); ULTRAVIOLET SPECTROSCOPY;

GLUCOSE;

BORONIC ACID DERIVATIVE; DRUG DERIVATIVE; FLUORESCENT DYE; FRUCTOSE; GLUCOSE; MACROCYCLIC COMPOUND; PHENYLALANINE; RESORCINARENE; XANTHENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; GLUCOSE BLOOD LEVEL; HUMAN; METHODOLOGY; MONITORING; SPECTROFLUOROMETRY; SPECTROPHOTOMETRY; ULTRAVIOLET SPECTROPHOTOMETRY;

BLOOD GLUCOSE; BORONIC ACIDS; FLUORESCENT DYES; FRUCTOSE; GLUCOSE; HUMANS; MACROCYCLIC COMPOUNDS; MOLECULAR STRUCTURE; MONITORING, PHYSIOLOGIC; PHENYLALANINE; SPECTROMETRY, FLUORESCENCE; SPECTROPHOTOMETRY; SPECTROPHOTOMETRY, ULTRAVIOLET; XANTHENES;

EID: 4344692194     PISSN: 10530509     EISSN: None     Source Type: Journal    
DOI: 10.1023/B:JOFL.0000039348.74270.03     Document Type: Article

References (11)

1. T. D. James and S. Shinkai (2002). Artificial receptors as chemosensors for carbohydrates. Top. Curr. Chem. 218, 159-200;
2. (b) W. Wang, X. Gao, and B. Wang (2002). Boronic acid-based sensors. Curr. Org. Chem. 6(14), 1285-1317.
3. S. Arimori, M. L. Bell, C. S. Oh, K. A. Farimat, and T. D. James (2001). Modular fluorescence sensors for saccharides. Chem. Commun. 1836-1837.
4. J. P. Lorand and J. D. Edwards (1959). Polyol complexes and structure of the benzeneboronate ion. J. Org. Chem. 24, 769-774.
5. P. T. Lewis, C. J. Davis, M. Saraiva, D. Treleaven, T. McCarley, and R. M. Strongin (1997). Tetraarylboronic acid resorcinarene stereoisomers. Versatile new substrates for divergent polyfunctionalization and molecular recognition J.Org. Chem. 62(18), 6110-6111.
6. C. J. Davis, P. T. Lewis, M. E. McCarroll, M. W. Read, R. Cueto, and R. M. Strongin (1999). Simple and rapid visual sensing of saccharides. Org. Lett. 1(2), 331-334.
7. M. He, R. J. Johnson, J. O. Escobedo, P. A. Beck, K. K. Kim, N. N. St. Luce, C. J. Davis, P. T. Lewis, F. R. Fronczek, B. J. Melancon, A. A. Mrse, W. D. Treleaven, and R. M. Strongin (2002). Chromophore formation in resorcinarene solutions and the visual detection of mono- and oligosaccharides. J. Am. Chem. Soc. 124(18), 5000-5009.
8. F. Weinelt and H.-J. Schneider (1991). Mechanisms of macrocycle genesis. The condensation or resorcinol with aldehydes. J. Org. Chem. 56(19), 5527-5535.
9. J. C. Norrild and H. Eggert (1996). Boronic acids as fructose sensors. Structure determination of the complexes involved using (1)J(CC) coupling constants J. Chem. Soc., Perkin Trans. 2(12), 2583-2588.
10. (a) M. Takeuchi, S. Yoda, T. Imada, and S. Shinkai (1997). Chiral sugar recognition by a diboronic-acid-appended binaphtyl derivative through rigidification effect. Tetrahedron 53(25), 8335-8348;
11. (b) M. Takeuchi, T. Mizuno, H. Shinmori, M. Nakashima, and S. Shinkai (1996). Fluorescence and CD spectroscopic sugar sensing by a cyanine-appended diboronic acid probe. Tetrahedron 52(4), 1195-1204.