73936-73-9

Usage

Uses

Used in Organic Synthesis:
5-AZIDONAPHTHALENE-1-SULFONYL CHLORIDE is used as a reagent for introducing the azide group into molecules, which is crucial for various chemical reactions and modifications, enhancing the functionalization and reactivity of target compounds.
Used in Fluorescent Dyes and Labels:
In the field of biological imaging, 5-AZIDONAPHTHALENE-1-SULFONYL CHLORIDE is used as a component in the preparation of fluorescent dyes and labels. These are essential for visualizing and tracking biomolecules within living cells and organisms, aiding in research and diagnostics.
Used in Medicinal Chemistry:
5-AZIDONAPHTHALENE-1-SULFONYL CHLORIDE is utilized in medicinal chemistry as a building block for the development of new drugs and pharmaceuticals. Its unique chemical properties allow for the creation of novel therapeutic agents with potential applications in various medical fields.
Used in Research and Development:
In the scientific community, 5-AZIDONAPHTHALENE-1-SULFONYL CHLORIDE is employed in research and development for exploring its chemical properties, reactivity, and potential applications in new areas of chemistry and biology.
It is important to handle 5-AZIDONAPHTHALENE-1-SULFONYL CHLORIDE with care due to its potential hazards and reactivity, ensuring safety in laboratory settings and industrial applications.

InChI:InChI=1/C10H6ClN3O2S/c11-17(15,16)10-6-2-3-7-8(10)4-1-5-9(7)13-14-12/h1-6H

Upstream product

• 73105-93-8 1-Azido-5-naphtalene sulfonate 
• 84-89-9 1-aminonaphthalene-5-sulfonic acid 

Downstream Products

• 680573-15-3 5-azidonaphthalene-1-sulfonamidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->6)-2,3,4-tri-O-benzoyl-α-D-mannopyranoside 
• 680573-19-7 5-azidonaphthalene-1-sulfonamidoethyl 2,3,4,6-tetra-O-acetyl-α-D-mannopyranosyl-(1->2)-3,4,6-tri-O-benzoyl-α-D-mannopyranoside 

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.