SYBR Green I

SYBR Green I
Names
IUPAC name
N',N'-dimethyl-N-[4-[(E)-(3-methyl-1,3-benzothiazol-2-ylidene)methyl]-1-phenylquinolin-1-ium-2-yl]-N-propylpropane-1,3-diamine
Identifiers
3D model (JSmol)
ChEMBL
  • InChI=1S/C32H37N4S/c1-5-20-35(22-13-21-33(2)3)31-23-25(24-32-34(4)29-18-11-12-19-30(29)37-32)27-16-9-10-17-28(27)36(31)26-14-7-6-8-15-26/h6-12,14-19,23-24H,5,13,20-22H2,1-4H3/q+1
    Key: CGNLCCVKSWNSDG-UHFFFAOYSA-N
  • CCCN(CCCN(C)C)C1=CC(=Cc2sc3ccccc3[n+]2C)c2ccccc2N1c1ccccc1
Properties
C32H37N4S+
Molar mass 509.73 g/mol
Solubility Normally supplied solvated in dimethylsulfoxide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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SYBR Green I (SG) is an asymmetrical cyanine dye[1] used as a nucleic acid stain in molecular biology. The SYBR family of dyes is produced by Molecular Probes Inc., now owned by Thermo Fisher Scientific. SYBR Green I binds to DNA. The resulting DNA-dye-complex best absorbs 497 nanometer blue light (λmax = 497 nm) and emits green light (λmax = 520 nm). The stain preferentially binds to double-stranded DNA, but will stain single-stranded (ss) DNA with lower performance. SYBR Green can also stain RNA with a lower performance than ssDNA.

A sample of herring sperm stained with SYBR Green in a cuvette illuminated by blue light in an epifluorescence microscope. The SYBR green in the sample binds to the sperm DNA and, once bound, fluoresces giving off green light when illuminated by blue light
Spectrogram of SYBR Green I
  1. ^ Zipper H; Brunner H; Bernhagen J; Vitzthum F (2004). "Investigations on DNA intercalation and surface binding by SYBR Green I, its structure determination and methodological implications". Nucleic Acids Research. 32 (12): e103. doi:10.1093/nar/gnh101. PMC 484200. PMID 15249599.