359780-63-5

Usage

Uses

Used in Peptide Synthesis:
N_α-(9-fluorenylmethoxycarbonyl)-N_β-2-nitrobenzenesulfonyl-L-lysine is used as a building block for the synthesis of peptides with specific properties and functions. N_α-(9-fluorenylmethoxycarbonyl)-N_β-2-nitrobenzenesulfonyl-L-lysine's unique structure allows for selective modification of peptide side chains through chemoselective N-alkylation, enabling the creation of peptides with tailored properties and enhanced stability.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, N_α-(9-fluorenylmethoxycarbonyl)-N_β-2-nitrobenzenesulfonyl-L-lysine is used as a key intermediate in the development of novel therapeutic peptides. Its unique chemical properties facilitate the design and synthesis of peptides with improved pharmacokinetic profiles, enhanced target specificity, and reduced susceptibility to degradation.
Used in Chemical Research:
N_α-(9-fluorenylmethoxycarbonyl)-N_β-2-nitrobenzenesulfonyl-L-lysine is also utilized in chemical research as a model compound for studying the reactivity and selectivity of various chemical reactions involving amino acid derivatives. This helps researchers to better understand the underlying mechanisms of peptide synthesis and modification, leading to the development of new strategies and methodologies in the field of organic chemistry.

Upstream product

• 105047-45-8 Fmoc-Lys-OH 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 139262-23-0 9-fluorenylmethoxycarbonyl-L-alanine hydrochloride 

Relevant academic research and scientific papers

Dynamic Chirality in the Mechanism of Action of Allosteric CD36 Modulators of Macrophage-Driven Inflammation

Dynamic chirality influences numerous processes in nature from protein folding to catalysis. Azapeptides are peptidomimetics possessing semicarbazide residues that can interconvert between sp2 and sp3 hybridization, resulting in ster

Expedient synthesis of peptides containing Nε- carboxymethyllysine

Accumulation of advanced glycation endproducts (AGEs) is responsible for the development and progress of diabetes- and age-related complications. Synthesis of specific chemical probes is key for the detailed understanding of biochemical properties of AGEs and their precise roles in the progression of disease. We herein report the expedient synthesis of such probes in the form of peptides site-specifically glycated by the major lysyl AGE, N ε-carboxymethyllysine (CML). The facile and economical incorporation of CML into peptide sequences by using the nosyl group has been achieved in a single step on resin. This new method is a substantial improvement over the existing syntheses of CML-containing peptides in that it does not require the use of expensive reagents or elaborate purification techniques. The impact of CML on the proteolytic stability of the host peptide has been investigated using trypsin digest studies. Georg Thieme Verlag Stuttgart. New York.

Physicochemical studies on the copper(ii) binding by glycated collagen telopeptides

Emerging evidence indicates that levels of advanced glycation end-products (AGEs) correlate with age- and diabetes-related organ damage and may play a causative role in such damage. Increased chelation of Cu(ii) ions appears to play an important role in this process, however, the precise relationship between formation of AGEs and accumulation of Cu(ii) is yet to be determined. The interaction between AGEs and Cu(ii) has been investigated using a collagenous peptide that has been site-specifically modified by a key AGE. Potentiometric titration showed that introduction of this AGE increased the capacity of the host-peptide to bind Cu(ii). This result was confirmed by mass spectrometric characterisation of the AGE-modified peptide-Cu(ii) system. This journal is

New synthetic strategy for o-NBS protected amino acids and their use in synthesis of mono-benzylated peptides

A synthetic strategy to prepare o-NBS protected Fmoc-amino acids under mild conditions, in a rapid and efficient way, characterised by high yields and excellent purity of the final products has been developed. The o-NBS protected Fmoc-amino acids are employed in solid phase peptide synthesis to prepare peptidomimetics carrying mono-benzylated moieties on peptide side chains.

TARGETED PLASMA PROTEIN DEGRADATION

The present invention is directed to the bifunctional compounds and the use of such bifunctional compounds to lower plasma levels of extracellular target molecules by lysosomal degradation. Such bifunctional compounds have a cell surface receptor ligand covalently linked to a ligand that is capable of binding to an extracellular target molecule (such as a ligand for a growth factor, a cytokine, a chemokine, a hormone, a neurotransmitter, a capsid, a soluble receptor, an extracellular secreted protein, an antibody, a lipoprotein, an exosome, a virus, a cell, or a plasma membrane protein), where the cell surface receptor is associated with receptor mediated endocytosis, including asialoglycoprotein receptor (ASGPR) mediated lysosomal degradation and mannose-6-phosphate (M6PR) mediated lysosomal degradation. Pharmaceutical compositions comprising such bifunctional compounds and methods of treating a disease or disorder mediated by an extracellular molecule using such bifunctional compounds are also provided herein.

CYCLIC PENTAMER COMPOUNDS AS PROPROTEIN CONVERTASE SUBTILISIN/KEXIN TYPE 9 (PCSK9) INHIBITORS FOR THE TREATMENT OF METABOLIC DISORDER

The disclosure relates to inhibitors of PCSK9 useful in the treatment of cholesterol lipid metabolism, and other diseases in which PCSK9 plays a role, having the Formula (I):, or a pharmaceutically acceptable salt, hydrate, solvate, prodrug, stereoisomer, N-oxide, or tautomer thereof, wherein X1, R1, R2, R3, R4, R5, R6, R6', R7, R7', R8, R9, R9', R10, R11, R12, and n are described herein.