GelGreen

GelGreen
Names
Preferred IUPAC name
10,10′-(6,22-Dioxo-11,14,17-trioxa-7,21-diazaheptacosane-1,27-diyl)bis[3,6-bis(dimethylamino)acridin-10-ium] diiodide
Other names
Dye No. 20,[1] AOAO-13[1]
Identifiers
3D model (JSmol)
  • Interactive image
ChemSpider
  • 10032003 checkY
PubChem CID
  • 11857532
InChI
  • InChI=1S/C56H78N8O5.2HI/c1-59(2)47-23-19-43-37-44-20-24-48(60(3)4)40-52(44)63(51(43)39-47)29-13-9-11-17-55(65)57-27-15-31-67-33-35-69-36-34-68-32-16-28-58-56(66)18-12-10-14-30-64-53-41-49(61(5)6)25-21-45(53)38-46-22-26-50(62(7)8)42-54(46)64;;/h19-26,37-42H,9-18,27-36H2,1-8H3;2*1H
    Key: TWYVVGMYFLAQMU-UHFFFAOYSA-N
  • InChI=1/C56H78N8O5.2HI/c1-59(2)47-23-19-43-37-44-20-24-48(60(3)4)40-52(44)63(51(43)39-47)29-13-9-11-17-55(65)57-27-15-31-67-33-35-69-36-34-68-32-16-28-58-56(66)18-12-10-14-30-64-53-41-49(61(5)6)25-21-45(53)38-46-22-26-50(62(7)8)42-54(46)64;;/h19-26,37-42H,9-18,27-36H2,1-8H3;2*1H
    Key: TWYVVGMYFLAQMU-UHFFFAOYAG
  • O=C(NCCCOCCOCCOCCCNC(CCCCC[N+]1=C2C(C=CC(N(C)C)=C2)=CC3=C1C=C(N(C)C)C=C3)=O)CCCCC[N+]4=C5C(C=CC(N(C)C)=C5)=CC6=C4C=C(N(C)C)C=C6.[I-].[I-]
Properties
Chemical formula
 C56H80I2N8O5
Molar mass 1198.43 g/mol
Hazards
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 0: Exposure under fire conditions would offer no hazard beyond that of ordinary combustible material. E.g. sodium chlorideFlammability 0: Will not burn. E.g. waterInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
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
Chemical compound

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

Its fluorophore, and therefore its optical properties, are essentially identical to those of other N-alkylacridinium orange dyes. When exposed to ultraviolet light, it will fluoresce with a greenish 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] GelGreen is sold as a solution in either DMSO or water.[3]

DNA gel stain for molecular genetics

See also

References

  1. ^ a b c US application 2010323453, Mao, Fei & Leung, Wai-Yee, "Methods of Using Dyes in Association with Nucleic Acid Staining or Detection and Associated Technology" 
  2. ^ GelRed & GelGreen (PDF), Biotium Inc., August 21, 2012, retrieved December 4, 2012
  3. ^ a b c GelRed and GelGreen: Environmentally safe and ultra-sensitive nucleic acid gel stains for replacing EtBr, Biotium Inc., retrieved December 4, 2012