6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate

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]

6-Aminoquinolyl-N-hydroxysuccinimidyl carbamate[1]
Names
IUPAC name
(2,5-dioxopyrrolidin-1-yl) N-quinolin-6-ylcarbamate
Other names
6-AQC, AQC
Identifiers
3D model (JSmol)
  • 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
  • C1CC(=O)N(C1=O)OC(=O)NC2=CC3=C(C=C2)N=CC=C3
Properties
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

See also

References
  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.
  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. Elsevier BV. 211 (2): 279–287. doi:10.1006/abio.1993.1270. ISSN 0003-2697.
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