Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine
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Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine

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Category
BOC-Amino Acids
Catalog number
BAT-004521
CAS number
214852-34-3
Molecular Formula
C31H40N4O8
Molecular Weight
596.70
Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine
IUPAC Name
(2R)-5-[bis[(2-methylpropan-2-yl)oxycarbonylamino]methylideneamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
Synonyms
Fmoc-D-Arg(Boc)2-OH; (R)-2-((((9H-Fluoren-9-Yl)Methoxy)Carbonyl)Amino)-5-((2,2,10,10-Tetramethyl-4,8-Dioxo-3,9-Dioxa-5,7-Diazaundecan-6-Ylidene)Amino)Pentanoic Acid
Appearance
White to off-white powder
Purity
≥ 98%
Density
1.25 g/cm3
Storage
Store at 2-8°C
InChI
InChI=1S/C31H40N4O8/c1-30(2,3)42-28(39)34-26(35-29(40)43-31(4,5)6)32-17-11-16-24(25(36)37)33-27(38)41-18-23-21-14-9-7-12-19(21)20-13-8-10-15-22(20)23/h7-10,12-15,23-24H,11,16-18H2,1-6H3,(H,33,38)(H,36,37)(H2,32,34,35,39,40)/t24-/m1/s1
InChI Key
WPAALELGEWGQEG-XMMPIXPASA-N
Canonical SMILES
CC(C)(C)OC(=O)NC(=NCCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13)NC(=O)OC(C)(C)C

Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine, a protected form of D-arginine, finds widespread utility in peptide synthesis and biochemical research. Here are the key applications showcased with elevated perplexity and burstiness:

Peptide Synthesis: A fundamental component in the solid-phase synthesis of peptides and proteins, Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine serves as a pivotal building block. Its Fmoc and Boc protective groups shield against undesired side reactions, ensuring the streamlined assembly of peptides bearing specific sequences and functionalities.

Drug Discovery: At the forefront of drug discovery, Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine plays a crucial role in crafting peptide-based drug candidates. Researchers leverage D-arginine incorporation in peptidomimetics to bolster stability and bioavailability, advancing the development of peptide therapeutics poised to modulate biological targets effectively.

Structural Biology: In the realm of structural biology, Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine is harnessed to engineer peptides for probing protein-protein interactions. Integrating D-arginine into peptide sequences empowers researchers to delve into binding affinities and structural conformations, unraveling the molecular underpinnings of biological processes and facilitating inhibitor design.

Biochemical Assays: A crucial precursor in biochemical assay development, Nα-Fmoc-Nω,Nω'-bis-Boc-D-arginine enables the creation of substrates for probing enzyme activity and protein function. Synthesized peptides containing D-arginine serve as substrates in enzymatic assays, aiding in the characterization of enzyme kinetics and identification of potential enzyme inhibitors.

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