GelRed

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)	Interactive image
ChemSpider	129556851 Y
PubChem CID	117700725
CompTox Dashboard (EPA)	DTXSID701030499
InChI InChI=1S/C60H70N8O5.2HI/c61-45-21-25-49-51-27-23-47(63)41-55(51)67(59(53(49)39-45)43-15-5-1-6-16-43)31-11-3-9-19-57(69)65-29-13-33-71-35-37-73-38-36-72-34-14-30-66-58(70)20-10-4-12-32-68-56-42-48(64)24-28-52(56)50-26-22-46(62)40-54(50)60(68)44-17-7-2-8-18-44;;/h1-2,5-8,15-18,21-28,39-42,63-64H,3-4,9-14,19-20,29-38,61-62H2,(H2,65,66,69,70);2*1H Key: JGBUYEVOKHLFID-UHFFFAOYSA-N
SMILES c1ccccc1-c2c3cc(N)ccc3c4ccc(N)cc4[n+]2CCCCCC(=O)NCCCOCCOCCOCCCNC(=O)CCCCC[n+]5c6cc(N)ccc6c7ccc(N)cc7c5-c8ccccc8.[I-].[I-]
Properties
Chemical formula	C60H72I2N8O5
Molar mass	1239.07 g/mol
Hazards
NFPA 704 (fire diamond)	0 0 0
Flash point	> 100 °C (212 °F; 373 K)
Safety data sheet (SDS)	10,000X in water, Biotium Inc.
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

• Ethidium bromide
• GelGreen
• SYBR Green I
• Gel electrophoresis
• Phenanthridine
• Molecular genetics

References