GelRed
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
Identifiers
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
c1ccccc1-c2c3cc(N)ccc3c4ccc(N)cc4[n+]2CCCCCC(=O)NCCCOCCOCCOCCCNC(=O)CCCCC[n+]5c6cc(N)ccc6c7ccc(N)cc7c5-c8ccccc8.[I-].[I-]
Properties
C60 H72 I2 N8 O5
Molar mass
1239.07 g/mol
Hazards
NFPA 704 (fire diamond)
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).
Chemical compound
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
DNA gel stain for molecular genetics
References
^ 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"
^ GelRed & GelGreen (PDF) , Biotium Inc., August 21, 2012, retrieved December 4, 2012
^ a b c GelRed and GelGreen: Environmentally safe and ultra-sensitive nucleic acid gel stains for replacing EtBr , Biotium Inc., retrieved December 4, 2012
^ Carson, Susan; Miller, Heather B.; Witherow, D. Scott (2012-01-01). "Lab Session 3 - PCR Amplification of egfp and Completion of Vector Preparation" . 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 . {{cite book }}
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