4-Fluoro-7-nitrobenzofurazan

NBD-F^[1]
Names
	IUPAC name 4-fluoro-7-nitro-2,1,3-benzoxadiazole
	Other names NBD-F
Identifiers
CAS Number	29270-56-2 ;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.162.766
PubChem CID	122123;
CompTox Dashboard (EPA)	DTXSID20183521 ;
	InChI InChI=1S/C6H2FN3O3/c7-3-1-2-4(10(11)12)6-5(3)8-13-9-6/h1-2H Key: PGZIDERTDJHJFY-UHFFFAOYSA-N;
	SMILES C1=C(C2=NON=C2C(=C1)F)[N+](=O)[O-];
Properties
Chemical formula	C6H2FN3O3
Molar mass	183.10 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

4-fluoro-7-nitrobenzofurazan aka NBD-F is a fluorogenic, amine labeling dye that is not fluorescent itself, but covalently reacts with secondary or primary amines to form a fluorescently labeled product.^[2] It and other fluorogenic benzofurans (i.e. NBD-Cl) are used for derivitization in HPLC applications.^[3] After the fluorogenic reaction, it can be detected with an excitation wavelength of 470 nm (blue) and an emission wavelength of 530 nm (green), enabling an HPLC limit of detection of 10 fmol.^[4]

References

^ "4-Fluoro-7-nitrobenzofurazan". PubChem. National Library of Medicine. Retrieved 11 March 2023.
^ Stoyanov, Alexander V.; Ahmadzadeh, Hossein; Krylov, Sergey N. (2002-11-25). "Heterogeneity of protein labeling with a fluorogenic reagent, 3-(2-furoyl)quinoline-2-carboxaldehyde". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 780 (2): 283–287. doi:10.1016/s1570-0232(02)00535-4. ISSN 1570-0232. PMID 12401353.
^ Maroulis, Marios; Monemvasios, Ioannis; Vardaka, Elisabeth; Rigas, Pantelis (2008). "Determination of domoic acid in mussels by HPLC with post-column derivatization using 4-chloro-7-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) and fluorescence detection". Journal of Chromatography B. 876 (2). Elsevier BV: 245–251. doi:10.1016/j.jchromb.2008.10.053. ISSN 1570-0232.
^ Watanabe, Yoshihiko; Imai, Kazuhiro (1981). "High-performance liquid chromatography and sensitive detection of amino acids derivatized with 7-fluoro-4-nitrobenzo-2-oxa-1,3-diazole". Analytical Biochemistry. 116 (2). Elsevier BV: 471–472. doi:10.1016/0003-2697(81)90390-0. ISSN 0003-2697.

Category:Dyes

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[1] "4-Fluoro-7-nitrobenzofurazan". PubChem. National Library of Medicine. Retrieved 11 March 2023.

[2] Stoyanov, Alexander V.; Ahmadzadeh, Hossein; Krylov, Sergey N. (2002-11-25). "Heterogeneity of protein labeling with a fluorogenic reagent, 3-(2-furoyl)quinoline-2-carboxaldehyde". Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences. 780 (2): 283–287. doi:10.1016/s1570-0232(02)00535-4. ISSN 1570-0232. PMID 12401353.

[Maroulis_Monemvasios_Vardaka_Rigas_2008_pp._245–251-3] Maroulis, Marios; Monemvasios, Ioannis; Vardaka, Elisabeth; Rigas, Pantelis (2008). "Determination of domoic acid in mussels by HPLC with post-column derivatization using 4-chloro-7-nitrobenzo-2-oxa-1,3-diazole (NBD-Cl) and fluorescence detection". Journal of Chromatography B. 876 (2). Elsevier BV: 245–251. doi:10.1016/j.jchromb.2008.10.053. ISSN 1570-0232.

[Watanabe_Imai_1981_pp._471–472-4] Watanabe, Yoshihiko; Imai, Kazuhiro (1981). "High-performance liquid chromatography and sensitive detection of amino acids derivatized with 7-fluoro-4-nitrobenzo-2-oxa-1,3-diazole". Analytical Biochemistry. 116 (2). Elsevier BV: 471–472. doi:10.1016/0003-2697(81)90390-0. ISSN 0003-2697.

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See also

References