Fmoc-Trp-OH (Nα-Fmoc-L-tryptophan, CAS 35737-15-6) is an Fmoc-protected derivative of the naturally occurring aromatic amino acid L-tryptophan. The molecular structure of Fmoc-Trp-OH consists of a tryptophan backbone with an Fmoc (9-fluorenylmethoxycarbonyl) protecting group attached to the α-amino group. Tryptophan is unique among the proteinogenic amino acids for its indole side chain—a bicyclic aromatic system containing a pyrrole ring fused to a benzene ring.
Fmoc-Trp-OH is a fundamental building block for the introduction of L-tryptophan into synthetic peptides via Fmoc solid-phase peptide synthesis (Fmoc SPPS). As an Fmoc-protected amino acid, Fmoc-Trp-OH enables the stepwise assembly of peptide chains on solid support, with the Fmoc group providing temporary protection of the α-amino group that can be removed under mild piperidine treatment. Fmoc-Trp-OH is widely used in both research and industrial peptide synthesis, including the production of therapeutic peptides, peptide-based drug candidates, and peptide antigens. The tryptophan residue introduced by Fmoc-Trp-OH plays critical roles in numerous biologically active peptides, contributing to hydrophobic interactions, π-stacking, and membrane partitioning. Fmoc-Trp-OH is also recognized as a reference standard in analytical method development for peptide-related impurities. Fmoc-Trp-OH is available in multiple purity grades, with premium grades typically offering >98.0% HPLC purity.
Product Parameters
Parameter
Specification
Product Name
Fmoc-Trp-OH
CAS Number
35737-15-6
Molecular Formula
C₂₆H₂₂N₂O₄
Molecular Weight
426.46 g/mol
Appearance
White to almost white powder to crystal
Melting Point
182–185 °C (lit.)
Boiling Point
541.92 °C at 760 mmHg
Density
1.2501
Storage Condition
2-8℃
Synthetic Route
For Fmoc peptide synthesis, trifluoroacetic acid (TFA) is typically employed as a high-concentration (90–95%) deprotection agent, with the remaining 5–10% consisting of water and various scavengers—particularly sulfur-containing compounds such as thiobenzyl ether and 1,2-ethylenedithiol. These scavengers are used to suppress side reactions where reactive cations generated by TFA interact with sensitive amino acid side chains (e.g., tryptophan) under the influence of protective groups.
Application
1. Cyclic peptide compounds can serve as bradykinin antagonists and have been prepared from Fmoc-protected D-and L-tryptophan derivatives.
2. Fmoc-L-tryptophan, a Fmoc-protected form of L-tryptophan, can be utilized as an intermediate in pharmaceutical synthesis.
Storage Conditions
Store Fmoc-Trp-OH in a tightly sealed container at room temperature in a cool, dark place (<15 °C), or at 2–8 °C. For long-term storage (>12 months), store at −20 °C. Keep the container dry, protected from light, and stored in a clean, well-ventilated area away from strong oxidizing agents, strong acids, strong bases, and sources of ignition. Tryptophan derivatives are oxidation-sensitive; therefore, storage under inert atmosphere (nitrogen or argon) is recommended for extended storage periods.
Shelf life: 3 years when stored at –20 °C in a sealed container under inert atmosphere; 2 years when stored at 4 °C; 1 year when stored at room temperature in a cool, dark place.
Handling precautions: Use only in a fume hood. Wear chemical-resistant gloves, safety goggles, and a lab coat. Avoid generating dust or aerosols. Do not eat, drink or smoke in work areas. After handling, wash hands thoroughly. Contaminated clothing should be removed and washed before reuse. Refer to the Safety Data Sheet (SDS) for complete safety information.
Contact Us
From small-scale research peptide synthesis to commercial manufacturing of peptide therapeutics, Cosperpharm provides the Fmoc-Trp-OH you need with the quality, documentation, and service you deserve. Contact us today for quotes, technical support, or custom documentation packages tailored to your project requirements.
Hot Tags: Fmoc-Trp-OH, China, Manufacturer, Supplier, Factory
We use cookies to offer you a better browsing experience, analyze site traffic and personalize content. By using this site, you agree to our use of cookies.Privacy Policy