5(6)-Carboxyfluorescein

What We Offer

5(6)-Carboxyfluorescein

5(6)-Carboxyfluorescein | 72088-94-9

Catalog Number A15-0005
Category pH Indicators
Molecular Formula C21H12O7
Molecular Weight 376.3
Catalog Number Size Price Quantity
A15-0005 10 g $469
A15-0005 25 g $819

Product Introduction

5(6)-Carboxyfluorescein is a mixture of 5-carboxyfluorescein and 6-carboxyfluorescein. It is commonly used for measuring changes of intracellular pH.

Chemical Information

Synonyms 5(6)-FAM; 3',6'-dihydroxy-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-ar-carboxylic acid
Purity ≥90%
IUPAC Name 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid;3',6'-dihydroxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-5-carboxylic acid
Canonical SMILES C1=CC2=C(C=C1C(=O)O)C3(C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O)OC2=O.C1=CC2=C(C=C1C(=O)O)C(=O)OC23C4=C(C=C(C=C4)O)OC5=C3C=CC(=C5)O
InChI InChI=1S/2C21H12O7/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;22-11-2-5-14-17(8-11)27-18-9-12(23)3-6-15(18)21(14)16-7-10(19(24)25)1-4-13(16)20(26)28-21/h2*1-9,22-23H,(H,24,25)
InChI Key BPVHBBXCESDRKW-UHFFFAOYSA-N
Appearance Dark Orange to Brown Solid
Melting Point >250°C (dec.)
  • Product Specification
  • Application
Excitation 492 nm
Emission 514 nm
Storage Store at -20°C
Signal Warning
GHS Hazard Statements H317 (33.33%): May cause an allergic skin reaction [Warning Sensitization, Skin] H319 (66.67%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
Precautionary Statement Codes P261, P264+P265, P272, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P317, P362+P364, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

5(6)-Carboxyfluorescein, a highly versatile fluorescent dye, finds diverse applications in scientific research.

Cell Viability Assays: Widely utilized in assessing cellular health, 5(6)-Carboxyfluorescein is a non-toxic dye that easily infiltrates living cells, where esterase enzymes hydrolyze it into a fluorescent compound. This fluorescence, quantitatively measurable, aids in determining cell viability and enhances research in cytotoxicity and drug screening by shedding light on the dynamics of cell survival.

Flow Cytometry: An indispensable companion in flow cytometry, 5(6)-Carboxyfluorescein acts as a crucial dye for labeling and tracing cells. By affixing this dye to cells, researchers gain insights into cell properties like size, granularity, and complexity while being able to classify specific cell populations based on fluorescence intensity. This technique, critical for immunophenotyping and cell sorting, is instrumental in deciphering cellular behaviors under varied conditions.

Live Cell Imaging: For real-time monitoring of dynamic cellular processes, 5(6)-Carboxyfluorescein shines in live cell imaging. Its robust fluorescence and high photostability make it an excellent tool for tracking cellular movements, interactions, and morphological changes. By leveraging this dye, researchers delve into realms such as cell migration, intracellular trafficking, and the impacts of pharmacological agents on cellular behavior, opening new avenues for scientific exploration.

Membrane Potential Studies: In probing membrane potential and ion flux within cells, 5(6)-Carboxyfluorescein plays a pivotal role. Its ability to differentially accumulate across membranes in response to potential alterations allows researchers to gauge shifts in membrane potential, crucial for unraveling the physiological functions of cells, particularly in fields like neuroscience and cardiology research, where understanding cellular dynamics is paramount.

Computed Properties

Hydrogen Bond Donor Count 6
Hydrogen Bond Acceptor Count 14
Rotatable Bond Count 2
Exact Mass 752.11660544 g/mol
Monoisotopic Mass 752.11660544 g/mol
Topological Polar Surface Area 227Ų
Heavy Atom Count 56
Formal Charge 0
Complexity 1270
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 2
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
WO-2021226036-A1 Compositions and methods for passive optical barcoding for multiplexed assays 2020-05-04
WO-2021150838-A1 Compositions and methods for cell-like calibration particles 2020-01-24
US-10481068-B2 Hydrogel particles with tunable optical properties 2012-04-06
US-2018252630-A1 Hydrogel particles with tunable optical properties 2012-04-06
cartIcon
Inquiry Basket