Nα-Fmoc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine
Need Assistance?
  • US & Canada:
    +
  • UK: +

Nα-Fmoc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine

* Please kindly note that our products are not to be used for therapeutic purposes and cannot be sold to patients.

The Mtr-guanidine protection of arg is more acid sensitive than the tosyl group.

Category
Fmoc-Amino Acids
Catalog number
BAT-003712
CAS number
98930-01-9
Molecular Formula
C31H36N4O7S
Molecular Weight
608.90
Nα-Fmoc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine
IUPAC Name
(2S)-5-[[amino-[(4-methoxy-2,3,6-trimethylphenyl)sulfonylamino]methylidene]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid
Synonyms
Fmoc-L-Arg(Mtr)-OH
Appearance
White to off-white crystalline powder
Purity
≥ 99% (HPLC, TLC)
Density
1.35±0.1 g/cm3(Predicted)
Storage
Store at 2-8°C
InChI
InChI=1S/C31H36N4O7S/c1-18-16-27(41-4)19(2)20(3)28(18)43(39,40)35-30(32)33-15-9-14-26(29(36)37)34-31(38)42-17-25-23-12-7-5-10-21(23)22-11-6-8-13-24(22)25/h5-8,10-13,16,25-26H,9,14-15,17H2,1-4H3,(H,34,38)(H,36,37)(H3,32,33,35)/t26-/m0/s1
InChI Key
LKGHIEITYHYVED-SANMLTNESA-N
Canonical SMILES
CC1=CC(=C(C(=C1S(=O)(=O)NC(=NCCCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)N)C)C)OC

Nα-Fmoc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine is a specialized chemical reagent used primarily in peptide synthesis. Here are some key applications of this compound:

Peptide Synthesis: Nα-Fmoc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine is used in the stepwise chemical synthesis of peptides. As a protected amino acid derivative, it prevents unwanted reactions at the arginine side chain during peptide bond formation. This ensures high-purity end products in solid-phase peptide synthesis, which are crucial for pharmaceutical and biochemical applications.

Protein Engineering: This reagent is instrumental for constructing modified peptides and proteins for research on structure-function relationships. By incorporating this derivative into specific sequences, researchers can study the roles of arginine residues in protein folding and function. This enables the rational design of proteins with desired properties for therapeutic and industrial applications.

Drug Development: Nα-Fmoc-Nω-(4-methoxy-2,3,6-trimethylbenzenesulfonyl)-L-arginine is used in the development of peptide-based drugs. By facilitating the construction of stable and bioactive peptides, it aids in the creation of therapeutics with improved efficacy and reduced side effects. This is particularly important in designing drugs targeting specific biological pathways, such as protease inhibitors and receptor agonists.

Proteomics Research: In proteomics, this compound helps in the synthesis of peptide probes and standards used for mass spectrometry-based protein identification and quantification. By enabling the synthesis of peptides with precise sequences, it supports the accurate determination of protein expression levels and post-translational modifications. This is essential for biomarker discovery and validation in clinical research.

Online Inquiry
Verification code
Inquiry Basket