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词条 SYBR Safe
释义

  1. Uses

  2. Safety

  3. Similar cyanine dyes

  4. See also

  5. Notes and references

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| IUPACName = (Z)-4-((3-Methylbenzo[d]thiazol-2(3H)-ylidene)methyl)-1-propylquinolin-1-ium 4-methylbenzenesulfonate
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|Section1={{Chembox Identifiers
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| CASNo = 1030826-36-8
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|Section2={{Chembox Properties
| Formula = C28H28N2O3S2
| MolarMass = 504.66 g/mol
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| SolubleOther = Soluble in Dimethylsulfoxide }}
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SYBR Safe is a cyanine dye[1] used as a nucleic acid stain in molecular biology. SYBR Safe is one of a number of SYBR dyes made by the Life Technologies Corporation. SYBR Safe binds to DNA. The resulting DNA-dye-complex absorbs blue light (λmax = 509 nm) and emits green light (λmax = 524 nm).

Uses

SYBR Safe is most commonly used as a DNA stain for identifying DNA in agarose gels.

Safety

SYBR Safe is marketed as a safer alternative to ethidium bromide.[2] Although it is still a carcinogen, as it binds DNA just like ethidium bromide.[3] However, as the molecule itself is quite a bit larger than ethidium bromide, it does not bind to the column of a gel extraction as easily, making it less efficient when trying to clone a DNA fragment into a plasmid.

SYBR Safe has a very similar structure to thiazole orange,[4][5] which has a methyl group attached to the charged nitrogen, whereas SYBR Safe has an N-propyl group. Thiazole Orange has been shown to be three to four times less mutagenic than ethidium bromide whereas SYBR Safe is four to five times less mutagenic.[6] Additionally, according to the Life Technologies website, SYBR Safe is not lethal in rats at doses as high as 5 g/kg, and rats don't show symptoms of acute toxicity. Thiazole orange does show toxicity at this dose.

Similar cyanine dyes

  • TO (Thiazole Orange)
  • SYBR Green I
  • SYBR Green II
  • SYBR Gold
  • YO (Oxazole Yellow)
  • PG (PicoGreen)

See also

  • GelGreen

Notes and references

1. ^{{cite journal |author=Evenson WE|author2= Boden LM|author3=Muzikar KA|author4=O'Leary DJ |title= 1H and 13C NMR Assignments for the Cyanine Dyes SYBR Safe and Thiazole Orange|journal=Journal of Organic Chemistry |volume=77 |issue=23 |pages=10967–10971 |date=2012 |pmid= 23137048 |doi=10.1021/jo3021659 |url=}}
2. ^{{cite journal |last1=Haines |first1=Alicia M. |last2=Tobe |first2=Shanan S. |last3=Kobus |first3=Hilton J. |last4=Linacre |first4=Adrian |title=Properties of nucleic acid staining dyes used in gel electrophoresis |journal=Electrophoresis |date=March 2015 |volume=36 |issue=6 |pages=941–944 |doi=10.1002/elps.201400496}}
3. ^{{cite journal |last1=Armitage |first1=Bruce A. |title=Cyanine Dye–DNA Interactions: Intercalation, Groove Binding, and Aggregation |journal=Topics in Current Chemistry |date=27 January 2005 |pages=55–76 |doi=10.1007/b100442 |url=https://doi.org/10.1007/b100442 |publisher=Springer Berlin Heidelberg |language=en}}
4. ^{{cite journal |last1=O'Neil |first1=Casey S. |last2=Beach |first2=Jacie L. |last3=Gruber |first3=Todd D. |title=Thiazole orange as an everyday replacement for ethidium bromide and costly DNA dyes for electrophoresis |journal=Electrophoresis |date=June 2018 |volume=39 |issue=12 |pages=1474–1477 |doi=10.1002/elps.201700489}}
5. ^{{cite journal |last1=Evenson |first1=William E. |last2=Boden |first2=Lauren M. |last3=Muzikar |first3=Katy A. |last4=O’Leary |first4=Daniel J. |title=1H and 13C NMR Assignments for the Cyanine Dyes SYBR Safe and Thiazole Orange |journal=The Journal of Organic Chemistry |date=27 November 2012 |volume=77 |issue=23 |pages=10967–10971 |doi=10.1021/jo3021659}}
6. ^{{cite journal |author=Evenson WE|author2= Boden LM|author3=Muzikar KA|author4=O'Leary DJ |title= 1H and 13C NMR Assignments for the Cyanine Dyes SYBR Safe and Thiazole Orange|journal=Journal of Organic Chemistry |volume=77 |issue=23 |pages=10967–10971 |date=2012 |pmid= 23137048 |doi=10.1021/jo3021659 |url=}}
{{DEFAULTSORT:Sybr Green I}}

4 : Staining dyes|Cyanine dyes|Benzothiazoles|Quinolines

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