6-Carboxyfluorescein: Difference between revisions

| verifiedrevid = 443499984

| Name = 6-Carboxyfluorescein

| IUPACName =

| ChEMBL = 1614944

| PubChem = 76806

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = JHJ853P6SM

}}

| Section3 = {{Chembox Hazards

| GHSPictograms = {{GHS07}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319|335}}

| PPhrases = {{P-phrases|261|305+351+338}}

'''6-Carboxyfluorescein''' ('''6-FAM''') is a [[fluorescent dye]] with an absorption wavelength of 495 nm and an emission wavelength of 517 nm. A carboxyfluorescein molecule is a [[fluorescein]] molecule with a [[carboxyl]] group added. They are commonly used as a tracer agents. It is used in the sequencing of nucleic acids and in the labeling of nucleotides.

Commercially available FAM is a mixture of two isomers, 5-FAM and 6-FAM, and the correct name is 5(6)-carboxyfluorescein.

The dyes are membrane-impermeant and can be loaded into cells by [[microinjection]] or scrape loading.<ref name="carboxyfluorescein description">{{cite web

| access-date = 2006-08-26

}}</ref> It can be incorporated into [[liposomes]], and allows for the tracking of liposomes as they pass through the body. In addition, carboxyfluorescein has been used to track division of cells.<ref name="Use of Carboxyfluoresceine in Cell Studies">{{cite journal

| url = http://www.nature.com/icb/journal/v77/n6/full/icb199966a.html

| journal = Immunology and Cell Biology

| volume = 77

| issue = 6

| pages = 499–508

| doi = 10.1046/j.1440-1711.1999.00877.x

| pmid = 10571670

| s2cid = 2194612

| access-date = 2006-08-26

| url-access = subscription

}}</ref> In vascular plants, 5(6)-carboxyfluorescein can be used as a symplastic tracer. It is able to move through the [[phloem]] due to its structural similarity to sucrose.<ref>{{Cite journal|last1=Schulz|first1=Alexander|last2=Liesche|first2=Johannes|date=2013|title=Modeling the parameters for plasmodesmal sugar filtering in active symplasmic phloem loaders|journal=Frontiers in Plant Science|language=en|volume=4|pages=207|doi=10.3389/fpls.2013.00207|pmid=23802006|issn=1664-462X|pmc=3685819|doi-access=free}}</ref> It is typically loaded into the leaves in order to gain access to the phloem.<ref>{{Cite journal|last1=Martens|first1=Helle Juel|last2=Schulz|first2=Alexander|last3=Rademaker|first3=Hanna|last4=Andersen|first4=Signe R.|last5=Binczycki|first5=Piotr|last6=Gao|first6=Chen|last7=Liesche|first7=Johannes|date=2019-04-01|title=Direct Comparison of Leaf Plasmodesma Structure and Function in Relation to Phloem-Loading Type|journal=Plant Physiology|language=en|volume=179|issue=4|pages=1768–1778|doi=10.1104/pp.18.01353|issn=0032-0889|pmid=30723179|pmc=6446768}}</ref><ref>{{Cite journal|last1=Zambryski|first1=P. C.|last2=Hempel|first2=F. D.|last3=Barella|first3=S.|last4=Gisel|first4=A.|date=1999-05-01|title=Temporal and spatial regulation of symplastic trafficking during development in Arabidopsis thaliana apices|url=https://dev.biologists.org/content/126/9/1879|journal=Development|language=en|volume=126|issue=9|pages=1879–1889|doi=10.1242/dev.126.9.1879|issn=0950-1991|pmid=10101122|url-access=subscription}}</ref> This can be done by scraping, cutting, or weakening the leaf’s cuticle with an herbicide.

Popular derivatives for cell tracing purposes are [[carboxyfluorescein diacetate succinimidyl ester]] (CFDA-SE) and [[carboxyfluorescein succinimidyl ester]] (CFSE).

{{DEFAULTSORT:Carboxyfluorescein6}}

[[Category:Benzoic acids]]

[[Category:Dicarboxylic acids]]

[[Category:Triarylmethane dyes]]