Fluorescent properties of antioxidant cysteine ABZ analogue.
The antioxidant properties of aminobenzamide cysteine (ABZ Cys) makes it a molecule that can potentially be used as a drug in oxidative stress related diseases and delivered in the form of a nanoparticles. Here we have studied the photo-physical properties of ABZ Cys, a fluorescent analogue of a popular antioxidant N-acetyl cysteine (NAC). We have compared ABZ Cys steady state and time-resolved fluorescence properties with its parent compounds anthranilic acid and anthranilamide in solution as well as in poly-vinyl alcohol (PVA) polymer films. ABZ Cys did not show any significant shift in absorption after entrapment in PVA film, but there was a shift towards shorter wavelengths in the emission peak compared to the phosphate buffer solution. Fluorescence lifetimes and quantum yields indicated a slight quenching of ABZ Cys fluorescence in comparison to the cysteine-less parent compounds. We also demonstrated that very low concentrations of ABZ Cys, such as 100 nM, are readily detected by a commercial spectrofluorometer. Hence we have established the possible use of ABZ Cys in biomedical applications.
Department of Molecular Biology and Immunology, University of North Texas Health Science Center, Fort Worth, TX 76107, USA. sraut@live.unthsc.edu
Sangram
S
Raut
Amber
A
Heck
Jamboor
J
Vishwanatha
Pabak
P
Sarkar
Avani
A
Mody
Rafal
R
Luchowski
Zygmunt
Z
Gryczynski
Ignacy
I
Gryczynski
D000042:Absorption; D000975:Antioxidants / Q000032:analysis / Q000737:chemistry*; D001549:Benzamides / Q000032:analysis / Q000737:chemistry*; D002021:Buffers; D003545:Cysteine / Q000031:analogs & derivatives* / Q000032:analysis / Q000737:chemistry*; D005454:Fluorescence Polarization; D005456:Fluorescent Dyes / Q000032:analysis / Q000737:chemistry*; D057230:Limit of Detection; D053758:Nanoparticles / Q000737:chemistry; D010710:Phosphates / Q000737:chemistry; D011108:Polymers / Q000737:chemistry; D013050:Spectrometry, Fluorescence
D000975:Antioxidants; D001549:Benzamides; D002021:Buffers; D005456:Fluorescent Dyes; D010710:Phosphates; D011108:Polymers; C559608:aminobenzamide cysteine; D003545:Cysteine