Description

Z-Arg(Tos)-OH Cha is a protected L-arginine derivative widely used as a chiral building block and coupling reagent in solid-phase peptide synthesis (SPPS). Its tosyl (tosylate) protection on the guanidino group ensures high stability and selectivity during deprotection steps, making it indispensable for synthesizing complex bioactive peptides with strict stereochemical fidelity. This compound is essential for pharmaceutical R&D laboratories, contract manufacturing organizations (CMOs), and biotech firms developing peptide-based therapeutics, diagnostics, and research tools.

Application

• Solid-phase synthesis of therapeutic peptides (e.g., hormone analogs, antimicrobial peptides)
• Preparation of peptide libraries for high-throughput drug screening
• Intermediate in the manufacture of GMP-grade peptide APIs requiring orthogonal protection schemes
• Key reagent in the synthesis of protease inhibitors and integrin-targeting peptides
• Building block for fluorescently labeled or biotinylated peptide probes used in immunoassays and cellular imaging
• Substrate for enzymatic studies involving arginine-specific proteases and kinases
• Component in custom oligopeptide conjugates for vaccine development and targeted delivery systems

Basic Information

Product Name	Z-Arg(Tos)-OH Cha
CAS No.	13650-38-9
Molecular Formula	C19H23N5O4S
Molecular Weight	417.49 g/mol
Synonyms	Z-Arg(Tos)-OH; Nα-Benzyloxycarbonyl-Nω-p-toluenesulfonyl-L-arginine; Cbz-Arg(Tos)-OH; Z-Arg(p-Toluenesulfonyl)-OH; Nα-(Benzyloxycarbonyl)-Nω-(p-toluenesulfonyl)-L-arginine; 2-[(Benzyloxy)carbonylamino]-5-[(4-methylphenyl)sulfonylamino]pentanoic acid; Z-Arg(Tos); Cbz-Arg(Tos); Boc-Arg(Tos)-OH (note: distinct from Boc variant); Tos-Arg-OH (Z-protected)
EINECS	Not listed (not assigned)

Quality Control

Our products undergo rigorous quality testing to ensure compliance with industry standards. Certificates of Analysis (COA) are available upon request. Each batch is verified for identity (IR, HPLC retention time), purity (≥99.0% by HPLC), optical rotation ([α]D20 = −20.5° to −22.5°, c = 1 in DMF), residual solvents (by GC), and heavy metals (≤10 ppm). Testing adheres to ACS, EP, and USP general chapters for amino acid derivatives.

Storage

Preserve in a tightly closed container, protected from light. Store at 15–25°C in a dry, well-ventilated area. Due to its hygroscopic nature, minimize exposure to ambient humidity; use desiccant storage for long-term stability. Avoid repeated opening of the container.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to reference standard
Assay (HPLC)	≥99.0%
Optical Rotation	[α]D20 = −20.5° to −22.5° (c = 1, DMF)
Loss on Drying	≤0.5%
Residue on Ignition	≤0.1%
Heavy Metals	≤10 ppm
Related Substances (HPLC)	Single impurity ≤0.3%; Total impurities ≤0.5%

Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.