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HS Code |
690380 |
| Productname | Fmoc-L-2-Bromophenylalanine |
| Synonym | Fmoc-L-2-Bromo-Phe-OH |
| Casnumber | 141439-77-8 |
| Molecularformula | C24H18BrNO4 |
| Molecularweight | 464.31 |
| Appearance | White to off-white powder |
| Purity | ≥98% |
| Meltingpoint | 110-115°C (decomp.) |
| Storagetemperature | 2-8°C |
| Solubility | Soluble in DMF, DMSO, Dichloromethane |
| Protectinggroup | Fmoc (9-Fluorenylmethyloxycarbonyl) |
| Chirality | L-configuration |
As an accredited Fmoc-L-2-Bromophenylalanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The packaging for Fmoc-L-2-Bromophenylalanine contains 5 grams, sealed in a labeled amber glass bottle with hazard warnings. |
| Shipping | Fmoc-L-2-Bromophenylalanine is typically shipped at ambient temperature in a well-sealed container to protect it from moisture and contamination. For bulk orders or sensitive applications, shipping with cold packs may be recommended. Proper labeling and adherence to chemical transportation regulations ensure safe and compliant delivery. |
| Storage | **Fmoc-L-2-Bromophenylalanine** should be stored in a tightly sealed container, protected from light, air, and moisture. Keep it refrigerated at 2–8°C, away from incompatible materials such as strong oxidizing agents. Store the chemical in a cool, dry, and well-ventilated area, following standard laboratory safety procedures to avoid decomposition or contamination. |
Applications of Fmoc-L-2-Bromophenylalanine in Industrial ManufacturingFmoc-L-2-Bromophenylalanine is a specialty protected amino acid widely adopted by pharmaceutical, peptide synthesis, and research-grade manufacturing companies for constructing advanced peptide sequences and complex chemical intermediates. All described applications below reflect real-world downstream markets and industry-specific integration practices, each tailored according to both regulatory requirements and process optimization standards required by international manufacturers. 1. Solid Phase Peptide Synthesis (SPPS) for Active Pharmaceutical Ingredients (APIs)Pharmaceutical firms engaged in the development and commercial-scale synthesis of peptide-based APIs use this raw material as a building block for structurally complex sequences. Its orthogonal Fmoc protection fits demanding multi-step batch operations, especially where halogenated phenylalanine derivatives are specified by compound design to support targeted biological activity. Adoption rates and placement in synthesis protocols vary by peptide sequence complexity and manufacturing process design, requiring adaptations for resin loading and deprotection steps under GMP production environments. Industry compliance standards
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2. Custom Research Peptide Production for Biotechnology R&DCROs and in-house R&D laboratories in the biotech sector deploy this intermediate for rapid, small-batch synthesis of modified peptides containing halogen-functionalized aromatic moieties. These modifications enable downstream conjugation, molecular probe development, or receptor binding assays, frequently incorporated at late stages for target validation or early-phase discovery. Formulation and batch design depend on specifics of the research protocol, with impurity profiling and identity confirmation requisite for submission-grade peptides. Industry compliance standards
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3. Synthesis of Peptidomimetic Building Blocks in Medicinal ChemistryMedicinal chemists use Fmoc-L-2-Bromophenylalanine as a strategic precursor for derivatization and cross-coupling reactions involved in the preparation of peptidomimetic scaffolds. The brominated aromatic ring allows for subsequent Suzuki, Buchwald-Hartwig, or Sonogashira couplings, supporting the design of library compounds with tailored pharmacophores. Selection and adjustment of incorporation levels are based on target scaffold substitution needs and desired functional group orientation, with process controls for reaction completeness and side-product minimization. Industry compliance standards
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4. Preparation of Site-specific Protein Modification ProbesAdvanced protein engineering operations employ this material to prepare peptides for site-selective conjugation with biologics, antibodies, and diagnostic proteins. The bromine ortho-substituent allows chemical “handles” for further derivatization after sequence assembly. Production processes demand tightly controlled reaction stoichiometry and integration into bioconjugation toolkits, demanding both QC and documentation in accordance with regulated protein research and development infrastructure. Industry compliance standards
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5. Building Block for Stapled Peptides in Preclinical Oncology StudiesPreclinical therapy developers incorporate the brominated amino acid into synthetic sequences used in hydrocarbon stapling, enhancing peptide helicity and protease resistance in experimental cancer therapeutics. The ortho-bromine moiety enables subsequent cross-linking or side-chain macrocyclization after Fmoc deprotection. Exact raw material incorporation and process design depend on the peptide’s target motif and desired pharmacokinetic improvements, with robust analytical support for successful staple formation. Industry compliance standards
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As a manufacturer rooted in the fine chemical industry, we’ve watched the demand for specialty amino acids, like Fmoc-L-2-Bromophenylalanine, grow steadily each year. Chemists searching for unique structural motifs in peptides turn to halogenated derivatives for answers. Our teams have scaled up production of Fmoc-L-2-Bromophenylalanine because it addresses real bottlenecks in modern peptide synthesis: incorporation efficiency, precise substitution pattern, and compatibility with solid-phase methods.
Our product comes as a white to off-white crystalline powder. For researchers, that consistency matters. Every batch comes with the model name Fmoc-L-2-Bromophenylalanine and a purity not less than 98% by HPLC. We maintain a standard particle size distribution, as poor dissolution wastes time in the lab and impacts yield. Moisture levels stay under control, always below 1.0%. Each lot moves through our analytical suite—NMR, mass spec, FTIR—for composition and identity checks. If a peak falls outside the expected profile, we find the root of the deviation and rework the batch before shipping any material.
Fmoc-L-2-Bromophenylalanine stands apart on solid-phase peptide synthesizers. The bromine substituent at the ortho position brings a unique electron-withdrawing effect. This alters stacking interactions, backbone conformation, and even folds in complex peptide sequences. From our work with pharmaceutical clients, we’ve seen how introducing this side chain helps mimic natural or synthetic halogenated motifs in bioactive peptides.
Fmoc protection assures easy coupling and deprotection under standard Fmoc/t-Bu protocols. Our experience with high-throughput peptide assembly confirmed that our material dissolves promptly in DMF and NMP without residue or particulates fouling reactors. We standardized the physical properties specifically to fit Peptide Synthesizer automated protocols. This spares researchers from troubleshooting the sort of feeding and clogging issues that crop up with inconsistent vendor material.
Biotech startups order gram quantities for SAR (structure-activity relationship) panels, seeking novel interactions where classic phenylalanine falls short. We worked with researchers studying G-protein-coupled receptors, where brominated analogues of phenylalanine offered deeper insight into ligand-receptor contacts. Some pharmaceutical clients synthesized peptide libraries targeting protein-protein interactions, using Fmoc-L-2-Bromophenylalanine at select positions to tune hydrophobicity and shape. Academic chemists have adapted our batch for coupling to resin, subsequent cyclization, and fragment elaboration with nearly quantitative yields.
A notable advantage of our product relates to compatibility with established and emerging coupling reagents. Our material copes well with both standard carbodiimide-based and uronium/guanidinium reagents. We’ve stress-tested performance in both manual and automated processes, running multi-gram assemblies side by side with other halogenated phenylalanines. Fmoc-L-2-Bromophenylalanine consistently delivered sharper chromatographic peaks and purer fractions during prep HPLC. Those differences traced to cleaner reactions and fewer side-products during Fmoc deprotection, confirmed by both amino acid analysis and mass spectrometry.
Halogenated, Fmoc-protected amino acids aren’t interchangeable. We’ve synthesized and characterized Fmoc-L-4-Bromophenylalanine and Fmoc-L-2-Chlorophenylalanine side by side with the 2-bromo product. Placement of the bromine at the ortho (2-) position changes both electronics and sterics. This minor change can dictate whether a bioactive conformation is accessible, or if metabolic stability and protease resistance improve for downstream peptides.
On the synthesis line, the 2-bromo derivative handles reproducibly in robotic dispensers. The para (4-) bromo variants sometimes show stickiness or slower dissolution. We’ve run accelerated stability protocols—heating, humidity cycling, and storage under fluorescent lights. Fmoc-L-2-Bromophenylalanine outperformed in shelf-life, retaining purity over months, while others formed trace colored byproducts or lost potency.
Chlorinated analogues, like Fmoc-L-2-Chlorophenylalanine, have their niche, but bromine brings a larger atomic radius, better heavy atom effects in X-ray crystallography, and an easier handle for further functionalization via cross-coupling (Suzuki, Stille, or Buchwald-Hartwig reactions). Our product allowed contract research partners to build peptide-drug conjugates and biaryl scaffolds not accessible with other amino acid reagents. They cite more robust oxidative addition to catalytic systems, and fewer downstream purification headaches.
Our facility controls every step from procurement of the starting L-phenylalanine to the final Fmoc protection and crystallization. We maintain a traceable lot history, storing reference samples under nitrogen. Each operator has a years-long record tracing back through similar syntheses—personnel continuity helps us avoid repeat mistakes and tune conditions day-to-day.
In cold, dry rooms, each batch moves through controlled halogenation. Quenching, workup, and careful washing ensure no excess bromine remains. Several times we caught minuscule halide contamination in competitors’ material, which wreaked havoc downstream, both in peptide assembly and mass spec purity. Our lines remain equipped with regular halide ion monitoring: one overlooked detail ruins weeks of work for peptide chemists struggling with stubborn artifacts or ghost peaks.
Fmoc protection involves its own hazards. Unreacted Fmoc chloride gives rise to acrid odors and safety concerns. Our staff, hardened by long experience, avoid shortcutting reaction time or skimping on inert atmosphere. Every mother liquor, every intermediate gets logged, characterized, and cross-checked to reference spectra. We release material only after all critical quality attributes—identity, purity, appearance, solubility, and stability—meet or exceed historical baselines.
Many purchasers come to us after bad experiences with inconsistent batches from resellers. We’ve fielded calls from peptide labs frantic over insoluble, sticky, or discolored amino acids. These stories often trace back to repackaged or aged lots handled poorly in transit. As a manufacturer, we store Fmoc-L-2-Bromophenylalanine in sealed, light-protected vessels, with desiccants and regular monitoring, before packing on the day of shipment.
Some customers demand custom particle sizes or larger lots suitable for kilo-scale. We handle these requests directly in-house, adjusting crystallization parameters or scaling reactors to fit. Our team works closely with peptide development scientists—troubleshooting coupling failures, offering protocols, and sharing real-time analytical data. Technical success stories speak louder than glossy brochures.
The reality of research is that supply chain disruptions and batch-to-batch variation cause delays, reruns, and wasted time. By owning every part of the process, we’ve designed Fmoc-L-2-Bromophenylalanine not just as a chemical entity, but as a consistently performing tool in the hands of scientists. Every major pharmaceutical and academic lab we supply can point to years of dependable results, not just a one-off batch that worked.
Fmoc-L-2-Bromophenylalanine serves as a real workhorse in current chemical biology. Structural biologists use it for introducing electron-rich halogen atoms into peptide backbones. This enables both probing of structure–activity relationships and the possibility of expanding sequences via further bioconjugation. A chemist coupling this amino acid gets a reliable starting point—reactivity, solubility, and handling tailored from years on the production floor.
Some of the most exciting progress in drug discovery now happens at the interface between peptide chemistry and medicinal chemistry. Fmoc-L-2-Bromophenylalanine provides a simple route to complex molecular architectures. By controlling the configuration and purity, we see scientists reach higher coupling yields, improved mass balance, and more robust scaleup. That reliability speeds up peptide library synthesis and supports exploratory work in new chemical space.
At least one research group we worked with used Fmoc-L-2-Bromophenylalanine to install halogen handles for late-stage Stille coupling, generating stapled peptides with new conformational properties. The 2-bromo variant consistently showed less background reactivity and high yield compared to 4-bromo or chlorinated analogues. A different pharmaceutical partner selected our material for incorporating “non-natural” residues at protease cleavage sites, enhancing resistance to degradation and improving therapeutic half-life.
Another advantage is ease of detection during peptide mapping. The increased mass and unique isotopic signature of bromine simplifies LC-MS tracking across large synthetic libraries. Our batches, produced to high-purity and single-isomer content, generate clean, interpretable data free from ambiguous co-elution or adduct formation.
Not every reagent behaves this consistently. Experts who’ve struggled with oxidation-prone chlorinated phenylalanines, or sluggish-coupling para derivatives, report immediate improvement in peptide purity metrics with our Fmoc-L-2-Bromophenylalanine. In models where failure to deprotect Fmoc groups or slow coupling cycle times present problems, our material removes those variables from the equation. Troubleshooting time drops, productivity increases, and downstream purification steps become more straightforward.
Manufacturing reliable specialty amino acids demands unbroken attention to detail. We continue refining our analytical methods, paying special attention to side-product profiles in mother liquors and final powders. Detailed work-up steps remove residual starting materials or process impurities. By integrating both legacy methods and the latest automation, we maintain high-quality standards while improving process efficiency.
Our R&D team performs regular batch requalification, matching retention time and spectral data against archived reference lots. Should a batch deviate, new process controls go in place to return purity and performance to standard. That feedback loops into future production runs, ensuring learning from any problem is built into daily practice.
As the research landscape evolves, requests for Fmoc-L-2-Bromophenylalanine go beyond standard peptide synthesis. Clients have asked for isotopically labeled variants, customized packaging to meet cleanroom needs, and documentation suitable for regulatory filings. Our direct manufacturing model enables us to rapidly fulfill these custom requirements, without third-party lead times or uncertainty.
With each order, researchers gain a partner who understands the demands of modern peptide chemistry. Equipment operators know their product’s ultimate destination: not warehouse shelves, but the workbench of a scientist aiming to solve big problems in health, biology, and medicine. That knowledge underscores every production decision—choosing solvents and reagents that guarantee reproducibility, tracking batches, and never releasing substandard material.
Success in specialty chemical manufacturing comes partly from process, but mostly from people. It’s the accumulated skill, memory, and care at each stage that delivers Fmoc-L-2-Bromophenylalanine of the quality researchers demand. Chemical synthesis may begin with a blueprint, but execution determines real-world utility. A well-made batch supports weeks or months of focused research, while a single contaminated or off-specification lot brings frustration and lost time. By owning every step, we ensure that every vial of Fmoc-L-2-Bromophenylalanine truly meets the trusted standard required for the most ambitious scientific work.