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Fmoc-5-Hydroxy-L-Tryptophan CAS NO 178119-94-3
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CAS No.:178119-94-3
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
Fmoc-5-Hydroxy-L-Tryptophan is a protected derivative of the essential amino acid L-tryptophan, featuring both an Fmoc (9-fluorenylmethoxycarbonyl) protecting group on the amine and a free phenolic hydroxyl group. This compound is a critical building block in solid-phase peptide synthesis (SPPS), enabling the controlled incorporation of a modified tryptophan residue with unique chemical and biological properties. It is primarily utilized by research institutions, pharmaceutical developers, and biotechnology companies engaged in the synthesis of complex peptides, peptidomimetics, and bioactive compounds for drug discovery and biochemical research.
Application
- Solid-Phase Peptide Synthesis (SPPS): As a key Fmoc-protected amino acid for the automated or manual synthesis of custom peptides.
- Pharmaceutical Research: For the development of novel peptide-based therapeutics, hormones, and enzyme inhibitors that incorporate a hydroxylated tryptophan moiety.
- Bioconjugation & Probe Development: The phenolic hydroxyl group provides a reactive handle for site-specific labeling, conjugation with fluorophores, or attachment to solid supports.
- Structure-Activity Relationship (SAR) Studies: To investigate the role of tryptophan hydroxylation in peptide-receptor interactions and biological activity.
- Academic & Biochemical Research: Used in laboratories for studying protein folding, peptide self-assembly, and as a precursor for more complex unnatural amino acids.
Basic Information
| Product Name | Fmoc-5-Hydroxy-L-Tryptophan |
| CAS No. | 178119-94-3 |
| Molecular Formula | C₂₇H₂₄N₂O₅ |
| Molecular Weight | 456.49 g/mol |
| Synonyms | N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-5-hydroxy-L-tryptophan; Fmoc-5-OH-Trp-OH; Fmoc-5-hydroxy-L-Trp; 5-Hydroxy-L-tryptophan, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-; N-Fmoc-5-hydroxy-L-tryptophan; (2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-3-(5-hydroxy-1H-indol-3-yl)propanoic acid |
| EINECS | Contact for details |
Quality Control
Our Fmoc-5-Hydroxy-L-Tryptophan is manufactured under strict quality control protocols to ensure high purity and batch-to-batch consistency, suitable for sensitive research and development applications. Each lot is analyzed using advanced chromatographic and spectroscopic techniques. A comprehensive Certificate of Analysis (COA) detailing purity, identity, and impurity profiles is provided with every shipment to support your quality assurance and regulatory documentation needs.
Storage
Preserve in a tightly closed container, protected from light. Store in a cool, dry place at 15-25°C. This material is hygroscopic (moisture-sensitive) and should be handled in a dry environment to prevent degradation. For long-term storage, consider desiccation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC) | Conforms |
| Identification (IR) | Conforms |
| Assay (HPLC) | ≥98.0% |
| Optical Rotation | -20° to -25° (c=1 in DMF) |
| Water Content (KF) | ≤1.0% |
| Heavy Metals | ≤20 ppm |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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