Fmoc-Arg(Me)2-OH HCl(asymmetrical)
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Fmoc-Arg(Me)2-OH HCl(asymmetrical)

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Category
Fmoc-Amino Acids
Catalog number
BAT-005293
CAS number
268564-10-9
Molecular Formula
C23H28N4O4.HCl
Molecular Weight
461.00
Fmoc-Arg(Me)2-OH HCl(asymmetrical)
IUPAC Name
(2S)-5-[[amino(dimethylamino)methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
Synonyms
Nα-Fmoc-Nù,ù-dimethyl-L-arginine(asymmetrical) hydrochloride; Fmoc-L-Arg(Me)2-OH hydrochloride(asymmetrical)
Appearance
White powder
Purity
≥ 98% (HPLC)
Density
1.280 g/cm3
Melting Point
139-143 °C
Storage
Store at 2-8 °C
InChI
InChI=1S/C23H28N4O4/c1-27(2)22(24)25-13-7-12-20(21(28)29)26-23(30)31-14-19-17-10-5-3-8-15(17)16-9-4-6-11-18(16)19/h3-6,8-11,19-20H,7,12-14H2,1-2H3,(H2,24,25)(H,26,30)(H,28,29)/t20-/m0/s1
InChI Key
QXAXLSMKNHJDNM-FQEVSTJZSA-N
Canonical SMILES
CN(C)C(=NCCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)N

Fmoc-Arg(Me)2-OH HCl (asymmetrical), a modified amino acid crucial for peptide synthesis and research, is teeming with diverse applications. Here are four key uses:

Peptide Synthesis: Acting as a pivotal building block in solid-phase peptide synthesis (SPPS), Fmoc-Arg(Me)2-OH HCl offers functional groups that enable its selective and efficient integration into peptide chains. This unique property streamlines the synthesis of peptides with intricate sequences and post-translational modifications.

Protein Interaction Studies: Delving into the realm of protein interactions, researchers harness the power of Fmoc-Arg(Me)2-OH HCl in crafting peptides tailored for studying intricate protein-protein interactions. The asymmetrical dimethylation of the arginine side chain serves as a mimic for natural modifications, shedding light on how these alterations impact binding affinity and specificity.

Antimicrobial Peptide Design: In the frontier of antimicrobial peptide design, Fmoc-Arg(Me)2-OH HCl emerges as a potent tool for creating AMPs with heightened activity and stability against microbial pathogens. Modified arginine residues play a crucial role in enhancing the efficacy of these peptides. By incorporating Fmoc-Arg(Me)2-OH HCl, researchers embark on the development of potent and selective AMPs.

Epigenetic Modification Studies: With its asymmetrical dimethylation of arginine residues, Fmoc-Arg(Me)2-OH HCl stands as a cornerstone in the exploration of epigenetic regulation mechanisms. Scientists leverage this compound to unravel the intricate effects of arginine methylation on chromatin structure and gene expression, offering profound insights into epigenetic changes underlying health and disease. This research carries the potential to reshape our understanding of epigenetics and its far-reaching implications.

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