Tumor microenvironment H2O2 response cross-linked near infrared molecular probe and application thereof

Abstract

The invention discloses a tumor microenvironment H2O2 response cross-linked near infrared molecular probe and application thereof. The preparation method comprises the following steps: propargyl amineand N-tert-butoxycarbonyl-N'-fluorenylmethoxycarbonyl-D-lysine undergo amide condensation reaction to obtain a compound A01-01; a protecting group of the compound A01-01 is removed to obtain a compound C1-2; the compound C1-2 is reacted with (3-carboxypropyl) triphenylphosphine bromide activated by NHS to obtain a compound C1-3; a protecting group is removed from the compound C1-3 to obtain a compound C1-4; the compound C1-4 is reacted with NHS activated 3,5-dioxane carboxylic acid to obtain a compound C1-5; and the compound C1-5 reacts with a near infrared dye to obtain the tumor microenvironment H2O2 response cross-linked near infrared molecular probe. The probe itself uses H2O2 in tumor microenvironment to be cross-linked at a tumor site to achieve the purpose of long-term retention, thereby improving the tumor imaging effect and providing a new strategy and means for improving the long-term retention of near infrared molecular probes at the tumor site.

Description

technical field

[0001] The invention belongs to the technical field of functional modification of near-infrared dyes, and relates to tumor microenvironment H 2 o 2 The preparation method of the traditional near-infrared dye Cy5 modified by the cross-linking 1,3-cyclohexanedione group, the molecular probe prepared by this method, and the application of the probe in near-infrared fluorescence imaging of tumors. Background technique

[0002] In the diagnosis of cancer, near-infrared fluorescent dye detection technology can realize in situ, targeted and non-invasive dynamic monitoring of cancer. Indocyanine Green (ICG), a near-infrared fluorescent dye approved by the U.S. Food and Drug Administration (FDA), can be used for clinical diagnosis. A large number of literature reports have designed many near-infrared fluorescent probes for tumor imaging based on this dye, but due to its own reasons, it is easily excreted by biological tissues quickly, resulting in a short residence ...

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