6-Carboxyfluorescein

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6-Carboxyfluorescein

6-Carboxyfluorescein | 3301-79-9

Catalog Number A16-0033
Category Fluorescein FAM
Molecular Formula C21H12O7
Molecular Weight 376.32
Catalog Number Size Price Quantity
A16-0033 1 g $279

Product Introduction

6-Carboxyfluorescein (6-FAM) is a fluorescent dye used for labeling nucleotides and nucleic acids.

Chemical Information

Synonyms 6-FAM; (3,6,9-Trihydroxyxanthen-9-yl)terephthalic Acid; 3',6'-dihydroxy-3-oxo-spiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic acid
Purity ≥95% by HPLC
IUPAC Name 3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-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
InChI InChI=1S/C21H12O7/c22-11-2-5-14-17(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/h1-9,22-23H,(H,24,25)
InChI Key BZTDTCNHAFUJOG-UHFFFAOYSA-N
Solubility Soluble in DMF (Slightly), DMSO (Slightly)
Density 1.73±0.1 g/cm3 (Predicted)
Appearance Yellow to Orange Solid
Boiling Point 736.4±60.0°C (Predicted)
Melting Point >300°C
  • Product Specification
  • Application
Excitation 492 nm
Emission 518 nm
Storage Store at -20°C
Signal Warning
GHS Hazard Statements H315 (95.24%): Causes skin irritation [Warning Skin corrosion/irritation] H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation] H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statement Codes P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (The corresponding statement to each P-code can be found at the GHS Classification page.)

6-Carboxyfluorescein, a vibrant fluorescent dye prized for its illuminating glow and steadfastness, finds diverse applications in the realm of scientific exploration.

Live Cell Imaging: Renowned for its prowess in live cell imaging, 6-Carboxyfluorescein emerges as a quintessential tool for visualizing and tracing cellular dynamics. Its fluorescence serves as a beacon, enabling researchers to meticulously track cell viability, proliferation, and motility in real-time. This capability is particularly invaluable in dissecting the intricacies of cellular behavior during developmental processes, the progression of diseases, and the responses evoked by various treatments.

Flow Cytometry: Within the domain of flow cytometry, this fluorescent marvel assumes a pivotal role in tagging and pinpointing specific cell subsets. By conjugating 6-Carboxyfluorescein to antibodies or other targeting agents, scientists can discern and quantify cells bearing distinctive markers. This technique stands as a cornerstone for tasks like immunophenotyping, cell sorting, and conducting functional analyses in the spheres of immunology and cancer research.

Molecular Biology: Delving into the depths of molecular biology experiments, 6-Carboxyfluorescein proves its mettle by serving as a beacon for labeling nucleic acids and tracking their dynamics. It acts as an indispensable ally in scenarios where DNA or RNA probes require visualization through fluorescence in situ hybridization (FISH) to detect specific sequences within cells or tissues. Furthermore, its utility extends to quantitative PCR assays, where it aids in measuring gene expression levels with a blend of sensitivity and precision.

Drug Delivery Studies: Embarking on the exploration of drug delivery mechanisms, researchers harness the prowess of 6-Carboxyfluorescein as a guiding light to unveil the intricacies of distribution and release patterns within drug delivery systems. By integrating this luminous dye into nanoparticles, liposomes, or other carriers, they can meticulously track the trajectory of the delivery vehicle within biological landscapes.

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
29030288 2018-02-01 In vitro characterization of zebrafish (Danio rerio) organic anion transporters Oat2a-e Toxicology in vitro : an international journal published in association with BIBRA
28597291 2017-12-01 Multiple drug transporters mediate the placental transport of sulpiride Archives of toxicology
28629854 2017-10-01 Inhibition of organic anion transporter (OAT) activity by cigarette smoke condensate Toxicology in vitro : an international journal published in association with BIBRA
23082315 2012-12-07 A ligation-triggered highly sensitive fluorescent assay of adenosine triphosphate based on graphene oxide The Analyst
22895529 2012-11-21 Solute transport on the sub 100 ms scale across the lipid bilayer membrane of individual proteoliposomes Lab on a chip

Patents

Publication NumberTitlePriority Date
CN-114894767-A Fluorescence calibration piece for PCR instrument and method of making the same 2022-07-06
CN-115029128-A A kind of autophagy monitoring probe and preparation method thereof 2022-07-05
CN-115029460-A A real-time visual detection method for Haemophilus parasuis 2022-07-05
CN-114854886-A A real-time fluorescent PCR detection method and application of Edwardsiella lentus 2022-06-30
CN-115094122-A A kit and application for visual detection of R. anatipestifer based on RPA-CRISPR-Cas12a 2022-06-28
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