| Bioactivity | ASMI is a novel ratiometric two-photon fluorescent probe that can selectively detect and monitor mitochondrial Cys with rapid responsiveness and high contrast and brightness imaging of living cells and intact tissues at a depth of 150 μm. ASMI consists of highly two-photon active biocompatible merocyanine fluorescein and an acrylic acid group as a thiol reactive site. It has been extensively explored as a fluorescent sensing or imaging probe due to its easily tunable organelle targeting and large two-photon absorption properties. Some acrylic acid-functionalized probes tend to react more actively with Cys than with Hcy and GSH. The reaction mechanism involves the conjugate addition of Cys to acrylic acid to generate a thioether, followed by intramolecular cyclization to generate merocyanine fluorescein and a cyclic amide (Scheme 1). Importantly, the biocompatible and photostable ASMI and merocyanine show very large two-photon action cross sections (Φσmax) of 65.2 GM (λex = 740 nm) and 72.6 GM (λex = 760 nm), respectively, which make them have great potential in high-contrast and bright ratiometric two-photon excitation bioimaging applications. ASMI is a ratiometric fluorescent probe that exhibits a two-photon excitation mode for highly selective detection and imaging of mitochondrial Cys in living cells and deep tissue applications. |
| CAS | 1850419-05-4 |
| Formula | C17H16INO2 |
| Molar Mass | 393.22 |
| Transport | Room temperature in continental US; may vary elsewhere. |
| Storage | Please store the product under the recommended conditions in the Certificate of Analysis. |
| Reference | [1]. Highly Selective Two-Photon Fluorescent Probe for Ratiometric Sensing and Imaging Cysteine in Mitochondria |