Fluorescein succinimidyl ester

Tian and co-workers [148] have reported the synthesis of two chlorinated fluoresceins probes 4,7,2,7 -tetrachloro-6-(5-carboxypentyl) fluorescein and 4,7,4,5 -tetrachloro-6-(5-carboxypentyl) fluorescein for labeling proteins. More recently, the same research group has described the synthesis of two novel chlorinated fluoresceins, namely 2,4, 5, 7 -tetrachloro-6-(5-carboxypentyl)-4,7-dichloro fluorescein succinimidyl ester 52 and 2, 4, 5, 7-tetrachloro-6-(3-carboxypropyl)-4,7-dichlorofluorescein succinimidyl ester 53 [149]. 

The novel chlorinated fluorescein succinimidyl esters 52 and 53 are considerably stable if properly stored. They exhibit intermediate reactivity toward amines, with high selectivity toward aliphatic amines. Their reaction rate with aromatic amines, alcohols, phenols, and histidine is relatively low. 

Fig. 5.12 On-line continuous-flow monitoring of bioactive compounds using fluorescein-biotin/streptavidin assay. MS instrument Q-ToF2 (Waters) equipped with a Waters Z-spray electrospray (ESI) source. Triplicate injections of (a) biotin-N-succinimidyl ester (m/z 342), (b) N-biotinyl-L-lysine (m/z 373),...

BODIPY FL C3-SE is 4,4-difluoro-5,7-dimethyl-4-bora-3a,4a-diaza-S-indacene-3-propionic acid, succinimidyl ester (Molecular Probes). The derivatizations to the base BODIPY molecule result in fluorescent properties that mimic fluorescein in emission... 

A number of derivatives of fluorescein have been synthesized. Dichlo-rotriazinylamino fluorescein (DTAF) (1) is spectrally identical to FITC, but provides a more consistent and stable antibody conjugate. Succinimidyl esters of fluorescein are also available for conjugation to antibodies. BODIPY FL2 (Molecular Probes, Inc., Eugene, OR) has been offered as a substitute for fluorescein. It has a short Stokes shift, but offers higher fluorescence intensity, and is claimed to be more photostabile and less pH-sensitive than fluorescein. 

Alexa fluorochromes are available only as a protein labeling kit from Invitrogen, Molecular Probes, Inc. (Carlsbad, CA, USA www.probes.com). The reactive dye has a succinimidyl ester moiety that reacts with primary amines of proteins. The conjugation steps are similar to those for fluorescein isothiocyanate. 

Mintem, J. Li, M. Davey, G. M. Blanas, E. Kurts, C. Carbone, F. R. Heath, W. R. The use of carboxy-fluorescein diacetate succinimidyl ester to determine the site, duration and cell type responsible for antigen presentation in vivo. Immunol. Cell Biol. 1999, 77, 539-543. 

Materials Gelatin (Sigma, St. Louis, MO, G-2500), 12-well glass cover-slips (Fisher, Pittsburg, PA, 12-545-100 18CIR.-1), 12-weU tissue culture plates, 1% paraformaldehyde, sterile water, SF RPMI, 5-6-carboxyl-fluorescein diacetate succinimidyl ester (CFDSE) (Molecular Probes, Eugene, OR, C-1157), Texas-red-X, succinimidyl ester (TRSE) (Molecular Probes, T-20175), DMSO, PBS, and 1 M NaHCOj (pH 8.3). 

Fluorescein tags (Fig. 3) Carboxytetramethylrhodamine succinimidyl ester from Molecular Probes (Eugene, OR and Leiden, The Netherlands) and sulforhodamine from Sigma-Aldrich, St. Louis, MO. 

TEOS nanoparticles doped with three types of dye were prepared for fluorescence-resonance energy transfer (FRET) by means of imposition [55]. The dyes fluorescein, 5-carboxyrhodamine 6G (R6G) and 6-carboxy-X-rhodamine (ROX) were used to prepare these TEOS nanoparticles because their spectral features effectively overlap. In the triple-dye-doped TEOS nanoparticles, fluorescein was used as a common donor for R6G and ROX, whereas R6G acted both as an acceptor for fluorescein isothiocyanate (FITG) and as a donor for ROX. To prepare the nanoparticles, the three types of amine-reactive dye molecule were first covalently linked to APS, 5-(and-6)-carboxyfluorescein succinimidyl ester, 5-carboxyrhodamine 6G succinimidyl ester and 6-carboxy-X-rhodamine succinimidyl ester. 

Fluorescein-6-carboxylic acid A-succinimidyl ester 6-CFSE CFSE 6-FAM, SE... 

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