SYBR Green I.

Structural formula
General
Surname	SYBR Green I.
other names	2- {2 - [(3-Dimethylamino-propyl) -propylamino] -1-phenyl-1 H -quinolin-4-ylidenemethyl} -3-methyl-benzothiazol-3-ium cation
Molecular formula	C 32 H 37 N 4 S +
External identifiers / databases
PubChem	10436340
ChemSpider	8611764
Wikidata	Q423692
properties
Molar mass	509.27 g · mol -1
Physical state	firmly
solubility	soluble in DMSO
safety instructions
GHS labeling of hazardous substances	no GHS pictograms
	no GHS pictograms
H and P phrases	H: no H-phrases
	P: no P-phrases
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

SYBR Green I ( SG ) is an asymmetric cyanine - dye , in the molecular biology for the detection of double-stranded DNA is used.

properties

Absorption and emission spectrum of SYBR Green I in the presence of DNA

SYBR Green I binds double-stranded DNA. The resulting DNA- fluorescent dye complex absorbs blue light at a wavelength λ _max = 494 nm and emits green light at λ _max = 521 nm.Other, albeit significantly weaker, absorption maxima are in the UV range at 284 nm and 382 nm. SYBR Green I also binds to single- stranded DNA as well as RNA . However, this fluorescence signal is significantly lower than when the dye is bound to a double-stranded DNA. SYBR Green I is mutagenic and possibly carcinogenic .

use

SYBR Green I is used to detect double-stranded DNA, e.g. B. in gel electrophoresis , real time quantitative PCR and in cell viability tests . Alternatively, ethidium bromide , methylene blue or silver staining is used to stain DNA. Higher concentrations of SYBR Green are used to stain agarose gels to make DNA visible. Similar cyanine dyes for staining DNA are e.g. B. SYBR Green II (for the detection of RNA and single-stranded DNA ), SYBR Gold, SYBR Safe, YO (Oxazole Yellow), TO (Thiazole Orange) and PG (PicoGreen).

Individual evidence

↑ ^a ^b ^c ^d data sheet SYBR Green I from Sigma-Aldrich , accessed on June 15, 2011 ( PDF ).
↑ Richard P. Haugland et al. (1995): Cyclic-substituted unsymmetrical cyanine dyes. U.S. Patent 5436134 .
↑ Stephen T. Yue et al. (1997): Substituted unsymmetrical cyanine dyes with selected permeability. U.S. Patent 5658751 . Dye No. 211.
^ Zipper, H. et al. (2004): Investigations on DNA intercalation and surface binding by SYBR Green I, its structure determination and methodological implications. In: Nucleic Acids Res. 32 (12): e103; PMID 15249599 ; PMC 484200 (free full text, PDF).

[sigma-1] ta sheet SYBR Green I from Sigma-Aldrich , accessed on June 15, 2011 ( PDF ).

[2] Richard P. Haugland et al. (1995): Cyclic-substituted unsymmetrical cyanine dyes. U.S. Patent 5436134 .

[3] Stephen T. Yue et al. (1997): Substituted unsymmetrical cyanine dyes with selected permeability. U.S. Patent 5658751 . Dye No. 211.

[4] Zipper, H. et al. (2004): Investigations on DNA intercalation and surface binding by SYBR Green I, its structure determination and methodological implications. In: Nucleic Acids Res. 32 (12): e103; PMID 15249599 ; PMC 484200 (free full text, PDF).