SYBR Green I

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(Redirected from
SYBR Green
)
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

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

Uses

SYBR Green finds usage in several areas of

RNase
treatment may be required to reduce background from RNA in the cells.

Safety

SYBR Green I is marketed as a replacement for ethidium bromide, a potential human mutagen, as both safer to work with and free from the complex waste disposal issues of ethidium bromide. However any small molecule capable of binding DNA with high affinity is a possible carcinogen, including SYBR Green.

In a study using the Ames test, which measures the ability of chemicals to cause mutations, when assayed at the same concentration SYBR Green I was on the order of 30 times less mutagenic than ethidium bromide.[3]

Similar cyanine dyes

See also

Notes and references

  1. PMID 15249599
    .
  2. PMID 11884626
    .
  3. PMID 10029672
    .
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