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Boc-6-Bromo-L-Tryptophan CAS NO 97444-12-7
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CAS No.:97444-12-7
Grade:Pharmacy Grade
Content:99.9%
Brand:Customizable
Packaging:Customizable
Description
Boc-6-Bromo-L-Tryptophan is a protected derivative of the essential amino acid L-tryptophan, featuring a bromine substituent at the 6-position of the indole ring and a tert-butoxycarbonyl (Boc) protecting group on the amine. This compound is a critical building block in peptide synthesis and medicinal chemistry, enabling the controlled incorporation of a modified tryptophan residue into complex molecular architectures. It is primarily utilized by pharmaceutical researchers and fine chemical manufacturers for the development of novel therapeutic peptides, peptidomimetics, and biochemical probes.
Application
- Pharmaceutical Intermediate: A key precursor in the synthesis of peptide-based drug candidates and active pharmaceutical ingredients (APIs).
- Peptide Synthesis: Used in solid-phase and solution-phase peptide synthesis (SPPS) to introduce a bromo-functionalized tryptophan residue.
- Medicinal Chemistry Research: Serves as a versatile scaffold for structure-activity relationship (SAR) studies and the development of enzyme inhibitors or receptor modulators.
- Bioconjugation & Probe Development: The bromine atom provides a handle for further functionalization via cross-coupling reactions (e.g., Suzuki, Sonogashira) to create fluorescent tags or affinity labels.
- Academic & Institutional R&D: Employed in university and institutional laboratories for biochemical and chemical biology research.
- Contract Research & Manufacturing (CRO/CMO): Supplied to organizations offering custom synthesis and process development services.
Basic Information
| Product Name | Boc-6-Bromo-L-Tryptophan |
| CAS No. | 97444-12-7 |
| Molecular Formula | C₁₈H₂₁BrN₂O₄ |
| Molecular Weight | 409.28 g/mol |
| Synonyms | N-(tert-Butoxycarbonyl)-6-bromo-L-tryptophan; N-Boc-6-bromo-L-tryptophan; (2S)-2-[(tert-Butoxycarbonyl)amino]-3-(6-bromo-1H-indol-3-yl)propanoic acid; 6-Bromo-L-tryptophan, N-Boc derivative; Boc-6-Br-L-Trp-OH; Boc-6-Bromo-Trp-OH; tert-Butyl (6-bromo-1H-indol-3-yl)methylcarbamate-L-alanine derivative; Boc-Trp(6-Br)-OH |
| EINECS | Contact for details |
Quality Control
Our Boc-6-Bromo-L-Tryptophan is manufactured under strict quality management systems. Each batch undergoes rigorous analytical testing, including HPLC for purity, chiral analysis for enantiomeric excess, and spectroscopic methods for structural confirmation. Certificates of Analysis (COA) detailing identity, purity, and impurity profiles are provided with every shipment to ensure compliance with your research and development specifications.
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); keep the container tightly sealed in a desiccated environment to prevent degradation.
Specification
| Item | Specification |
|---|---|
| Appearance | White to off-white powder |
| Identification (HPLC/MS) | Conforms |
| Purity (HPLC) | ≥97.0% |
| Chiral Purity (HPLC) | ≥99.0% ee |
| Water Content (KF) | ≤1.0% |
| Heavy Metals | ≤20 ppm |
| Residual Solvents (GC) | Complies with ICH guidelines |
Note: Specifications can be tailored. Please contact us for the detailed technical data sheet of a specific grade.
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