73105-93-8

Usage

InChI:InChI=1/C10H7N3O3S/c11-13-12-9-5-1-4-8-7(9)3-2-6-10(8)17(14,15)16/h1-6H,(H,14,15,16)

Upstream product

• 84-89-9 1-aminonaphthalene-5-sulfonic acid 

Downstream Products

• 73936-73-9 1-azido-5-naphthalene sulfonyl chloride 

Relevant academic research and scientific papers

Demonstration of direct binding of cIAP1 degradation-promoting bestatin analogs to BIR3 domain: Synthesis and application of fluorescent bestatin ester analogs

Overexpression of cIAP1 correlates with resistance to radiotherapy and chemotherapy in various cancers. Recently, we reported that a class of bestatin ester analogs represented by MeBS (2) destabilized and promoted the degradation of cIAP1 through auto-ub

Preparation and Characterization of a Cleavable Photoacivable Heterobifunctional Fluorescent Reagent

A cleavable photoactivable heterobifunctional reagent, the N-hydroxysuccinimide ester of 1-azido-5-naphthalene sulfonyl S-carboxymethylthiocysteamine (NHS-ANS-CTC), was synthesized and characterized.The reagent was applicable to the group-directed modification of protein ligands, such as an invertebrate lectin and a trypsin inhibitor.The modified ligands bound to rabbit erythrocyte ghosts and trypsin, respectively.Upon exposure to ultraviolet light, the modified ligands reacted with their binding proteins to form cross-linked fluorescent products.The cross-linked fluorescent complexes were readily cleaved by reducing the disulfide bond of the reagent, leaving the fluorescent probe on the binding proteins.The photolabeled binding proteins were analyzed by SDS-polyacrylamide gel electrophoresis.The fluorescence intensity of the fluorescent probe was enhanced by 4 ca. 8 times to improve sensitivity when the SDS-gel was dehydrated with methanol.This phenomenon was also observed with the proteins labeled with 1-dimethylamino-5-naphthalene sulfonyl chloride.

Preparation and Characterization of Photoactivable Heterobifunctional Fluorescent Reagents

Two new photoactivable heterobifunctional reagents, 1-azido-5-naphthalene sulfonyl chloride (ANS-Cl) and the N-hydroxysuccinimide ester of 1-azido-5-naphthalene sulfonyl aminopropionate (NHS-ANS-AP), were synthesized and characterized.The reagents were applicable to the group-directed modification of ligands.Upon exposure to ultraviolet light, non-fluorescent modified ligands generated reactive nitrene intermediates which could react with neighboring molecules to form fluorescent products.This was demonstrated by the covalent modification of bovine serum albumin with ANS-AP by photolysis.NHS-ANS-AP was used for the preparation of a photoreactive invertebrate lectin.