Description

Boc-Trp-Onp is a protected amino acid derivative, specifically the p-nitrophenyl ester of N-tert-butoxycarbonyl-L-tryptophan, widely used as a key building block in peptide synthesis. Its primary value lies in providing a reactive ester functionality for efficient amide bond formation while the Boc group offers orthogonal protection for the α-amino group, enabling complex, multi-step synthetic strategies. This compound is essential for researchers and manufacturers in the pharmaceutical, biotechnology, and fine chemical industries engaged in the development of peptide-based therapeutics, diagnostic agents, and biochemical tools.

Application

• Solid-Phase Peptide Synthesis (SPPS): Employed as an activated ester for the efficient incorporation of tryptophan residues into peptide chains, particularly in Boc-based strategies.
• Solution-Phase Peptide Synthesis: Used as a coupling reagent in the synthesis of short to medium-length peptides and peptide fragments in solution.
• Pharmaceutical Intermediate: Serves as a critical precursor in the research and production of peptide drugs, hormones, and enzyme inhibitors containing tryptophan.
• Bioconjugation: Facilitates the site-specific labeling of proteins, antibodies, or other biomolecules with tryptophan-derived probes or linkers.
• Combinatorial Chemistry: A valuable building block for generating diverse peptide libraries for drug discovery and screening applications.
• Academic & Industrial Research: Used in biochemical research to study protein-protein interactions, enzyme mechanisms, and to synthesize custom peptides for biological assays.

Basic Information

Product Name	Boc-Trp-Onp
CAS No.	15160-31-3
Molecular Formula	C24H25N3O6
Molecular Weight	451.48 g/mol
Synonyms	N-(tert-Butoxycarbonyl)-L-tryptophan p-nitrophenyl ester; Boc-L-tryptophan 4-nitrophenyl ester; Boc-L-Trp-ONp; (S)-2-((tert-Butoxycarbonyl)amino)-3-(1H-indol-3-yl)propanoic acid 4-nitrophenyl ester; N-Boc-L-tryptophan p-nitrophenyl ester; Nα-Boc-L-tryptophan 4-nitrophenyl ester; Boc-Trp-ONp; Boc-Tryptophan-ONp
EINECS	Contact for details

Quality Control

Our Boc-Trp-Onp is manufactured under strict quality management systems. Each batch undergoes comprehensive analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and identity confirmation by spectroscopic methods, to ensure it meets the high standards required for sensitive synthetic applications. Certificates of Analysis (COA) detailing all specifications are provided with every shipment.

Storage

Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This product is hygroscopic (moisture-sensitive) and light-sensitive; therefore, containers must be kept sealed under an inert atmosphere (e.g., nitrogen or argon) when not in use to prevent degradation and hydrolysis of the active ester.

Specification

Item	Specification
Appearance	White to off-white crystalline powder
Identification (IR)	Conforms to structure
Identification (HPLC)	Retention time matches reference standard
Assay (HPLC)	≥98.0%
Chiral Purity (HPLC)	≥99.0% (L-isomer)
Melting Point	Contact for details
Water Content (KF)	≤0.5%
Heavy Metals	≤10 ppm

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