Black Hole Quencher 1

Black Hole Quencher 1

Names
IUPAC name 2-[N-(2-hydroxyethyl)-4-[[2-methoxy-5-methyl-4-[(4-methyl-2-nitrophenyl)diazenyl]phenyl]diazenyl]anilino]ethanol
Other names BHQ1; BHQ-1
Identifiers
CAS Number	374591-92-1
3D model (JSmol)	Interactive image
ChemSpider	8453672
PubChem CID	10278195
CompTox Dashboard (EPA)	DTXSID901038601
InChI InChI=1S/C25H28N6O5/c1-17-4-9-21(24(14-17)31(34)35)27-28-22-16-25(36-3)23(15-18(22)2)29-26-19-5-7-20(8-6-19)30(10-12-32)11-13-33/h4-9,14-16,32-33H,10-13H2,1-3H3 Key: HIASSCPHCQBUHH-UHFFFAOYSA-N
SMILES O=N(=O)C1=CC(=CC=C1N=NC=2C=C(OC)C(N=NC3=CC=C(C=C3)N(CCO)CCO)=CC2C)C
Properties
Chemical formula	C25H28N6O5
Molar mass	492.536 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Black Hole Quencher 1 (BHQ1) is an example of dark quencher, which is used to quench green and yellow dyes, such as 6-carboxyfluorescein (6-FAM), tetrachlorofluorescein (TET), and hexachlorofluorescein (HEX). The role of quenchers is to absorb energy from a fluorophore and to re-emit the energy in the form of either heat (dark quenchers) or visible light (fluorescent quenchers). The absorption range of BHQ1 is from 480 to 580 nm with maximum absorption at 534 nm. ^{[1] [2] [3] [4]}

References

1. Didenko, V. V. (November 2001). "DNA probes using fluorescence resonance energy transfer (FRET): designs and applications". BioTechniques. 31 (5): 1106–1116, 1118, 1120–1121. doi:10.2144/01315rv02. ISSN   0736-6205. PMC   1941713 . PMID   11730017.
2. Livak, K. J.; Flood, S. J.; Marmaro, J.; Giusti, W.; Deetz, K. (June 1995). "Oligonucleotides with fluorescent dyes at opposite ends provide a quenched probe system useful for detecting PCR product and nucleic acid hybridization". PCR Methods and Applications. 4 (6): 357–362. doi: 10.1101/gr.4.6.357 . ISSN   1054-9803. PMID   7580930.
3. Yeung, Anthony T.; Holloway, Brian P.; Adams, Pamela Scott; Shipley, Gregory L. (February 2004). "Evaluation of dual-labeled fluorescent DNA probe purity versus performance in real-time PCR". BioTechniques. 36 (2): 266–270, 272, 274–275. doi: 10.2144/04362RR01 . ISSN   0736-6205. PMID   14989091.
4. Tyagi, Sanjay; Kramer, Fred Russell (March 1996). "Molecular Beacons: Probes that Fluoresce upon Hybridization" . Nature Biotechnology. 14 (3): 303–308. doi:10.1038/nbt0396-303. ISSN   1546-1696. PMID   9630890. S2CID   27010207 . Retrieved 30 August 2022.