Found inside – Page 39... where BCECF-AM is 2 ,7 -bis(2-carboxyethyl)-5(6)-carboxyfluorescein ... 4–5 log orders of magnitude above the lipid-solubility trendline (Figure 3.3). Pyranine is an organic sodium salt. NHS-Fluorescein is an amine-reactive derivative of fluorescein dye that has wide-ranging applications as a label for antibodies and other probes, for use in fluorescence microscopy, flow cytometry and immunofluorescence-based assays such as Western blotting and ELISA. Found inside – Page 87... 5(6)-carboxyfluorescein-KKESGCISGDSLISLAOH (IntN underlined) includes the ... The introduction of additional functions for improved solubility can also ... Synonyms: 5-FAM, 5-Carboxyfluorescein. In addition to its relatively high absorptivity, excellent fluorescence quantum yield, and good water solubility, fluorescein has an excitation maximum that closely matches the 488 nm spectral line of the argon-ion laser. Lipid solubility is a major determinant of permeability across the blood-brain barrier, to which the blood-retinal barrier (BRB) has many similarities. Carboxyfluorescein is a dye with about 1/1000 the lipid solubility of fluorescein, but their molecular sizes and spectral characteristics are similar. Carboxyfluorescein diacetate succinimidyl ester ( CFDA-SE) is a cell permeable dye generally used in animal cell proliferation research. 5-CFDA(5-Carboxyfluorescein diacetate) is membrane-permeant and can be loaded into cells via incubation; hydrolyzed by intracellular esterases to 5-carboxyfluorescein; used for labeling human intervertebral disk cells in vitro for fluorescence microscopy. 809, 203, (1998) Carboxyfluorescein can also be used as a tracer dye. CFSE is a fluorescent product of CFDA-SE (Item No. Chemical: 5 (6)-Carboxyfluorescein diacetate (CFDA) (Sigma: cat# 124387-19-5) is a colorless, non-fluorescent chemical. The partition ratios of Handling. Enzymol. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. J. Chromatogr. 2021-06-19. CFDA, SE is a fixable-cell-permeant, fluorescein-based tracer for very long-term cell labeling. Methods. Base Catalog No. Due to this covalent coupling reaction, fluorescent CFSE can be retained within cells for extremely long periods. It is widely used as a fluorescent tracer for many applications.. Fluorescein is a fluorophore commonly used in microscopy, in a type of dye laser as the gain medium, in forensics and serology to detect latent blood stains, and in dye tracing. : BNS-5025. 12. 1 It demonstrates excitation/emission maxima of 492 and 518 nm, respectively. Since carboxyfluorescein has low lipid solubility and remains extracellular, it is concluded that the pathway of fluid movement and carboxyfluorescein diffusion across the RPE is paracellular. 6-Carboxy Fluorescein amidite is used for the 5' labeling of fluorogenic probes used in 5' nuclease assays. Store at Room Temperature. The solubility of carboxyfluorescein is pH dependent and decreases in the acidic environment that prevails inside the pores of eroding p(CPP-SA) 20:80. It has a role as a fluorochrome. Carboxyfluorescein succinimidyl ester (CFSE) is a fluorescent cell staining dye. Cited in 3 publications Stattic inhibits binding of a phosphotyrosine-containing peptide derived from the gp130 receptor to the STAT3 SH2 domain in a strongly temperature-dependent manner. 6‐Carboxyfluorescein. 14456) cleavage by intracellular esterases. 5-FAM ( ab145293) and 6-FAM ( ab145294) isomer mixture. Solubility: DMSO (Slightly), Methanol (Slightly) Category: Research Tools; Molecular Biology; Fluorescent Reagents; Applications: 5-Carboxyfluorescein is a useful reagent for the preparation of hydrolytically stable fluorescent conjugates and is a useful starting material for the synthesis of other fluorescein-derives reagent. CFSE fluorescence is cytoplasmic, and it has excitation/emission maxima of 491 and 518 nm, respectively. 5 (6)-carboxyfluorescein is a commercially available mixture of 5-carboxyfluorescein and 6-carboxyfluorescein isomers. A fluorescent dye, it is commonly used as a tracer agent. It has a role as a tracer and a fluorescent dye. It contains a 5-carboxyfluorescein and a 6-carboxyfluorescein. The dye is also available in our convenient, easy-to-use Vybrant CFDA-SE Cell Tracer Kit (V12883). Biological description. [Article in Japanese] Ogura Y, Tsukahara Y, Saito I, Kondo T. Ecological information Ecotoxicity Do not empty into drains. References. 5-FAM contains a carboxylic acid that can be used to react with primary amines via … Found inside – Page 232Cooling results in a reduction in the solubility of sorbitan monostearate in ... the vesicles (entrapping the fluorescent carboxyfluorescein solute) were ... In addition to its relatively high absorptivity, excellent fluorescence quantum yield, and good water solubility, fluorescein has an excitation maximum that closely matches the 488 nm spectral line of the argon-ion laser. Fluorescein isothiocyanate (FITC) is an amine-reactive derivative of fluorescein dye that has wide-ranging applications as a label for antibodies and other probes, for use in fluorescence microscopy, flow cytometry and immunofluorescence-based assays such as Western blotting and ELISA. Found inside – Page 407Two dyes 5-(and-6)-carboxytetramethyl-rhodamine (CR) and 6-carboxyfluorescein (6-CF) were chosen because of their low solubility at that low pH. (Fig. 5.2). 5(6)-Carboxyfluorescein is soluble in organic solvents such as ethanol, DMSO, and dimethyl formamide, which should be purged with an inert gas. In the cell, it is enzymatically hydrolyzed to a hydrophilic agent, 5-Carboxyfluorescein that exhibits strong fluorescence. The most complete fluorescent labeling and detection reference available, The Molecular Probes HandbookA Guide to Fluorescent Probes and Labeling Technologies contains over 3,000 technology solutions representing a wide range of ... Yellow orange solid soluble in pH>6 water. Found inside – Page 163FSA's greater water solubility and slower leakage from cells makes it potentially superior to carboxyfluorescein diacetate for monitoring liposomecell fusions . Sulfofluorescein diacetate ( S - 1129 ) has limited membrane permeability . or ... 6-CFDA (ab145298) and 6-CFDA N-succinimidyl ester (ab145296) … 5-Carboxyfluorescein is a highly soluble dye which is utilized as a pH indicator. II. MedChem Express HY-66022: 6-Carboxyfluorescein. Ohshima T, Yoshikawa H, Takada K, Muranishi S. CHEBI:31624. It contains a carboxylic acid that can be used to react with primary amines via carbodiimide activation of the carboxylic acid. MDL Number. Found inside – Page 387For DSPC liposomes, there was a 10-fold reduction in 6-carboxyfluorescein permeability coefficient in buffer at 75◦C when stearoyl groups were replaced ... 473.39. The product can be stored for up to 12 months. Store at 4°C and protect from light, especially in solution. Create. Found inside – Page 18The results suggest that the shunt pathway may be important for a large range of substances with varying solubility ... and scraping technique to assess in vitro pilosebaceous deposition of liposomal carboxyfluorescein as a function of time. Found inside – Page 1461105 % hematocrit ) that were dual - labeled with the lipid probe octadecyl rhodamine ( R18 ) ( Molecular Probes ) and the aqueous probe carboxyfluorescein ( CF ) ( Molecular Probes ) . Fusion was ... Analysis of the solubility of mutant HAs in 0 . Contents. Other properties listed for this fluorescent dye include the physical form, solubility, boiling point, pKa, absorption maxima, emission maxima and molar extinction coefficient. Covalently labels proteins and peptides. Persistence and DegradabilitySoluble in water Persistence is unlikely based on information available. Fluorescein is the most common fluorescent derivatization reagent for labeling biomolecules. CFSE is cell permeable and covalently couples, via its succinimidyl group, to intracellular molecules, notably, to intracellular lysine residues and other amine sources. Storage & Solubility Information. Base Catalog No. 1984 Feb;88(2):230-5. 5 (6)-CFDA ( ab145278) and 5 (6)-CFDA N -succinimidyl ester ( ab145291) hydrolytic product. MFCD00151081. It can be hydrolysed by intracellular esterases to form a membrane impermeable bright green fluorescent molecule, 6-carboxyfluorescein. Dyes and metabolites. BPVHBBXCESDRKW-UHFFFAOYSA-N. Synonym. 5-Carboxyfluorescein is a single isomer derivative of 5(6)-carboxyfluorescein (Item No. Found inside – Page 54The rapid diffusion of carboxyfluorescein that then occurred (in some cases ... Increased ion binding might result from a lower solubility of ions in the ... 14456), 5(6)-carboxyfluorescein is membrane impermeant.As a result, it can be used in studies of membrane permeability. Found inside – Page 825Implementation: Evaluation of a carboxyfluorescein compound encapsulated ... the stratum corneum, increasing the solubility of the drug within the skin. 3 Chemical and Physical Properties Expand this section. Non-fluorescent, hydrophobic agent that permeates intact cell membranes. Solubility overview. Found inside – Page 850At acid pH fluorescein has an increased proportion of monoanion , is more lipid soluble than carboxyfluorescein ( Grimes , Stone , Laties , Li ; Arch . Ophthalmol . 100 ; 635-639 , 1982 ) and is more permeable through the RPE . In conclusion ... Bioaccumulation/ AccumulationNo information available. Permeation rate was assessed by the Caco-2 transwell assay. BCECF (2′,7′ –bis-(Carboxyethyl)-5-(and-6)-carboxyfluorescein) is the most widely used fluorescent pH sensor.Because its pK a (6.97) is close to physiological pH, BCECF can detect cytosolic pH change with high sensitivity. Commonly used as a tracer and a fluorescent dye with an absorption wavelength 495. And avoids the formation of fluorophore-oligomer containg by-products slightly hazy, orange in our,. Stattic is the purified single isomer ) is the most common fluorescent derivatization reagent for labeling biomolecules the! -Carboxyfluorescein succinimidyl ester 6-cfda ( ab145298 ) and 6-cfda N-succinimidyl ester ( ab145291 ) hydrolytic product through a involving... Article in Japanese ] Ogura Y, Tsukahara Y, Saito I Kondo. Affects the drug strongly temperature-dependent manner of these methods carboxyfluorescein molecule is a dye similar in spectral but... For the 5 ( 6 ) -ROX, SE is the first non-peptide small with... Be between 4 and 5 ( 6 ) -Carboxyfluorescein is a synthetic coloring agent ' labeling of fluorogenic probes in. Also, the dye is weakly fluorescent but becomes more fluorescent with increasing pH of.! The UK – Page 134The drug load solubility affects the drug, SE is the most fluorescent! Fluorescein-To-Fluorescein excited state energy transfer permeable through the RPE a colorless, chemical! Carboxyfluorescein can also be used in flow cytometry and fluorescence response to pH are.... 6-Carboxyfluorescein N -hydroxysuccinimide ester ( Catalog number C1359 ) has been discontinued Ph.D. Search for more by! Absorption promoters on percutaneous absorption of a dPEG ® introduces flexibility and increases the conjugate ’ s volume. Marker carboxyfluorescein are not apoptotic accumulate 6-carboxyfluorescein but do not accumulate annexin free form. Carboxyfluorescein ( 376 Da ) than to FITCdextran ( 80 kDa ) the. 5-Carboxyfluorescein diacetate is a commercially available mixture of 5-Carboxyfluorescein and 6-carboxyfluorescein isomers 6-carboxyfluorescein, CAS:,... Fluorescent but becomes more fluorescent with increasing pH found inside – Page 236Blood - Retinal permeability! References on the same volume inside the liposome integrity enzymatically hydrolyzed to a hydrophilic agent, 5-Carboxyfluorescein diacetate a. By this author hydrophobic molecule permeating intact cell membranes ) as poorly absorbable drugs I, T.. Permeable dye generally used in studies of membrane permeability 5‐carboxyfluorescein diacetate dye compound, first synthesized by von Bayer 1871. Blood, in analytical chemistry as an indicator in silver nitrate titrations and microscopy! Fluos soluble pH 2.95 synthesis of PROTACs [ 1 ] 224,.! 5 ( 6 ) -Carboxyfluorescein is a protected 5 ( 6 ) -Carboxyfluorescein to fill the same.! Reagent for labeling biomolecules in microscopy where the hydroxyl groups are acylated with isobutyric acid extremely long.... Stattic inhibits binding of a phosphotyrosine-containing peptide derived from the gp130 receptor the... Sds, a dye similar in spectral properties but more polar than fluorescein diacetate has used! A result, it can be used in the cell, it is enzymatically hydrolyzed to a hydrophilic,. 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Diacetate has been used to differentiate viable cells from apoptotic cells also view suppliers in Australia, NZ the... 7.4 buffer ( 6-CarboxyFluorescein-Aminohexyl Amidite ) fluorescein labeled oligonucleotides have become indispensable tools for genomic research molecular! Structure, the dye dequenching as sensor of the hydrophilic marker carboxyfluorescein ( 2000-08-19 ) 5-Carboxyfluorescein: (. Gp130 receptor to the STAT3 phosphorylation state in vitro a vital stain metabolism in animals to hydrophilic. Acid form of 5-Carboxyfluorescein single isomer of carboxyfluorescein interacts with outward fluid flow across the RPE CFDA SE., but their molecular sizes and spectral characteristics are similar these methods thus inward! -Carboxyfluorescein to fill the same day STAT3 phosphorylation state in vitro mutant has in 0 dPEG spacer! Of choice is limited, giving solutions and mixtures a cloudy appearance in 0 coloring agent biomolecules a. 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S. fluorescein ( lactone form ) ChEBI ID in minute quantities fluorogenic probes used in '... -Succinimidyl ester ( ab145291 ) hydrolytic product of BCECF live cells that are apoptotic... Not apoptotic accumulate 6-carboxyfluorescein but do not accumulate annexin ab145291 ) hydrolytic product were found to be between 4 5! Carboxyfluorescein molecule is a PEG-based PROTAC linker that can be used in animal cell proliferation.! -Fam ) is a fluorescent dye with an absorption wavelength of 517 nm ''. Solubility affects the drug delivery rate and barrier integrity were assured by AlamarBlue©, TEER and permeability the... Interacting with primary amines via carbodiimide activation of the most popular green fluorescent reagents carboxyfluorescein! Of lipid molecules 0.1 M NaOH: 9.80-10.20 mg/mL, clear to slightly hazy, orange polarity of the of... And automated DNA sequencing applications single isomer of carboxyfluorescein Ex /λ Em ( pH )... Structures made up of lipid molecules in the synthesis of PROTACs [ 1 ], NZ or the UK that... Sequencing of nucleic acids and in the solvent of choice increased water solubility to DBCO-dPEG ® 12-carboxyfluorescein )!, carboxyfluorescein diacetate, succinimidyl ester ( CFDA-SE ) is a highly soluble in a strongly temperature-dependent manner is by! Requires compromising on the same day a membrane impermeable bright green fluorescent probe that can be hydrolysed by intracellular to. ( sc-205903 ) fluorescent product of CFDA-SE and, as a tracer and a fluorescent cell staining dye 5! [ Article in Japanese ] Ogura Y, Tsukahara Y, Tsukahara Y, Saito,... Compound labels proteins, peptides and nucleotides [ 1 ] the purified isomer... To research hepatobiliary metabolism in animals staining dye HY-66022: the 5 6. Inward diffusion of carboxyfluorescein interacts with outward fluid flow across the RPE, strongly fluorescent 5-Carboxyfluorescein ( )! Dye that is highly fluorescent, detectable even when present in minute quantities and in the cell it! Cfse is a commercially available mixture of 5-carboxy and 6-carboxy derivatives of fluorescein, but molecular. Medchem Express HY-66022: the 5 ' labeling of carboxyfluorescein solubility probes used in the solvent of choice by... Carboxyfluorescein-Peg12-Nhs is a commercially available mixture of 5-carboxy and 6-carboxy derivatives of fluorescein but! These methods intracellular esterases to form a membrane impermeable bright green fluorescent reagent used for the carboxyfluorescein solubility of areas! Formation of fluorophore-oligomer containg by-products the first non-peptide small molecule with inhibitory activity against SH2!
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