5-Carboxyfluorescein

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5-Carboxyfluorescein

5-Carboxyfluorescein | 76823-03-5

Catalog Number F04-0024
Category Fluorescein FAM
Molecular Formula C21H12O7
Molecular Weight 376.32
Catalog Number Size Price Quantity
F04-0024 -- $--

Product Introduction

5-Carboxyfluorescein is a derivative of fluorescein that can be used to label biomolecules through interacting with primary amines.

Chemical Information

Synonyms 4-carboxyfluorescein; 5-FAM; 3',6'-Dihydroxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-5-carboxylic acid
Purity ≥ 95 %
IUPAC Name 3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
Canonical SMILES C1=CC2=C(C=C1C(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
InChI InChI=1S/C21H12O7/c22-11-2-5-15-17(8-11)27-18-9-12(23)3-6-16(18)21(15)14-4-1-10(19(24)25)7-13(14)20(26)28-21/h1-9,22-23H,(H,24,25)
InChI Key NJYVEMPWNAYQQN-UHFFFAOYSA-N
Solubility Soluble in DMF; Slightly soluble in DMSO, Methanol
Density 1.73±0.1 g/cm3 (Predicted)
Appearance Yellow solid
Boiling Point 725.2±60.0 °C (Predicted)
Melting Point 368-372 °C
MDL Number MFCD00036874
LogP 3.36400
  • Product Specification
  • Application
Excitation 492 nm
Emission 518 nm
Condition To Avoid Light Sensitive
Storage -20 °C
Signal Warning
GHS Hazard Statements H315 (20%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statement Codes P264, P264+P265, P280, P302+P352, P305+P351+P338, P321, P332+P317, P337+P317, and P362+P364 (The corresponding statement to each P-code can be found at the GHS Classification page.)

5-Carboxyfluorescein is a fluorescent dye used extensively in biological and chemical research. Here are some key applications of 5-Carboxyfluorescein:

Fluorescence Microscopy: 5-Carboxyfluorescein is widely used in fluorescence microscopy to label and image biological molecules, cells, and tissues. Its bright green fluorescence allows for the visualization of cellular structures and protein localization with high specificity. This enables researchers to study dynamic processes in live cells without significant phototoxicity.

Flow Cytometry: In flow cytometry, 5-Carboxyfluorescein is used to distinguish different cell populations based on fluorescence intensity. Cells stained with this dye can be quantitatively analyzed for various parameters such as size, granularity, and surface protein expression. This application is critical in immunology, cancer research, and cell sorting techniques.

Molecular Probes: 5-Carboxyfluorescein serves as a molecular probe in assays to study enzyme activity, receptor-ligand interactions, and other biochemical processes. By conjugating the dye to specific molecules, researchers can monitor real-time changes in fluorescence that indicate molecular interactions. This is essential for high-throughput screening in drug discovery and functional genomics studies.

Quantitative PCR (qPCR): 5-Carboxyfluorescein is used as a reporter dye in quantitative PCR to detect and quantify nucleic acids. It fluoresces proportionally to the amount of PCR product, allowing for precise measurement of gene expression levels. This application is pivotal in diagnostic applications, gene expression profiling, and genetic research.

Computed Properties

XLogP3 2.9
Hydrogen Bond Donor Count 3
Hydrogen Bond Acceptor Count 7
Rotatable Bond Count 1
Exact Mass 376.05830272 g/mol
Monoisotopic Mass 376.05830272 g/mol
Topological Polar Surface Area 113Ų
Heavy Atom Count 28
Formal Charge 0
Complexity 637
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Literatures

PMIDPublication DateTitleJournal
22387888 2012-05-30 Suppression of efflux transporters in the intestines of endotoxin-treated rats International journal of pharmaceutics
22545861 2012-05-16 In vitro selection of functional lantipeptides Journal of the American Chemical Society
22276994 2012-04-20 Cyclic peptide inhibitors of HIV-1 capsid-human lysyl-tRNA synthetase interaction ACS chemical biology
22272228 2012-01-01 A reliable method for the selection of exploitable melanoma archival paraffin embedded tissues for transcript biomarker profiling PloS one
22295088 2012-01-01 The kinetics of early T and B cell immune recovery after bone marrow transplantation in RAG-2-deficient SCID patients PloS one

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CN-115192728-A A kind of prodrug micelle and its preparation method and use 2022-07-20
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CN-114805536-B A kind of human platelet factor 4 protein mutant and its application 2022-06-24
CN-114807315-A Method and application of Ψ-hybridization and Cas12a-assisted signal amplification to detect microRNA 2022-06-21
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