6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate

6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate^[1]
Names
	IUPAC name (2,5-dioxopyrrolidin-1-yl) N-quinolin-6-ylcarbamate
	Other names 6-AQC, AQC
Identifiers
CAS Number	148757-94-2 ;
3D model (JSmol)	Interactive image;
ChemSpider	2043270;
PubChem CID	2762553;
	InChI InChI=1S/C14H11N3O4/c18-12-5-6-13(19)17(12)21-14(20)16-10-3-4-11-9(8-10)2-1-7-15-11/h1-4,7-8H,5-6H2,(H,16,20) Key: LINZYZMEBMKKIT-UHFFFAOYSA-N;
	SMILES C1CC(=O)N(C1=O)OC(=O)NC2=CC3=C(C=C2)N=CC=C3;
Properties
Chemical formula	C14H11N3O4
Molar mass	285.259 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

6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate (AQC) is a fluorogenic, amine labeling dye that is not fluorescent itself, but covalently reacts with secondary amines to form a fluorescently labeled product.^[2] It has a fluorescence excitation wavelength of 250 nm (UV-C), and emission wavelength of 395 nm (deep violet, near UV).^[3]

References

^ "2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate". 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.
^ Cohen, S.A.; Michaud, D.P. (1993). "Synthesis of a Fluorescent Derivatizing Reagent, 6-Aminoquinolyl-N-Hydroxysuccinimidyl Carbamate, and Its Application for the Analysis of Hydrolysate Amino Acids via High-Performance Liquid Chromatography". Analytical Biochemistry. 211 (2). Elsevier BV: 279–287. doi:10.1006/abio.1993.1270. ISSN 0003-2697. PMID 8317704.

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[1] "2,5-Dioxopyrrolidin-1-yl quinolin-6-ylcarbamate". 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.

[Cohen_Michaud_1993_pp._279–287-3] Cohen, S.A.; Michaud, D.P. (1993). "Synthesis of a Fluorescent Derivatizing Reagent, 6-Aminoquinolyl-N-Hydroxysuccinimidyl Carbamate, and Its Application for the Analysis of Hydrolysate Amino Acids via High-Performance Liquid Chromatography". Analytical Biochemistry. 211 (2). Elsevier BV: 279–287. doi:10.1006/abio.1993.1270. ISSN 0003-2697. PMID 8317704.

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See also

References