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6-carboxyfluorescein

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

6-carboxyfluorescein, also known as 6-FAM, is a fluorescent dye commonly used in molecular biology research. It is synthesized through a multi-step process involving the reaction of fluorescein with succinic anhydride, followed by purification. 6-FAM is a highly fluorescent compound with excitation and emission maxima in the visible spectrum, making it suitable for various applications. It is often used as a label in nucleic acid and protein studies, facilitating detection and quantification. 6-FAM exhibits high quantum yield, making it a sensitive fluorescent probe. Its fluorescence properties are affected by the environment, enabling its use in sensing applications. 6-FAM is widely studied for its potential in various fields, including diagnostics, drug delivery, and bioimaging. Its importance lies in its ability to provide valuable insights into biological processes and its use as a marker in various assays.'

6-carboxyfluorescein: originally sold as 6-carboxyfluorescein, but commercial product is a mixture of two isomers; correct name is 5(6)-carboxyfluorescein [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID76806
CHEMBL ID1614944
CHEBI ID39073
SCHEMBL ID20833
MeSH IDM0082029

Synonyms (35)

Synonym
BIDD:GT0504
spiro[isobenzofuran-1(3h),9'-[9h]xanthene]-6-carboxylic acid, 3',6'-dihydroxy-3-oxo-
jhj853p6sm ,
unii-jhj853p6sm
6-carboxyfluorescein, ~97% (hplc)
CHEBI:39073 ,
spiro(isobenzofuran-1(3h),9'-(9h)xanthene)-6-carboxylic acid, 3',6'-dihydroxy-3-oxo-
3',6'-dihydroxy-3-oxo-3h-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylic acid
6-fam
3301-79-9
6-carboxyfluorescein
3',6'-dihydroxy-3-oxospiro(isobenzofuran-1(3h),9'-(9h)xanthene)-6-carboxylic acid
3',6'-dihydroxy-1-oxospiro[2-benzofuran-3,9'-xanthene]-5-carboxylic acid
CHEMBL1614944
C2478
FT-0621009
AKOS015901334
spiro[isobenzofuran-1(3h),9'-[9h]xanthene]-6-carboxylicacid, 3',6'-dihydroxy-3-oxo-
HY-66021
SCHEMBL20833
5(6)-carboxy fluorescein
BZTDTCNHAFUJOG-UHFFFAOYSA-N
DTXSID6062965
J-100061
3',6'-dihydroxy-3-oxo-3h-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylic acid
AC-28936
mfcd00036873
BCP22614
AS-47134
Q245486
SY057358
F12261
PB42556
3',6'-dihydroxy-3-oxospiro[isobenzofuran-1(3h),9'-[9h]xanthene]-6-carboxylic acid
PD012214

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" These findings suggest that the solubilizing agents at these concentrations except for NaTC, Gelucire 44/14 and Cremophor EL are considered safe and do not cause intestinal membrane damage."( The effects of common solubilizing agents on the intestinal membrane barrier functions and membrane toxicity in rats.
Hamid, KA; Katsumi, H; Sakane, T; Yamamoto, A, 2009
)
0.35
"001% BAC) was the least toxic in our experimental conditions."( Toxicity evaluation of antiglaucoma drugs using stratified human cultivated corneal epithelial sheets.
Aihara, M; Amano, S; Araie, M; Kimakura, M; Miyata, K; Mori, Y; Nakagawa, S; Omichi, S; Usui, T; Yokoo, S, 2012
)
0.38
"001% or lower or non-BAC preservative sofZia was suggested to be the least toxic to the ocular surface."( Toxicity evaluation of antiglaucoma drugs using stratified human cultivated corneal epithelial sheets.
Aihara, M; Amano, S; Araie, M; Kimakura, M; Miyata, K; Mori, Y; Nakagawa, S; Omichi, S; Usui, T; Yokoo, S, 2012
)
0.38
" In conclusion, a hepatocyte specific drug delivery system was designed, which is safe and biocompatible and which can be used to implement liver-specific targeting strategies."( PDMS-b-PMOXA polymersomes for hepatocyte targeting and assessment of toxicity.
Ernst, A; Grossen, P; Huwyler, J; Kiene, K; Porta, F; Schenk, SH; Witzigmann, D, 2017
)
0.46

Bioavailability

ExcerptReferenceRelevance
" Blood concentration-time profiles could not be adequately described by models involving a simple first-order absorption process; a model incorporating two simultaneous first-order inputs gave a much better description, its absorption rate constants differing by almost two orders of magnitude."( Pulmonary absorption of carboxyfluorescein in the rat.
Kellaway, IW; Smith, A; Taylor, G; Woolfrey, SG, 1986
)
0.27
" The results obtained here, together with our previously reported data, indicate that the interference between sodium salicylate and drug self-association behavior, by increasing drug solubility, may substantially contribute to the improved drug bioavailability mediated by salicylate."( Prevention of molecular self-association by sodium salicylate: effect on insulin and 6-carboxyfluorescein.
Alhaique, F; Fisher, P; Memoli, A; Riccieri, FM; Santucci, E; Touitou, E, 1987
)
0.5
" The absorption enhancing activity of w/o microemulsions incorporating these lipids was evaluated in the rat using Calcein (MW = 623) a water-soluble and poorly absorbed marker molecule."( Water-in-oil microemulsions containing medium-chain fatty acids/salts: formulation and intestinal absorption enhancement evaluation.
Constantinides, PP; Ellens, H; Owen, AB; Smith, PL; Sturgis, S; Welzel, G; Yiv, SH, 1996
)
0.29
" Therefore, these findings indicated that the viscous vehicles were effective to regulate the absorption rate of CF."( Control of pulmonary absorption of water-soluble compounds by various viscous vehicles.
Fujita, T; Muramatsu, H; Muranishi, S; Nishinaka, A; Okada, N; Okumura, S; Yamada, K; Yamamoto, A, 2004
)
0.32
" The in vivo delivery of CF by electroporation in mice demonstrated the potential of HPCD for sustaining the transdermal absorption rate of hydrophilic molecules."( Cyclodextrin enhanced transdermal delivery of piroxicam and carboxyfluorescein by electroporation.
Hui, SW; Murthy, SN; Sen, A; Zhao, YL, 2004
)
0.32
"Oral administration of sodium N-[8-(2-hydroxybenzoyl)amino]caprylate (SNAC) has been reported to increase the bioavailability of various macromolecules."( Investigation of the enhancing mechanism of sodium N-[8-(2-hydroxybenzoyl)amino]caprylate effect on the intestinal permeability of polar molecules utilizing a voltage clamp method.
Hess, S; Hoffman, A; Rotshild, V, 2005
)
0.33
" This study thus demonstrates for the first time that the proteolytic activation and thus bioavailability of BMP2 is controlled by PC6."( Posttranslational activation of bone morphogenetic protein 2 is mediated by proprotein convertase 6 during decidualization for pregnancy establishment.
Hardman, B; Heng, S; Li, Y; Nie, G; Paule, S; Rainczuk, A; Singh, H; Stephens, AN, 2010
)
0.36
"In the recent years a significant development of investigations with regard to bioavailability of ocular drugs has been noticed."( Bovine corneal epithelial primary cultures as an in vitro model for ophthalmic drugs studies.
Paluch, M; Sieradzki, E; Sitkiewicz, D; Stawarski, T; Sygitowicz, G; Zapolska-Downar, D,
)
0.13
" These findings indicate that SLG-30 is an effective absorption-enhancer for improving the intestinal absorption of poorly absorbed drugs, without causing serious damage to the intestinal epithelium."( Absorption-enhancing effects of gemini surfactant on the intestinal absorption of poorly absorbed hydrophilic drugs including peptide and protein drugs in rats.
Alama, T; Katsumi, H; Kusamori, K; Sakane, T; Yamamoto, A, 2016
)
0.43
" Thus, altered functionality of ABCB1 and ABCC2 can affect the disposition and bioavailability of administered drugs, interfering with AED therapy."( In Vitro Assessment of the Effect of Antiepileptic Drugs on Expression and Function of ABC Transporters and Their Interactions with ABCC2.
Grewal, GK; Kanojia, N; Kukal, S; Kukreti, R; Madan, K; Saso, L, 2017
)
0.46
" In the DSS group, there was a delay in the elimination phase, suggesting a decrease in renal function, and an increase in maximum blood concentration, associated with an increased absorption rate constant."( Increased membrane permeation and blood concentration of 6-carboxyfluorescein associated with dysfunction of paracellular route barrier in the small intestine of ulcerative colitis model rats.
Ishii, M; Kumagai, M; Morimoto, K; Tomita, M, 2020
)
0.8
"Capryol 90 is an effective absorption enhancer for improving the intestinal absorption of poorly absorbed drugs via both transcellular and paracellular pathways."( Absorption-Enhancing Mechanisms of Capryol 90, a Novel Absorption Enhancer, for Improving the Intestinal Absorption of Poorly Absorbed Drugs: Contributions to Trans- or Para-Cellular Pathways.
Imanishi, A; Kaneda, A; Katsumi, H; Kimura, E; Koyama, M; Morishita, M; Ukai, H; Yamamoto, A, 2020
)
0.56

Dosage Studied

ExcerptRelevanceReference
" dosing (18 min)."( Pulmonary absorption of carboxyfluorescein in the rat.
Kellaway, IW; Smith, A; Taylor, G; Woolfrey, SG, 1986
)
0.27
" At high phospholipid concentrations, the leakage of CF from PC LUVs deviates from a simple dose-response relationship, and it appears that some of the squalamine can no longer cause leakage."( The aminosterol antibiotic squalamine permeabilizes large unilamellar phospholipid vesicles.
Dollahon, NR; Fojtik, KG; Jones, SR; Selinsky, BS; Shinnar, AE; Zhou, Z, 1998
)
0.3
" The dosage form was evaluated for physicochemical, adherence, and in vitro diffusion parameters."( Bioadhesive tablets for controlled transdermal delivery of drugs.
Bharath, S; Murthy, SN; Vishwanath, BA,
)
0.13
" In some dosage conditions of methyl-β-cyclodextrin, the membrane permeability of 5-CF was significantly increased in the jejunum, but such change was not observed in the ileum."( Effects of pharmaceutical excipients on membrane permeability in rat small intestine.
Furuya, T; Hayashi, M; Kishimoto, H; Nakagawa, M; Sakamoto, N; Takizawa, Y; Tobe, Y; Tomita, M, 2013
)
0.39
" With the emergence of living therapeutics, engineered microbes can deliver and produce increasingly complex medicine, and controlling the mucoadhesive properties of different microbial chassis can dictate dose-response in a patient."( Quantifying and Engineering Mucus Adhesion of Probiotics.
Chappell, TC; Mays, ZJS; Nair, NU, 2020
)
0.56
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
monocarboxylic acidAn oxoacid containing a single carboxy group.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (1)

Assay IDTitleYearJournalArticle
AID590327Cellular uptake in human CCRF-CEM cells at 10 uM after 1 hr by real time fluorescence microscopy2011Bioorganic & medicinal chemistry letters, Apr-01, Volume: 21, Issue:7
Synthesis and biological evaluation of fatty acyl ester derivatives of 2',3'-didehydro-2',3'-dideoxythymidine.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (1,030)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990171 (16.60)18.7374
1990's296 (28.74)18.2507
2000's259 (25.15)29.6817
2010's263 (25.53)24.3611
2020's41 (3.98)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 25.91

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index25.91 (24.57)
Research Supply Index6.99 (2.92)
Research Growth Index4.64 (4.65)
Search Engine Demand Index49.77 (26.88)
Search Engine Supply Index2.94 (0.95)

This Compound (25.91)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials1 (0.09%)5.53%
Reviews9 (0.83%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other1,069 (99.07%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]