Nβ-Boc-Nω-tosyl-L-β-homoarginine
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Nβ-Boc-Nω-tosyl-L-β-homoarginine

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Category
BOC-Amino Acids
Catalog number
BAT-007599
CAS number
136271-81-3
Molecular Formula
C19H30N4O6S
Molecular Weight
442.52
Nβ-Boc-Nω-tosyl-L-β-homoarginine
IUPAC Name
(3S)-6-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
Synonyms
Nβ-Boc-Nω-tosyl-L-β-homoarginine; Boc-beta-Hoarg(Tos)-OH; BOC-L-BETA-HOMOARGININE(TOS); Boc-beta-Homoarg(Tos)-OH; N-Boc-N'-tosyl-L-beta-homoarginine; Boc-Nw-tosyl-L-beta-homoarginine; (S)-3-((tert-butoxycarbonyl)amino)-6-(3-tosylguanidino)hexanoic acid; Boc-Arg(Tos)-(C#CH2)OH; (3S)-6-[[amino-[(4-methylphenyl)sulfonylamino]methylidene]amino]-3-[(2-methylpropan-2-yl)oxycarbonylamino]hexanoic acid
Appearance
White to off-white powder
Purity
≥ 99%
Density
1.290 g/cm3
Storage
Store at 2-8 °C
InChI
InChI=1S/C19H30N4O6S/c1-13-7-9-15(10-8-13)30(27,28)23-17(20)21-11-5-6-14(12-16(24)25)22-18(26)29-19(2,3)4/h7-10,14H,5-6,11-12H2,1-4H3,(H,22,26)(H,24,25)(H3,20,21,23)/t14-/m0/s1
InChI Key
RYHLUZMBVLFVPG-AWEZNQCLSA-N
Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)NC(=NCCCC(CC(=O)O)NC(=O)OC(C)(C)C)N

Nβ-Boc-Nω-tosyl-L-β-homoarginine, a synthetic amino acid derivative, finds diverse applications in scientific research and pharmaceutical realms. Here are the key applications presented with high perplexity and burstiness:

Peptide Synthesis: Widely employed in peptide synthesis, Nβ-Boc-Nω-tosyl-L-β-homoarginine acts as a crucial protected amino acid building block. The Boc (tert-butyloxycarbonyl) and tosyl (p-toluenesulfonyl) groups shield reactive sites during peptide elongation, enabling the creation of intricate peptide sequences with exceptional precision and yield.

Enzyme Inhibition Studies: In the realm of enzyme inhibition research, this compound plays a pivotal role, particularly in studying enzymes recognizing or modifying arginine residues. Utilizing Nβ-Boc-Nω-tosyl-L-β-homoarginine as a substrate or inhibitor, researchers delve into enzyme kinetics and mechanisms, offering crucial insights for drug development and unraveling enzymatic functions in biological systems.

Proteomics: Leveraging Nβ-Boc-Nω-tosyl-L-β-homoarginine in proteomics research unveils a world of opportunities to explore protein interactions and modifications. Its integration into peptides or proteins aids in pinpointing specific binding sites and post-translational modifications, shedding light on protein functionality and facilitating the discovery of novel therapeutic targets.

Drug Development: At the forefront of pharmaceutical innovation, Nβ-Boc-Nω-tosyl-L-β-homoarginine spearheads the design and development of new drug candidates. Its distinctive structure positions it as a model compound for synthesizing arginine analogs with potential therapeutic benefits, paving the way for novel drugs targeting a spectrum of diseases ranging from cardiovascular to metabolic disorders.

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