Fmoc-Trp(Boc)-OH

Product Overview

Product Name: Fmoc-Trp(Boc)-OH
Catalog Number: SRCF-016 (SRIRAMCHEM)
CAS Number: 143824-78-6
Synonyms:

• Nα-Fmoc-N(in)-Boc-L-tryptophan

• Fmoc-L-Trp(Boc)-OH

• (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[1-(tert-butoxycarbonyl)-1H-indol-3-yl]propanoic acid
  Molecular Formula: C₃₁H₃₀N₂O₆
  Molecular Weight: 526.57 g/mol
  Purity: ≥97% (HPLC)

Description

Fmoc-Trp(Boc)-OH is a protected tryptophan derivative designed for solid-phase peptide synthesis (SPPS). The Fmoc group protects the α-amino group, while the Boc group safeguards the indole nitrogen, minimizing side reactions during peptide assembly, especially in sequences containing both tryptophan and arginine residues.

Key Properties

Applications

• Peptide Synthesis:

  • Essential building block for Fmoc/tBu solid-phase peptide synthesis (SPPS).

  • Used for preparing analogs of glucagon-like peptide-1 (GLP-1) and other therapeutic peptides.

• Research Tool:

  • Facilitates the assembly of complex, arginine-tryptophan–containing peptides, optimizing crude peptide purity and yield.

• Biochemical Studies:

  • Employed in inhibition studies related to enzymes such as butyrylcholinesterase (BChE).

Advantages

• Enhanced Peptide Purity: Prevents reattachment of protective groups released during cleavage, leading to higher yield and cleaner peptide products.

• Flexible Usage: Suitable for both research and industrial-scale peptide synthesis.

• Stable Protective Groups: Fmoc can be removed under basic conditions (piperidine in DMF), and Boc can be removed under acidic conditions (trifluoroacetic acid).

Technical Specifications

Frequently Asked Questions

Q: Why is Boc protection important for tryptophan in peptide synthesis?
A: The Boc group protects the indole nitrogen, minimizing side reactions, especially in sequences with arginine, resulting in increased peptide quality and yield.

Q: How should Fmoc-Trp(Boc)-OH be stored?
A: Store at 2–8°C, protected from moisture and light. Use under inert atmosphere for prolonged storage.

Q: Is this product suitable for automated peptide synthesizers?
A: Yes, Fmoc-Trp(Boc)-OH is compatible with standard automated SPPS protocols.

Order & Packaging Details

• Custom pack sizes for research and large-scale synthesis available.

• Bulk quantities and special pricing on request.

Fmoc-Trp(Boc)-OH from SRIRAMCHEM is your trusted partner for advanced peptide synthesis. Ensure the highest quality peptides with this premium-grade protected amino acid.

For detailed Certificate of Analysis (COA) or technical inquiries, please contact SRIRAMCHEM directly.