Norcyanine-Carbamates Are Versatile Near-Infrared Fluorogenic Probes | Zendy

Syed Muhammad Usama | Zendy; Fuyuki Inagaki | Zendy; Hisataka Kobayashi | Zendy; Martin J. Schnermann | Zendy

AI Assistant Blog Pricing

Home ZAIA Blog

Open Access

Norcyanine-Carbamates Are Versatile Near-Infrared Fluorogenic Probes

Author(s) -

Syed Muhammad Usama,

Fuyuki Inagaki,

Hisataka Kobayashi,

Martin J. Schnermann

Publication year - 2021

Publication title -

journal of the american chemical society

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 7.115

H-Index - 612

eISSN - 1520-5126

pISSN - 0002-7863

DOI - 10.1021/jacs.1c02112

Subject(s) - cyanine , chemistry , chromophore , protonation , combinatorial chemistry , photochemistry , biodistribution , phototoxicity , fluorescence , carbamate , biophysics , biochemistry , in vitro , organic chemistry , ion , physics , quantum mechanics , biology

Fluorogenic probes in the near-infrared (NIR) region have the potential to provide stimuli-dependent information in living organisms. Here, we describe a new class of fluorogenic probes based on the heptamethine cyanine scaffold, the most broadly used NIR chromophore. These compounds result from modification of heptamethine norcyanines with stimuli-responsive carbamate linkers. The resulting cyanine carbamates (CyBams) exhibit exceptional turn-ON ratios (∼170×) due to dual requirements for NIR emission: carbamate cleavage through 1,6-elimination and chromophore protonation. Illustrating their utility in complex in vivo settings, a γ-glutamate substituted CyBam was applied to imaging γ-glutamyl transpeptidase (GGT) activity in a metastatic model of ovarian cancer. Overall, CyBams have significant potential to extend the reach of fluorogenic strategies to intact tissue and live animal imaging applications.

The content you want is available to Zendy users.

Already have an account? Click here to sign in.

Having issues? You can contact us here

Accelerating Research