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| Product Name | Fmoc-Trp(Boc)-OH |
|---|---|
| Synonyms | Nα-Fmoc-Nin-Boc-L-tryptophan |
| Catalog No. | AS0708 |
| CAS Number | 143824-78-6 |
| Molecular Formula | C31H30N2O6 |
| Molecular Weight | 526.58 g/mol |
| Appearance | White powder |
| Specific Rotation | -20° ± 4° (C=1 in DMF) |
| Storage Temperature | ≤ -15°C |
| Side-Chain Protection | Boc-protected indole nitrogen |
| Primary Application | Fmoc-SPPS |
Product Overview
Fmoc-Trp(Boc)-OH (CAS 143824-78-6; catalog AS0708) is an Fmoc-protected L-tryptophan building block with Boc protection on the indole nitrogen. It is used to incorporate Trp into synthetic research peptides by Fmoc-SPPS. The alpha-carboxyl group remains available for coupling, while the two protecting groups control amino and indole functionality during assembly.
Quality Specifications and Ordering
Purity: Alan Scientific supplies Fmoc-Trp(Boc)-OH at >99% purity.
Catalog pack sizes: 25 g, 100 g, 500 g, and 1 kg.
Quality documentation: See Product Documents below for lot-specific COA request details. Review the analytical methods and results reported for the supplied batch.
Quotation: Email [email protected] with AS0708, the pack size, total quantity, delivery destination, and required date. Confirm availability and dispatch lead time before ordering.
Confirm L-tryptophan and indole-N-Boc protection. Identify any additional impurity testing needed for an oxidation-sensitive or otherwise demanding project.
Indole Protection and Final Deprotection
The Boc group on the indole nitrogen is retained during routine basic Fmoc-deprotection cycles and removed during an appropriate final acidic treatment. Indole protection can help limit unwanted reactions during peptide processing, but does not establish immunity to every oxidation or cleavage-related impurity.
Final cleavage should be planned for the complete sequence, including other protecting groups and any sensitive modifications. Scavenger choice and deprotection conditions are process variables, not fixed properties guaranteed by the building-block name.
For compatibility between Trp protection and the other residues in a sequence, review the Fmoc side-chain protecting-group guide before defining final deprotection conditions.
Tryptophan-Containing Peptide Applications
Applications include aromatic research peptides, sequence libraries, and analogue panels examining the contribution of the indole side chain. Trp-containing constructs may also be studied using their intrinsic spectroscopic properties, but the behavior depends on the completed sequence and measurement conditions.
Fmoc-Trp(Boc)-OH is not a dye-labeled peptide or a ready-to-use fluorescent probe. Its role is to introduce a protected tryptophan residue. Changes in peptide binding, membrane interaction, or fluorescence should be established experimentally rather than inferred from the presence of one aromatic amino acid.
Product Documents
A Safety Data Sheet (SDS / MSDS) is available for this product to support laboratory handling, storage and safety assessment.
Certificates of Analysis are batch-specific. Please contact us to request a COA, and we will provide it by email.
Frequently Asked Questions
What documentation should I request for Fmoc-Trp(Boc)-OH?
Request the lot-specific COA for AS0708 and review the reported purity method and result. Specify any additional oxidation-related or stereochemical requirements separately. Retain the SDS for handling and safety information; it is not a substitute for the lot-specific analytical record.
Which nitrogen is Boc-protected in Fmoc-Trp(Boc)-OH?
Boc protects the indole nitrogen. Fmoc protects the alpha-amino group used for stepwise peptide assembly.
Does Boc protection eliminate all tryptophan side reactions?
No. It addresses specific protection needs, while cleavage, oxidation, and other impurity risks depend on the complete route and handling conditions.
Research Use Only
For research use only. Not for human or veterinary use.