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D-2-Bromophenylalanine

    • Product Name D-2-Bromophenylalanine
    • Alias D-BPA
    • Einecs 243-127-2
    • Mininmum Order 1 g
    • Factory Site Tengfei Creation Center,55 Jiangjun Avenue, Jiangning District,Nanjing
    • Price Inquiry admin@sinochem-nanjing.com
    • Manufacturer Sinochem Nanjing Corporation
    • CONTACT NOW
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    Specifications

    HS Code

    864940

    Product Name D-2-Bromophenylalanine
    Chemical Formula C9H10BrNO2
    Molecular Weight 244.09 g/mol
    Cas Number 2438-81-5
    Appearance White to off-white powder
    Purity Typically ≥98%
    Melting Point 175-179°C
    Optical Activity [α]D20 -22° (c=1, H2O)
    Solubility Soluble in water, DMSO
    Storage Temperature 2-8°C
    Synonyms D-α-Amino-2-bromophenylacetic acid
    Smiles N[C@@H](Cc1ccccc1Br)C(=O)O

    As an accredited D-2-Bromophenylalanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing A 5-gram amber glass bottle with a tight-seal cap, labeled "D-2-Bromophenylalanine, 98% purity," with hazard warnings.
    Shipping D-2-Bromophenylalanine is shipped in tightly sealed containers, protected from moisture, heat, and light. Packaging complies with chemical safety regulations, and proper labeling includes hazard warnings. The compound is typically transported as non-bulk, handled by trained personnel, and accompanied by a Safety Data Sheet (SDS) to ensure safe delivery and compliance.
    Storage D-2-Bromophenylalanine should be stored in a tightly sealed container, away from moisture and direct sunlight, in a cool, dry, and well-ventilated area. Keep it at room temperature (15–25°C), segregated from incompatible substances such as strong oxidizing agents. Ensure proper chemical labeling and access is limited to trained personnel. Avoid prolonged exposure to air to maintain stability.
    Application of D-2-Bromophenylalanine

    Applications of D-2-Bromophenylalanine in Industrial Manufacturing

    D-2-Bromophenylalanine serves as a specialized raw material for diverse high-value industries. Its controlled stereochemistry and brominated aromatic structure make it a consistent choice in regulated biochemical, pharmaceutical, and agrochemical synthesis. Below, we detail the precise industrial application scenarios for this compound, including real-world integration, compliance benchmarks, dosage practices, and product outcomes.

    1. Peptide Drug Synthesis

    Pharmaceutical manufacturers employ D-2-Bromophenylalanine as a strategic non-natural amino acid in peptide API development. Medicinal chemists use it to introduce reactivity for downstream functionalization, targeted drug design, and improving pharmacokinetic properties. Controlled batch synthesis mandates strict traceability of raw materials, and regulatory filings require substantiation of all chiral and halogenated intermediates. Inclusion rates and protection chemistry depend on peptide sequence and planned site-specific modification.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA 21 CFR part 210/211 (Finished Pharmaceuticals)
    • EU EudraLex Volume 4 GMP
    • Ph. Eur., USP, JP guidelines for peptide APIs

    Typical usage ratio

    • Ranges between 1–15 mol% relative to total amino acid input during peptide sequence assembly, based on structural requirements and lot size.

    Downstream process integration

    • Added in the protected (Fmoc/t-Boc) amino acid pool for automated solid-phase peptide synthesis (SPPS)
    • Introduced before coupling reactions for N-terminal or side-chain functionalization
    • Incorporated during fragment condensation for semi-synthetic peptide derivatives
    • Used in reactivity tuning for click chemistry or selective halide displacement reactions

    Final product types

    • Anticancer cyclic peptides
    • Peptidomimetic APIs
    • GLP-1 analogues
    • Drug-targeting peptide conjugates with improved metabolic stability

    2. Fluorophore and Probe Synthesis

    Synthetic chemistry labs in diagnostics and protein research utilize D-2-Bromophenylalanine for the preparation of site-specific protein labeling reagents. Its ortho-bromo functionality provides a reliable anchor for subsequent Suzuki, Stille, or Buchwald–Hartwig coupling. This facilitates attachment of dyes or affinity tags onto biomolecules for advanced imaging, FRET, or bio-orthogonal labeling protocols, where precise chiral configuration is crucial.

    Industry compliance standards

    • ISO 13485:2016 Medical Devices Quality Management
    • OECD Good Laboratory Practice (GLP) Guidelines
    • USP <1040> Analytical Probes standard requirements
    • REACH/CLP chemical safety documentation

    Typical usage ratio

    • Generally 1.5–8 mol% of total amino acid equivalents, optimized according to probe design and protein scaffold constraints.

    Downstream process integration

    • Pre-functionalized for in-line peptide synthesis of fluorescent probes
    • Introduced at early stages of protected peptide or oligonucleotide coupling
    • Modified post-assembly by palladium-catalyzed reaction to link fluorophores
    • Utilized as an intermediate for linker or tag incorporation in affinity probes

    Final product types

    • Protein labeling reagents for cell imaging
    • Fluorescently labeled peptides for FRET assays
    • Bio-conjugation handles for diagnostic kits
    • Imaging-enabled biosensors

    3. Agrochemical Intermediate Manufacturing

    Crop science and protection businesses source D-2-Bromophenylalanine for targeted synthesis of specialty agrochemical actives. The material typically functions as an intermediate in the multi-step synthesis of regulator molecules or herbicide safeners possessing chiral amino acid backbones. Brominated moieties enable subsequent derivatization steps, introducing specificity or stability for field application. All usage is closely monitored for metabolite formation and residual presence in final commodities according to crop safety regulations.

    Industry compliance standards

    • FAO/WHO Codex Alimentarius MRL frameworks
    • US EPA FIFRA pesticide registration requirements
    • OECD Guidance for the Conduct of Pesticide Residue Trials
    • China GB 2763 National Food Safety Standards

    Typical usage ratio

    • Used at 1–5% of the total weight of chemical intermediates in multi-step syntheses; precise amounts set by stoichiometry and target molecule design.

    Downstream process integration

    • Combined with heterocyclic amines during key coupling steps
    • Engaged in site-directed halogen exchange reactions
    • Processed through protection and deprotection cycles in small-molecule route development
    • Monitored via in-process HPLC and GC-MS for stage-specific quality control

    Final product types

    • Chiral herbicide safeners
    • PGRs (plant growth regulators) with aromatic side chains
    • Select pre- and post-emergent crop protection compounds
    • Synthetic auxin analogs for field testing

    4. Chiral Building Block for Custom Fine Chemicals

    Custom synthesis organizations and fine chemical suppliers apply D-2-Bromophenylalanine as a foundational chiral building block. Its stereo-specific arrangement and reactive halogen site are integral in multistep projects requiring aromatic amino acid substructures. Customers in industrial research, advanced material development, or specialty additives specify tightly controlled purity and enantiomeric excess, which shapes production, isolation, and downstream coupling workflows. Integration standards follow project-specific confidentiality and regulatory declarations.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • ChemForward Chemical Hazard Transparency
    • GMP for advanced intermediates (where required)
    • European REACH registration for specialty substances

    Typical usage ratio

    • Supplied per batch specification; ranges from 2–50 g per mole for pilot upscaling, up to several kg lots in product-scale campaigns per project request.

    Downstream process integration

    • Input for cross-coupling reactions utilizing bromine reactivity
    • Used in chiral pool synthesis for enantioselective transformations
    • Precursor in functionalized polymer additives
    • Processed via salt formation and crystallization for advanced separation

    Final product types

    • Custom ligands for asymmetric catalysis
    • Specialty surfactants with chiral side chains
    • Functionalized aromatic building blocks for electronics
    • Research-grade chiral intermediates for fine chemical synthesis
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    Certification & Compliance
    More Introduction

    D-2-Bromophenylalanine: A Key Player in Modern Synthesis

    Hands-On Insights from a Manufacturer’s Daily Experience

    Every batch of D-2-Bromophenylalanine tells a story about attention to detail, patient chemistry, and the never-ending need for reliability in the world of custom amino acids. In our line of work as chemical manufacturers, we take the chemistry behind a molecule like D-2-Bromophenylalanine seriously because while its name sounds niche, requests for this compound have increased steadily from labs exploring peptide analogs, drug development, and materials science applications. This daily demand is not theoretical. Research groups and process chemists regularly talk shop with us about sourcing a reproducible, high-purity product that saves them days of troubleshooting downstream.

    The product lives under the model number CAS 21498-08-8, which identifies it precisely for those who know their chemicals. We make the L- and D- forms, but D-2-Bromophenylalanine stands out because D-amino acids carry unique stereochemistry—opening doors to new classes of bioactive peptides with altered metabolism profiles and fresher research outcomes compared to conventional natural enantiomers. Getting that pure D-form each time calls for practiced hands and stringent quality controls, which have become part of our DNA as manufacturers, not just purveyors of catalog items.

    What Sets Our Approach Apart

    Some products only move once in a blue moon, but for D-2-Bromophenylalanine, our reactors see routine batches. Customer requests for higher optical purity and sharper HPLC traces pushed us to optimize our synthesis route years ago. We swung away from racemization-prone steps, doubling down on chiral protection, rigorous phase control, and temperature monitoring. This disciplined approach means we do not just turn out a powder—we deliver a chiral, well-characterized amino acid, ready for peptide coupling, fragment assembly, or library construction. Regular feedback from researchers steers us—one contaminated batch might not cripple a lab, but it burns trust and affects projects racing toward publication or clinical milestones.

    Our specs keep the bar high: chemical purity beyond 98%, optical purity validated with every batch, and trace impurity analysis documented on request. We’ve learned to listen to what analytical chemists want. A simple chromatography result won’t suffice—users ask for melting points, NMR spectra, and optical rotation data to confirm the product profile. By offering this depth, we earn repeat orders from pharma development teams, contract researchers, and life science startups trying to get their next lead compound off paper and into proof-of-concept assays.

    The Practical Side of Using D-2-Bromophenylalanine

    D-2-Bromophenylalanine may sound like a specialty item, but its utility bridges organic synthesis and cutting-edge drug research. The bromo substituent at the 2-position unlocks cross-coupling chemistry unavailable to standard phenylalanine derivatives. Medicinal chemists often use it to introduce further functionality onto peptides, jumpstarting structure-activity relationship (SAR) campaigns, or equipping molecules for click reactions, palladium-mediated arylations, or Suzuki couplings. This isn’t academic trivia—it reflects real requests from bench chemists whose results, day by day, trace back to the quality of their building blocks.

    The D-configuration especially matters in the age of peptidomimetics and non-natural amino acid design. By swapping an L-amino acid for its D counterpart, peptide backbones become less susceptible to enzymatic degradation, which influences everything from in vivo stability to pharmacokinetics. When our plant receives purchase orders from labs working on protease-resistant peptidic drugs, diagnostic agents, or specialized probes, we know that the D-enantiomer is not just a side curiosity. It forms the cornerstone of these innovative molecular architectures.

    Another common use case lands squarely in the protein engineering sector. Advanced structural biology groups, enzyme engineers, and even bright undergraduate teams regularly tackle site-specific labeling of proteins. The 2-bromo group provides a strategic handle, letting users pull off selective halogen exchange or Suzuki-Miyaura connections not possible with more inert residues. Where L-amino acids might prompt undefined stereochemistry in certain reactions, the D-form ensures stereospecific incorporation and end-use activity, especially in mirror-image peptide studies. Over the years, we’ve fine-tuned our protocols to meet these evolving demands, keeping pace with what forward-thinking science requires.

    Real-World Differences from Closely Related Materials

    The world does not need more catalog copy stating that “D-2-Bromophenylalanine differs structurally from L-2-Bromophenylalanine.” The point that matters for real users is functional divergence. On the one hand, the D form gets hardwired into peptide chemistries where protease resistance or mirror-image activity are vital. On the other hand, the L-form aligns with the storehouse of natural amino acids and interacts with biology as cells expect. Requests for D-2-Bromophenylalanine often come with explicit needs—particular chiral purity, no racemization, and readiness for solid-phase synthesis workflows. Our job as manufacturers, honed by years of custom orders, is to dial in process parameters for each enantiomer, not just treat them as interchangeable boxes on a shelf.

    Compared to unsubstituted D-phenylalanine, adding the 2-bromo group changes molecular electronics and steric profile—which opens up unique downstream reactions. Bromine’s presence at the ortho position can stabilize certain transition states, making the compound valuable for cross-coupling as well as for metabolic tracing studies where halogen replacement or radiolabeling occurs. Academic groups and pharma scouts alike recognize this difference. Reflecting on customer requests over decades, every extra functional handle offers leverage for late-stage diversification, scaffold modification, or even imaging probe formation. Unsubstituted variants rarely offer this synthetic flexibility, so there is a practical, not just theoretical, difference in choosing which intermediate supports a project’s next move.

    Hurdles We See, and How Reliable Manufacturing Makes a Difference

    Challenges do not vanish once a reliable synthesis exists. Over and over, we run into market shortages, delays at upstream raw materials suppliers, and shipping hiccups—realities that affect manufacturing not as inconveniences but as day-to-day pressure points. Sourcing high-grade canned bromine or consistent chiral auxiliaries sometimes takes as much ingenuity as the actual synthesis. Our technical team routinely updates contingency protocols to keep lots rolling out without compromising on purity or documentation. Reports from customers dealing with gray-market intermediates stress the perils of trusting third parties with no production oversight—unexplained isomer ratios, traces of unknown solvents, or unrepeatable results in critical biological assays. As a manufacturer, these are reputational risks that keep us grounded and obsessed with traceability.

    Batch consistency stands at the core of what we do. Academic users hear horror stories about “last time it worked, this time everything failed.” Our clients can cross-reference batch data, confirm documentation, and draw on our open-door policy for process details. This transparency helps research teams not just finish their current project, but plan new ones, because they depend on access to the same compound, made the same way, every time. For us, keeping the specs clean is not a matter of a printed certificate, but a daily discipline—if the process falters, a project somewhere in the world grinds to a halt. That feedback loop motivates our chemists in a way that no sales-driven target ever could.

    The Details Researchers Actually Value

    Through years of direct conversation, we’ve learned that the labs using D-2-Bromophenylalanine tend to value a specific set of attributes. They want an unambiguous analytical profile—clear NMR, convincing HPLC, and strong optical rotation. Modern demand does not stop with a dry number on a data sheet. Peptide chemists appreciate fine control over counterions (switching HCl for TFA or free base forms), so we adjust work-up steps and offer custom isolation when requested. Material shipped for pre-clinical studies receives extra scrutiny, from environmental monitoring to batch-by-batch QC documentation, fostering confidence through each project phase. The professional pride in turning out a consistently reliable high-purity product far outweighs rote mechanical production; we see our role as partners in research, not mere suppliers of commodities.

    The trend toward more complex peptides and high-throughput workflows impacts how we manufacture, store, and support D-2-Bromophenylalanine. Customers running microplate screens or combinatorial libraries push for fine-powder formats, rapid solubility, and minimal batch-to-batch variance. We redesigned our packaging and labeling systems to comply with traceability requirements, using tamper-evident seals and lot-specific barcoding that fit seamlessly into automated sample tracking. This reduces the risk of mix-up in fast-paced lab environments and enables customers to pull up batch data instantly for their records or regulatory filing.

    Protecting Quality in a Shifting Regulatory Landscape

    The global regulatory climate continues to change, prompted by advanced uses for modified amino acids and increasing requirements for traceability and chemical provenance, especially in pharmaceutical and diagnostic sectors. We track our material from synthesis through to every shipment, recording lot histories, raw material sources, and QA/QC outcomes in a centralized electronic system. Researchers submitting work for publication or patent review often request this documentation, so we’ve embedded transparency as a standard, not an upcharge service. Instead of scrambling to meet audits after the fact, our facility is always “audit ready,” cutting down on disruption when the inevitable regulatory visit arrives or when documentation forms part of a tech transfer packet for scale-up partnerships.

    There is no hiding behind faceless distribution channels here—every gram, near or far, reflects months of hands-on synthesis, painstaking purification, and methodical validation. If a problem ever arises, we track it to its source; our team can pull historical production data, confirm raw material batches, and troubleshoot shoulder-to-shoulder with customer technical leads. This support forms the backbone of long-term partnerships with institutions large and small, where one-off failures are not just a cost of doing business, but a call to dig deeper and serve the next project better.

    Where Industry and Academia Overlap

    As chemical manufacturers, we sit at an unusual crossroads, receiving requests from both multinational pharmaceutical firms and graduate students racing the clock for their thesis projects. Everybody chases high-purity intermediates and reliability, but the factors driving their needs differ. Food, environmental, and diagnostic sectors push for detailed impurity reports and conformational analyses, reflecting their regulatory environments. Academic researchers demand flexibility in batch size and the ability to order quantities ranging from milligrams for screening to multi-kilo lots for preclinical or pilot manufacturing. Our ability to scale lots up or down, to entertain custom conditions, and to meet varied documentation preferences keeps us busiest with products like D-2-Bromophenylalanine, whose end-uses multiply with every new research trend.

    Conversations rarely end at the point of sale. We serve as a sounding board for synthesis planning—advising scientists on coupling strategies, isolation tactics, or long-term storage. The 2-bromo group makes reactivity highly tunable—customers swap ideas, share their functionalization successes, and even flag limitations they find at the bench. Since many rely on D-2-Bromophenylalanine for projects meant to culminate in new drug candidates, publication, or IP filings, we are accountable for every step of the journey—not just for one-off sales, but for the reputation of everyone involved. Our own track record, measured both by repeat business and by cited acknowledgments in scientific papers, reflects the close-knit relationship between our process chemistry and advances in the field.

    Building Forward: What We See Coming

    Peptide synthesis does not stand still, and neither does demand for D-2-Bromophenylalanine. New routes for stapled peptides, tighter controls on metabolic stability in therapeutic design, and growth in bioconjugate development all require unique, well-prepared building blocks. Biological research pushes for more exotic derivatives, and every leap in synthetic chemistry or functional genomics prompts new requests for scale, flexibility, or alternative formats. Since many of these innovations start with feedback from frontline researchers, we continue to embrace a culture of technical listening—ensuring that the next revision of our product, documentation, or logistics system does not lag behind what the science demands.

    We invest in upgrading analytical infrastructure so every batch, no matter the output, meets stricter specification thresholds set by evolving end-user requirements. Our team reviews chromatography, mass spectrometry, and chiral purification data for every run, ensuring no rare impurity sneaks past QA. Monitoring for new regulatory trends, we tweak our production records, environmental controls, and even waste management to remain ahead of the compliance curve while keeping our customers informed when expectations change. This proactive stance means our partners do not get blindsided by shifting rules—full transparency, full traceability, no exceptions.

    Why Commitment to Craft Remains the Difference

    Decades spent making D-2-Bromophenylalanine in all its forms has proven that real value arises from the intersection of technical mastery and unwavering predictability. Faculty, pharma, and young scientists return not just for the chemical but for the assurance that their next synthetic step, bioassay, or publication can surge forward without delays or doubts. We back up every kilogram and every milligram with process transparency, analytical rigor, and the kind of bench-level service that can only come from those who synthesize, test, and refine their product firsthand. That work ethic remains the difference between reliable manufacturing and everything else.

    As the world keeps evolving, the value of well-made specialty building blocks like D-2-Bromophenylalanine becomes clearer to new generations of researchers. We channel lessons learned from every past project, disaster narrowly averted, and experiment that changed course overnight. As new challenges appear—whether in green chemistry, global logistics, or specialized applications—our tradition of hands-on, open book manufacturing will carry the next ideas from concept all the way to curated compound, supporting science wherever the path leads.