Chemistry:GelRed

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GelRed
GelRed chemical structure.png
Names
Preferred IUPAC name
5,5′-(6,22-Dioxo-11,14,17-trioxa-7,21-diazaheptacosane-1,27-diyl)bis(3,8-diamino-6-phenylphenanthridin-5-ium) diiodide
Other names
Dye No. 35,[1] ET-27[1]
Identifiers
3D model (JSmol)
Properties
C60H72I2N8O5
Molar mass 1239.07 g/mol
Hazards
Safety data sheet 10,000X in water, Biotium Inc.
NFPA 704 (fire diamond)
Flammability code 0: Will not burn. E.g. waterHealth code 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored diamond
0
0
0
Flash point > 100 °C (212 °F; 373 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

GelRed is an intercalating nucleic acid stain used in molecular genetics for agarose gel DNA electrophoresis. GelRed structurally consists of two ethidium subunits that are bridged by a linear oxygenated spacer.[1][2]

GelRed is a fluorophore, and its optical properties are essentially identical to those of ethidium bromide. When exposed to ultraviolet light, it fluoresces with an orange color that strongly intensifies after binding to DNA.[3] The substance is marketed as a less toxic and more sensitive alternative to ethidium bromide.[3] GelRed is sold as a solution in anhydrous DMSO or ultrapurified water.[3] GelRed is unable to cross cell membranes.[4]

See also

Short description: DNA gel stain for molecular genetics


References

  1. 1.0 1.1 1.2 & Leung, Wai-Yee"Methods of Using Dyes in Association with Nucleic Acid Staining or Detection and Associated Technology" US patent application 2010323453
  2. GelRed & GelGreen, Biotium Inc., August 21, 2012, https://biotium.com/wp-content/uploads/2015/12/GelRed-GelGreen-PAGE-Gel-Stains-flyer.pdf, retrieved December 4, 2012 
  3. 3.0 3.1 3.2 GelRed and GelGreen: Environmentally safe and ultra-sensitive nucleic acid gel stains for replacing EtBr, Biotium Inc., https://biotium.com/technology/gelred-gelgreen-nucleic-acid-gel-stains/, retrieved December 4, 2012 
  4. Carson, Susan; Miller, Heather B.; Witherow, D. Scott (2012-01-01). "Lab Session 3 - PCR Amplification of egfp and Completion of Vector Preparation" (in en). Molecular Biology Techniques (3rd ed.). Academic Press. pp. 21–29. doi:10.1016/B978-0-12-385544-2.00003-X. ISBN 978-0-12-385544-2. https://www.sciencedirect.com/science/article/pii/B978012385544200003X.