Fmoc-L-Arg(Me)2(Pbf)-OH (asymmetrical)
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Fmoc-L-Arg(Me)2(Pbf)-OH (asymmetrical)

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Category
Fmoc-Amino Acids
Catalog number
BAT-001967
CAS number
1185841-84-2
Molecular Formula
C36H44N4O7S
Molecular Weight
676.83
IUPAC Name
(2S)-5-[[dimethylamino-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
Synonyms
(E)-N5-[(Dimethylamino){[(2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]amino}methylene]-N2-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-ornithine
Appearance
White powder
Purity
≥ 98% (HPLC)
Storage
Store at 2-8 °C
InChI
InChI=1S/C36H44N4O7S/c1-21-22(2)32(23(3)28-19-36(4,5)47-31(21)28)48(44,45)39-34(40(6)7)37-18-12-17-30(33(41)42)38-35(43)46-20-29-26-15-10-8-13-24(26)25-14-9-11-16-27(25)29/h8-11,13-16,29-30H,12,17-20H2,1-7H3,(H,37,39)(H,38,43)(H,41,42)/t30-/m0/s1
InChI Key
QQJCGHJCOJVEGE-PMERELPUSA-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)N(C)C)C

Fmoc-L-Arg(Me)2(Pbf)-OH (asymmetrical), a protected amino acid derivative widely applied in peptide synthesis, serves as a cornerstone in biochemical research. Below are the key applications of this compound presented with elevated perplexity and burstiness:

Peptide Synthesis: Embedded in the realm of solid-phase peptide synthesis, this compound plays a pivotal role in safeguarding the arginine side chain against unwarranted reactions. Through its asymmetrical dimethylation, it facilitates precise modifications that augment the stability and functionality of synthesized peptides. Researchers leverage this compound to craft peptides tailored for intricate biochemical investigations and innovative pharmaceutical advancements.

Bioconjugation: Advancing the frontiers of bioconjugation, Fmoc-L-Arg(Me)2(Pbf)-OH (asymmetrical) enables the targeted modification of proteins and peptides with unparalleled specificity. By incorporating this derivative, scientists can tether diverse functional moieties or labels for applications spanning imaging, therapeutics, and diagnostics. This cutting-edge methodology underpins the development of precision drug delivery platforms and cutting-edge diagnostic instruments.

Structural Biology: In the domain of structural biology, the introduction of Fmoc-L-Arg(Me)2(Pbf)-OH (asymmetrical) serves as a linchpin in elucidating protein-protein and protein-ligand interactions. It aids in fortifying protein structures, rendering them amenable to crystallization and NMR analysis. This breakthrough enhances our insights into molecular mechanisms, harnessing its potential to revolutionize drug discovery endeavors.

Immunology Research: Unveiling new vistas in immunology, this compound is instrumental in synthesizing peptide antigens critical for immunological inquiries, including vaccine formulation and antibody generation. The safeguard provided by the protected arginine residue ensures the integrity of antigenic epitopes, eliciting specific and robust immune responses. This pivotal application lies at the crux of designing efficacious immunotherapies and unraveling the intricacies of immune system orchestration.

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