5(6)-Carboxyfluorescein N-hydroxysuccinimide ester - CAS 117548-22-8
Molecular Formula:
C25H15O9
Molecular Weight:
473.40
COA:
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Application\Fluorophore:
Other Fluorescent Probes
Description:
5(6)-Carboxyfluorescein N-hydroxysuccinimide ester is an amine-reactive fluorescent probe useful for preparation of tubulin derivatives.
Appearance:
Light Orange Solid
Synonyms:
5(6)-FAM SE
MSDS:
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Melting Point:
>222°C (dec.)
Excitation:
490-500 nm
Emission:
510-525 nm
1.Preparation of succinimidyl and pentafluorophenyl active esters of 5- and 6-carboxyfluorescein.
Adamczyk M1, Fishpaugh JR, Heuser KJ. Bioconjug Chem. 1997 Mar-Apr;8(2):253-5.
A mixture of 5- and 6-carboxyfluorescein was activated with 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride in the presence of either N-hydroxysuccinimide or pentafluorophenol to give the corresponding succinimidyl and pentafluorophenyl esters. The regioisomeric mixtures were separated to give the 5- and 6-succinimidyl and pentafluorophenyl active esters in > 98% purity.
2.Separating the isomers--efficient synthesis of the N-hydroxysuccinimide esters of 5 and 6-carboxyfluorescein diacetate and 5 and 6-carboxyrhodamine B.
Brunet A1, Aslam T1, Bradley M2. Bioorg Med Chem Lett. 2014 Jul 15;24(14):3186-8. doi: 10.1016/j.bmcl.2014.04.090. Epub 2014 May 4.
Diacetate protection of 5 and 6-carboxyfluorescein followed by synthesis of the N-hydroxysuccinimide esters allowed ready separation of the two isomers on a multi-gram scale. The 5 and 6-carboxyrhodamine B N-hydroxysuccinimide esters were also readily synthesised and separated.
3.[Study on 5-carboxyfluorescein N-succinimidyl ester in detecting the degree of cross-linked allogenic tissue].
Zahng J1, Liu W, Liu L. Sheng Wu Yi Xue Gong Cheng Xue Za Zhi. 2010 Aug;27(4):816-9.
This study was designed to creat a new method for detecting the degree of cross-linked allogenic tissue based on fluorescent technique. The thoracic aorta of New Zealand rabbits were divided randomly into four groups according to the concentration of Glutaraldehyde (GA), which were group A (control group-with no GA), group B (cross-linked with GA of 0.625%), group C (1.25%), and group D (2.5%). Each group was cross-linked with GA and reacted with 5-FAMSE, and then the fluorescence intensity was observed via fluorescence microscopy (analyzed with Image-Pro Plus 6.0, a professional image analysis software). The differences between groups in order of fluorescence intensity were found to be: group A > roup B > group C > group D (P < 0.01). Meanwhile, the tissue proteins extracted from aorta in each group were submitted to conventional polyacrylamide gel electrophoresis (PGE) after being cross-linked with GA; the result from this method was compared with that from the method of 5-FAMSE.
4.Sequential electroelution and mass spectroscopic identification of intact sodium dodecyl sulfate-proteins labeled with 5(6)-carboxyfluorescein-N-hydroxysuccinimide ester.
Yefimov S1, Yergey AL, Chrambach A. Electrophoresis. 2001 Aug;22(14):2881-7.
A gel electrophoresis apparatus capable of scanning the migration path fluorometrically and of computer-directed electroelution of bands was applied to the mass spectrometric identification of sequentially electroeluted 5(6)-carboxyfluorescein-N-hydrosuccinimide ester (FLUOS)-labeled sodium dodedyl sulfate (SDS)-proteins. The masses of four electroeluted SDS-proteins under study determined by matrix assisted laser desorption/ionization-time of flight (MALDI-TOF) spectrometry are changed by 1% due to their reaction with FLUOS in a 1:5 molar ratio of protein:label, allowing for the identification of the labeled intact proteins on the basis of mass. More importantly, the partial (10 or 50%) derivatization of proteins with FLUOS does not preclude their tryptic hydrolysis, and identification of the protein on the basis of the mass spectrometric analysis of its tryptic peptides. Potentially, the procedure allows for the automated mass spectrometric identification of SDS-proteins globally labeled with FLUOS and electrophoretically separated, without need for any gel sectioning.
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CAS 117548-22-8 5(6)-Carboxyfluorescein N-hydroxysuccinimide ester

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