56047-52-0

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 2372-51-2 4-(aminomethyl)-3-nitrobenzoic acid 
• 55715-03-2 4-bromomethyl-3-nitrobenzoic acid 
• 56-91-7 p-aminomethylbenzoic acid 
• 130029-56-0 3-nitro-4-{[(trifluoroacetyl)amino]methyl}benzoic acid 
• 130029-61-7 4-[[(2,2,2-trifluoroacetyl)amino]methyl]benzoic acid 

Downstream Products

• 891090-44-1 [5-t-butoxycarbonylamino-1-(2-nitro-4-octadecylcarbamoylbenzylcarbamoyl)pentyl]carbamic acid t-butyl ester 
• 891090-36-1 4-t-butoxycarbonylamino-4-(2-nitro-4-octadecylcarbamoylbenzylcarbamoyl)butyric acid t-butyl ester 
• 891090-28-1 3-t-butoxycarbonylamino-N-(2-nitro-4-octadecylcarbamoylbenzyl)succinamic acid t-butyl ester 
• 891090-20-3 N-stearyl-4-(aminomethyl)-3-nitrobenzamide 
• 891090-80-5 (2-nitro-4-octadecylcarbamoyl-benzyl)-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

A New Caged-Glutamine Derivative as a Tool To Control the Assembly of Glutamine-Containing Amyloidogenic Peptides

We present the design, synthesis, and characterization of a novel photocaged glutamine derivative (modified on the side chain of glutamine), and describe its use in enhancing peptide stability and solubility. Our results demonstrate that this approach can

A Clickable and Photocleavable Lipid Analogue for Cell Membrane Delivery and Release

For drug delivery purposes, the ability to conveniently attach a targeting moiety that will deliver drugs to cells and then enable controlled release of the active molecule after localization is desirable. Toward this end, we designed and synthesized clickable and photocleavable lipid analogue 1 to maximize the efficiency of bioconjugation and triggered release. This compound contains a dibenzocyclooctyne group for bioorthogonal derivatization linked via a photocleavable 2-nitrobenzyl moiety at the headgroup of a synthetic lipid backbone for targeting to cell membranes. To assess delivery and release using this system, we report fluorescence-based assays for liposomal modification and photocleavage in solution as well as through surface immobilization to demonstrate successful liposome functionalization and photoinduced release. In addition, fluorophore delivery to and release from live cells was confirmed and characterized using fluorescence microscopy and flow cytometry analysis in which 1 was delivered to cells, derivatized, and photocleaved. Finally, drug delivery studies were performed using an azide-tagged analogue of camptothecin, a potent anticancer drug that is challenging to deliver due to poor solubility. In this case, the ester attachment of the azide tag acted as a caging group for release by intracellular esterases rather than through photocleavage. This resulted in a dose-dependent response in the presence of liposomes containing delivery agent 1, confirming the ability of this compound to stimulate delivery to the cytoplasm of cells.

Triggered liposomal release through a synthetic phosphatidylcholine analogue bearing a photocleavable moiety embedded within the sn-2 acyl chain

Liposomes represent promising carriers for drug delivery applications. To maximize this potential, there has been significant interest in developing liposomal systems encapsulating molecular cargo that are highly stable until their contents are released r

Formulation of photocleavable liposomes and the mechanism of their content release

In pursuit of designing photocleavable liposomes as drug delivery vehicles, we synthesized several amphiphilic lipids by connecting stearyl amine (as the non-polar tail) and charged amino acids (as polar heads) via the o-nitrobenzyl derivatives. The lipid

Controlled release liposomes and methods of use

The present invention provides liposomes that include a trigger polypeptide, a lipid layer, and a compartment surrounded by the lipid layer and methods of using the liposomes.

Design of photocleavable lipids and their application in liposomal "uncorking"

The design of o-nitrobenzyl containing photocleavable lipid-amino acid conjugates, and their application in liposomal uncorking are described. The Royal Society of Chemistry 2005.

Fused azepine derivatives and their use as antidiuretic agents

Compounds according to general formulae (1 and 2), wherein G1 is an azepine derivative and G2 is a group according to general formulae (9-11) are new. Compounds according to the invention are vasopressin V2 receptor agonists. Pharmaceutical compositions of the compounds are useful as antidiuretic agents.

benzamide derivatives as oxytocin agonists and vasopressin antagonists

Novel compounds according to general formula 1, wherein G1 is NR5R6 or a fused polycyclic group that are specific OT receptor agonists and/or Via receptor antagonists. Pharmaceutical compositions comprising such compounds are useful in the treatment of, inter alia, primary dysmenorrhoea.