Name: Fmoc-NH-ethyl-SS-propionic acid
Brand: BOC Sciences
Rating: 5 (1 reviews)

Synonyms

Fmoc-SS-Linker; 3-((2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)ethyl)disulfanyl)propanoic acid

IUPAC Name

Canonical SMILES

C1=CC=C2C(=C1)C(C3=CC=CC=C32)COC(=O)NCCSSCCC(=O)O

InChI

InChI=1S/C20H21NO4S2/c22-19(23)9-11-26-27-12-10-21-20(24)25-13-18-16-7-3-1-5-14(16)15-6-2-4-8-17(15)18/h1-8,18H,9-13H2,(H,21,24)(H,22,23)

InChIKey

FXHUKQIBGGQHPZ-UHFFFAOYSA-N

Solubility

10 mm in DMSO

Appearance

Solid

Shelf Life

-20°C 3 years powder; -80°C 2 years in solvent

Shipping

Room temperature, or blue ice upon request.

Storage

-20°C

Form

Solid

Fmoc-NH-ethyl-SS-propionic acid, a versatile reagent in peptide chemistry, finds diverse applications in bioscience. Here are four key applications:

Peptide Synthesis: This compound plays a pivotal role in synthesizing intricate peptides thanks to its Fmoc (9-fluorenylmethyloxycarbonyl) protective group, which exhibits stability in acidic environments. It enables the gradual assembly of peptides by selectively removing the Fmoc group under alkaline conditions, leaving other functional groups unaffected. This method fosters the efficient production of high-purity peptides and peptidomimetics tailored for research and pharmaceutical purposes, showcasing a meticulous approach in peptide design and creation.

Drug Development: In the realm of pharmaceutical innovation, Fmoc-NH-ethyl-SS-propionic acid drives the development of peptide-based drugs. Employed in solid-phase peptide synthesis (SPPS), it facilitates the generation of therapeutic peptides capable of modulating biological pathways and serving as agents in treating an array of diseases. These peptides encompass various forms, such as inhibitors, enzyme substrates, and receptor agonists or antagonists, presenting a versatile strategy in drug formulation and design that explores the intricate interplay of peptides in therapeutic interventions.

Bioconjugation: Harnessing bioconjugation techniques, this compound serves as a crucial link in joining peptides with other biomolecules like proteins or small compounds through its thiol-reactive SS (disulfide) linkage. This covalent bonding enhances the stability, targeting efficiency, and overall functionality of the biomolecules involved. Applications extend to the development of targeted drug delivery systems and diagnostic tools that leverage the compound’s ability to facilitate precise molecular connections, illustrating a sophisticated approach in designing advanced biotechnological solutions.

Proteomics Research: Within the realm of proteomics, Fmoc-NH-ethyl-SS-propionic acid finds utility in synthesizing peptide probes and affinity tags critical for dissecting protein-protein interactions and uncovering key players in cellular processes. Utilizing this compound enables researchers to label and isolate specific proteins from complex biological samples, aiding in the identification of novel biomarkers and therapeutic targets. By employing this compound in proteomics studies, scientists navigate the intricate landscape of cellular mechanisms.