BHQ‑3 carboxylic acid is an azo‑containing dark fluorescence quencher. BHQ‑3 carboxylic acid is conjugated to an MMP ‑cleavable peptide and paired with a fluorophore to form an activatable probe for MMP activity detection in vitro. BHQ‑3 carboxylic acid shows maximal absorption in the 620 to 730 nm range. BHQ‑3 carboxylic acid–based fluorescent probes can be used in the research of arthritis and tumor‑related pathological processes. [1].
In Vivo, BHQ-3 carboxylic acid (40 nmol; i.v.; single dose) confers in vivo instability to IRDye 800CW-conjugated constructs in normal mice, as evidenced by rapid azo bond cleavage of the quencher moiety[1].
In Vitro, BHQ-3 carboxylic acid efficiently quenches IRDye 800CW fluorescence via contact quenching instead of FRET, due to insufficient spectral overlap[1].
References:
[1]. Linder KE, et al. Synthesis, in vitro evaluation, and in vivo metabolism of fluor/quencher compounds containing IRDye 800CW and Black Hole Quencher-3 (BHQ-3). Bioconjug Chem. 2011 Jul 20;22(7):1287-97.
[2]. Chevalier A, et al. Bioconjugatable azo-based dark-quencher dyes: synthesis and application to protease-activatable far-red fluorescent probes. Chemistry. 2013 Jan 28;19(5):1686-99.
In Vivo, BHQ-3 carboxylic acid (40 nmol; i.v.; single dose) confers in vivo instability to IRDye 800CW-conjugated constructs in normal mice, as evidenced by rapid azo bond cleavage of the quencher moiety[1].
In Vitro, BHQ-3 carboxylic acid efficiently quenches IRDye 800CW fluorescence via contact quenching instead of FRET, due to insufficient spectral overlap[1].
References:
[1]. Linder KE, et al. Synthesis, in vitro evaluation, and in vivo metabolism of fluor/quencher compounds containing IRDye 800CW and Black Hole Quencher-3 (BHQ-3). Bioconjug Chem. 2011 Jul 20;22(7):1287-97.
[2]. Chevalier A, et al. Bioconjugatable azo-based dark-quencher dyes: synthesis and application to protease-activatable far-red fluorescent probes. Chemistry. 2013 Jan 28;19(5):1686-99.