6-Carboxyfluorescein

6-Carboxyfluorescein

6-Carboxyfluorescein

Chemical compound


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.

Quick Facts Names, Identifiers ...

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.[1] 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.[2] 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.[3] It is typically loaded into the leaves in order to gain access to the phloem.[4][5] 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).

See also


References

  1. Molecular Imaging Products Company (2005-08-26). "5-(and-6)-Carboxyfluorescein (5-(and-6)- FAM,mixed isomer) 100mg". Retrieved 2006-08-26.
  2. Parish, Christopher (December 1999). "Fluorescent dyes for lymphocyte migration and proliferation studies". Immunology and Cell Biology. 77 (6). Blackwell Synergy: 499–508. doi:10.1046/j.1440-1711.1999.00877.x. PMID 10571670. S2CID 2194612. Retrieved 2006-08-26.
  3. Martens, Helle Juel; Schulz, Alexander; Rademaker, Hanna; Andersen, Signe R.; Binczycki, Piotr; Gao, Chen; Liesche, Johannes (2019-04-01). "Direct Comparison of Leaf Plasmodesma Structure and Function in Relation to Phloem-Loading Type". Plant Physiology. 179 (4): 1768–1778. doi:10.1104/pp.18.01353. ISSN 0032-0889. PMC 6446768. PMID 30723179.
  4. Zambryski, P. C.; Hempel, F. D.; Barella, S.; Gisel, A. (1999-05-01). "Temporal and spatial regulation of symplastic trafficking during development in Arabidopsis thaliana apices". Development. 126 (9): 1879–1889. doi:10.1242/dev.126.9.1879. ISSN 0950-1991. PMID 10101122.

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