616888-05-2

Basic information

• Product Name: (3-nitro-1,2-phenylene)dimethanol
• CAS NO: 616888-05-2
• Molecular Weight: 183.164
• Mol File: 616888-05-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (3-nitro-1,2-phenylene)dimethanol(CAS DataBase Reference)
• NIST Chemistry Reference: (3-nitro-1,2-phenylene)dimethanol(616888-05-2)
• EPA Substance Registry System: (3-nitro-1,2-phenylene)dimethanol(616888-05-2)

Safety Data

• Hazardous Substances Data: 616888-05-2(Hazardous Substances Data)

Upstream product

• 13365-26-9 dimethyl 3-nitrophthalate 
• 603-11-2 3-nitrophthalic acid 

Relevant articles and documents

CYCLIC PEPTIDE ANALOGS OF MELANOCORTIN AND AMANITIN AND METHODS OF MAKING SUCH

The invention described herein is based in part on the discovery of a protein/peptide crosslink, which introduces fluorescent properties, and which has been applied to synthesize analogues of melanocortin and amanitin as choice peptides to be explored in the context of isoindole peptides. Without limitation, it is expected that those trained in the art of peptide synthesis and stapling would appreciate the consequences of this invention such that other peptides of varied length can be similarly constrained by isoindole staples as featured herein.

FlICk (fluorescent isoindole crosslinking) for peptide stapling

The rigidification of peptide secondary structure via stapling is an important and enduring goal in the development of functional peptides for biochemical and pharmaceutical applications. In addition, the incorporation of fluorophores and chromophores has

Fluorescent Isoindole Crosslink (FlICk) Chemistry: A Rapid, User-friendly Stapling Reaction

The stabilization of peptide secondary structure via stapling is a ubiquitous goal for creating new probes, imaging agents, and drugs. Inspired by indole-derived crosslinks found in natural peptide toxins, we employed ortho-phthalaldehydes to create isoindole staples, thus transforming inactive linear and monocyclic precursors into bioactive monocyclic and bicyclic products. Mild, metal-free conditions give an array of macrocyclic α-melanocyte-stimulating hormone (α-MSH) derivatives, of which several isoindole-stapled α-MSH analogues (Ki≈1 nm) are found to be as potent as α-MSH. Analogously, late-stage intra-annular isoindole stapling furnished a bicyclic peptide mimic of α-amanitin that is cytotoxic to CHO cells (IC50=70 μm). Given its user-friendliness, we have termed this approach FlICk (fluorescent isoindole crosslink) chemistry.