Fmoc-Arg(c-Pr,Pbf)-OH
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Fmoc-Arg(c-Pr,Pbf)-OH

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Category
Fmoc-Amino Acids
Catalog number
BAT-008410
CAS number
1060769-41-6
Molecular Formula
C37H44N4O7S
Molecular Weight
688.8
IUPAC Name
5-[[(cyclopropylamino)-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
Synonyms
Fmoc-Ala(alpha-cyclopropyl)-OH
Density
1.3±0.1 g/cm3
Boiling Point
575.7±33.0 °C at 760 mmHg
InChI
InChI=1S/C37H44N4O7S/c1-21-22(2)33(23(3)29-19-37(4,5)48-32(21)29)49(45,46)41-35(39-24-16-17-24)38-18-10-15-31(34(42)43)40-36(44)47-20-30-27-13-8-6-11-25(27)26-12-7-9-14-28(26)30/h6-9,11-14,24,30-31H,10,15-20H2,1-5H3,(H,40,44)(H,42,43)(H2,38,39,41)
InChI Key
IPIXYMSVJYUVNG-UHFFFAOYSA-N
Canonical SMILES
CC1=C(C(=C(C2=C1OC(C2)(C)C)C)S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)NC6CC6)C

Fmoc-Arg(c-PrPbf)-OH, a protected amino acid derivative utilized in peptide synthesis, finds diverse applications in the following domains, delivered with a high degree of perplexity and burstiness:

Solid-Phase Peptide Synthesis (SPPS): Integral to the Fmoc-SPPS technique, Fmoc-Arg(c-PrPbf)-OH contributes to the incorporation of arginine residues into peptide chains. The protective Pbf and c-Pr groups shield the arginine side chain, preventing undesired side reactions throughout synthesis. This meticulous approach ensures exceptional fidelity and purity in assembling intricate peptides tailored for research and therapeutic ventures.

Protein Engineering: Unleashing the potential of protein modification, researchers harness Fmoc-Arg(c-PrPbf)-OH in crafting altered proteins or protein fragments to delve into structure-function correlations. By strategically adding arginine at specific locations, they delve into how it impacts protein stability, activity, and interactions with other molecules. These engineered proteins serve as invaluable instruments for biochemical and biophysical explorations, as well as for spearheading novel biopharmaceutical advancements.

Custom Peptide Libraries: A cornerstone of screening endeavors, Fmoc-Arg(c-PrPbf)-OH plays a pivotal role in fashioning diverse peptide libraries for screening requisites. These libraries are indispensable for pinpointing peptide sequences that exhibit high affinity for target proteins, serving as prime candidates for drug discovery pathways. The inclusion of arginine heightens the peptide’s binding affinity, broadening the library’s applicability across diverse screening tests.

Antimicrobial Peptide Synthesis: In the realm of combatting antimicrobial resistance, Fmoc-Arg(c-PrPbf)-OH assumes a critical role in designing and synthesizing antimicrobial peptides (AMPs). Leveraging the known enhancement of antimicrobial activity by arginine residues, these peptides foster interactions with microbial membranes. Employing Fmoc-Arg(c-PrPbf)-OH in AMP synthesis fosters the development of novel therapeutic agents poised to tackle antibiotic-resistant infections, exemplifying a frontier in antimicrobial innovation.

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