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HS Code |
114547 |
| Product Name | Boc-Bpa-OH |
| Iupac Name | tert-butyl (4-biphenyl)methylcarbamate |
| Molecular Formula | C20H21NO3 |
| Molecular Weight | 323.39 g/mol |
| Cas Number | 104656-90-6 |
| Appearance | White to off-white solid |
| Purity | Typically ≥98% |
| Solubility | Soluble in DMSO, DMF; sparingly soluble in water |
| Melting Point | 114-117°C |
| Storage Temperature | 2-8°C |
| Protecting Group | Boc (tert-butyloxycarbonyl) |
| Functional Group | Carboxylic Acid |
| Smiles | CC(C)(C)OC(=O)NC1=CC=C(C=C1)C2=CC=CC=C2 |
| Application | Peptide synthesis |
| Synonyms | N-Boc-4-biphenylalanine |
As an accredited Boc-Bpa-OH factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | Boc-Bpa-OH is packaged in a 1-gram amber glass vial, sealed with a screw cap, and labeled with product details. |
| Shipping | Boc-Bpa-OH is shipped in a tightly sealed container, protected from moisture and direct sunlight. It is packaged with appropriate labeling and documentation according to chemical safety guidelines. Standard shipping is via courier, with temperature control if required, ensuring safe delivery for laboratory use. Handle upon receipt using proper personal protective equipment (PPE). |
| Storage | Boc-Bpa-OH should be stored in a cool, dry, and well-ventilated area, away from direct sunlight and moisture. Keep the container tightly sealed to prevent hydrolysis and contamination. Store at room temperature or as specified on the product label, typically between 2-8°C. Ensure storage away from incompatible substances such as strong acids or bases. Use appropriate personal protective equipment when handling. |
Applications of Boc-Bpa-OH in Industrial ManufacturingBoc-Bpa-OH serves as a critical protected amino acid intermediate for multiple advanced manufacturing sectors. As the direct manufacturer, we support global customers in deploying this material across high-value applications with stringent quality and regulatory demands. 1. Peptide Active Pharmaceutical Ingredient (API) SynthesisPharmaceutical companies use Boc-Bpa-OH during the solid-phase peptide synthesis (SPPS) of drug candidates and APIs, especially in segments involving non-natural amino acid sequences. Its robust Boc protection supports the precise assembly of linear and cyclic peptides while minimizing racemization and side reactions. In regulated drug substance manufacturing, it aids in incorporating the biphenylalanine motif in analogues where metabolic stability or target selectivity requires this building block. Manufacturers adjust Boc-Bpa-OH charge amounts based on scale, peptide sequence complexity, and process yield optima, executing batch or continuous SPPS under validated GMP protocols for regulatory filing batches and commercial production. Industry compliance standards
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2. Custom Peptide Synthesis for Research and DiagnosticsCROs and life science tool providers employ Boc-Bpa-OH as a specialty amino acid in assembling custom peptides for laboratory-scale research, proteomics, and diagnostic reagent development, where incorporation of biphenylalanine allows for site-specific probe labeling or epitope presentation. The Boc protection enhances solubility and coupling, especially in SPPS using Fmoc/Boc mixed strategies or positional scanning combinatorial libraries. Our large-scale production supports bulk custom synthesis operations demanding high lot consistency, traceable purity, and reliable supply. Industry compliance standards
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3. Oligopeptide Cosmetic Ingredient PreparationCosmetic ingredient producers formulate oligopeptides containing biphenylalanine for use in skin care actives with specialized penetration or stability profiles. Boc-Bpa-OH allows high-purity, site-specific introduction of the biphenylalanine amino acid, consistent with EU and US cosmetic regulations for safety and traceability. Downstream integration often incorporates solution-phase or solid-phase routes, with subsequent deprotection steps to yield clean cosmetic peptides for emulsions, gels, or creams. High lot uniformity is essential to control bioactive performance and meet regulatory registration needs for new ingredient filings. Industry compliance standards
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4. Peptidomimetic and Macrocycle Development in Chemical BiologySpecialty chemical and biotechnology R&D centers use Boc-Bpa-OH in making novel peptidomimetics and macrocycles to probe protein targets, modulate protein-protein interactions, or develop new molecular scaffolds with enhanced metabolic stability. Due to the biphenyl functionality, Bpa insertion provides steric bulk and π–π interaction potential, critical in macrocycle ring closure or side-chain cyclization strategies for enhanced biological activity. The Boc group ensures temporary protection until the desired structure is assembled. Our traceable analytical profile and batch reproducibility support method development and scale-up for patentable new chemical entities. Industry compliance standards
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5. Analytical Standard and Reference Material ManufacturingProducers of certified reference materials (CRMs) rely on Boc-protected amino acids such as Bpa for developing analytical standards for peptide quantitation, calibration, and method validation in pharmaceutical and food laboratories. Boc-Bpa-OH meets the purity, isotopic characterization, and documentation needs for CRM production, entering as a qualified starting material and processed under ISO/IEC 17025 guidelines. It is crucial for preparing sequence-verified reference peptides or as part of mass spectrometry internal standards where biphenylalanine content is critical for specificity. Industry compliance standards
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6. Development of Peptide-Based Enzyme InhibitorsBiotech and pharma research groups synthesize non-natural peptide-based enzyme inhibitors using biphenylalanine for target selectivity. Boc-protection at the Bpa residue improves stepwise coupling efficiency and allows selective deprotection for structural motif introduction. Synthesis batches require high-purity material and full impurity profiling to satisfy enzyme inhibition study protocols and support patentable discovery projects. Industry compliance standards
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We have worked with hundreds of derivatives and protected amino acids in our labs over the past two decades. Among these, Boc-Bpa-OH stands as a fine example of a laboratory mainstay translating into success for peptide synthesis and custom R&D. Our chemists see daily that this compound’s structure—a para-benzoylphenylalanine backbone protected at the amino group by a tert-butyloxycarbonyl (Boc)—makes it a reliable building block for introducing photoreactive probes into peptides and proteins. Researchers come to us asking for Boc-Bpa-OH in high purity because they know impurities at the protection site or the aromatic ring throw off photo-crosslinking experiments.
We have chosen to focus on this molecule, not from marketing strategy, but from years of requests from academic and industrial groups. Regular inquiries and custom orders have forced us to refine our process and upgrade our purification steps. We observed that simple recrystallization falls short when researchers require material free of trifluoroacetic acid traces or urea byproducts. Our technical team uses repeated silica gel chromatography and HPLC to ensure the final product supports advanced applications, especially in crosslinking studies needing uncompromised photoactivity. This is rarely the case for bulk-source or catalogue suppliers who may prioritize yield over consistency.
Each batch goes through our standard workflow. We keep the moisture risk low with desiccators and nitrogen-packed bottles, because the Boc group hydrolyzes with atmospheric humidity over time—a lesson learned the hard way during one wet season. UV purity sits above 98 percent at 254 nm, and mass spectrometry runs match the theoretical m/z for Boc-Bpa-OH within less than 0.5 units each time. TLC checks are routine before shipping and reveal a single spot under both UV and iodine vapor. We ship only in amber glass, never plastic, since prolonged storage in non-inert packaging led to softening and color changes more than once in our lab archives.
During scale-up synthesis, we realized batch-to-batch color can hint at subtle issues. Colourless or faintly yellow crystalline solid means clean material; yellow-green hints at oxidized byproducts or retained catalyst. We redesigned the workup to include extra washes and filtration which add a few hours to production but benefit each user down the line. Some colleagues in the field sometimes accept minor discolorations, but experience shows side reactions creep in faster under light or heat, affecting sensitive peptide couplings.
Scientists building sophisticated peptides prefer Boc protection strategies, especially where orthogonal deprotection is critical. Compared to Fmoc-protected analogs, Boc-Bpa-OH gives options for acid-labile removal without base-induced degradation. Molecular biology teams often rely on this feature when assembling sequences incompatible with piperidine or strong bases required by Fmoc strategies. Our own R&D teams frequently use Boc-Bpa-OH for UV-crosslinkable probe development, where photoaffinity labeling brings out this molecule’s real value.
Photoreactivity comes from the benzophenone side chain, allowing covalent attachment to interacting proteins or biomolecules under UV exposure. This ability to “freeze” biological interactions proves crucial for mapping protein-ligand interfaces or capturing transient complexes. Unlike standard phenylalanine derivatives, Bpa introduces a handle researchers can detect, crosslink, and analyze at low concentrations. Our technical support regularly discusses with customers how even a slight impurity at the benzoyl position hampers their mass-spectrometry readouts or makes crosslinked bands hard to interpret.
We often compare Boc-Bpa-OH to Fmoc-Bpa and unprotected Bpa. Where Fmoc-Bpa shines in base-stable sequences, ours remains the choice for acid-labile chains or orthogonal protection schemes. Colleagues sometimes struggle with premature deprotection if the Boc version isn’t pure; lower-grade products may easily lose the tert-butyl group under mild acid, which we have minimized by controlling moisture and optimizing recrystallization.
Our material differs in batch reproducibility. Small differences in water residue, color, or byproduct profile cause headaches in downstream peptide synthesis. Many commercial sources deliver inconsistent material, which becomes clear once users run HPLC or purity checks in their own lab. Year after year we hear about abandoned peptide projects because an outside batch of Boc-Bpa-OH introduced unidentified peaks, while our process leaves no room for short-cuts.
Technical teams in pharmaceutical R&D sometimes rely on bulk suppliers. These larger sellers target cost and tonnage, but researchers quickly notice the side effects in peptide chain extension and lower yields. Our process sacrifices some throughput to maintain tighter specification control, reflected in finished peptide purity and reduced need for troubleshooting during coupling reactions. For users working on small-scale, critical, or custom sequences, our batch-to-batch documentation becomes essential—the result of a decade of customer feedback.
Many of our clients use Boc-Bpa-OH in complex photo-crosslinking studies. Biochemists at leading universities contact us for material when exploring protein-protein interfaces, calling attention to the benefit of introducing an aromatic group that responds predictably to 350 nm UV. Our own research division used Boc-Bpa-OH in kinetic studies to catch antigen-antibody complexes, something that was out of reach with older crosslinkers. Technicians appreciate not only purity, but also the ability to re-dissolve the compound repeatedly without visible residue or polymerization—a testament to the way we remove low-level solvents and side products.
In peptide synthesis, chain extension using standard Bpa or aromatic analogs often encounters stalling or incomplete coupling. Boc-Bpa-OH, purified to our standards, supports high-yield stepwise assembly, preventing side reactions at the carboxyl end. Peptide chemists have told us NMR and MS analyses come out cleaner when using our batch than with cheaper substitutes. This translates to less time troubleshooting side products in pharmaceutical R&D and grants researchers confidence when scaling up from milligrams to grams.
Industry clients focused on medicinal chemistry draw a direct line from our Boc-Bpa-OH quality to successful lead optimization. Photolabeling experiments in drug candidate evaluation show clear differences when using premium material, often reducing the need for repeat experiments. Literature from leading peptide journals references issues with low-grade Boc-Bpa-OH leading to ambiguous results—results that can take weeks and thousands of dollars to repeat. Our long-term partners report fewer process interruptions and better analytic clarity after switching to our batches.
Production of Boc-Bpa-OH reveals real-world challenges you only notice after dozens of campaigns. The Boc group reacts more sensitively to trace acids than most expect. Every run we monitor acid scavengers and double-check reaction pH, because stray acid from glassware or reagents causes premature deprotection. Stirring temperature, solvent order, and purification timing each change outcome. Our senior technicians learned that pre-heating solvents, carefully adjusting addition rates, and inspecting for haze or color shift makes a tangible difference before scaling up.
One persistent issue is the tendency for photoreactive side chains to react with trace oxygen—leading to subtle oxidative side products that evade routine analysis. Our process includes nitrogen sparging and vacuum-drying cycles to forestall this. Years ago, we found a repeated lot failed final stability because we skipped these steps for a rush order; since then, every batch spends extra time under inert gas. This approach does not come from textbooks, but from hands-on troubleshooting the type many academic protocols ignore.
Chemists provide direct and unfiltered views of our product’s strengths and limits. Many relay that Boc-Bpa-OH performs well in microwave-assisted synthesis, resisting decomposition under conditions that challenge unprotected analogs. One research group pointed out improved performance in photo-crosslinking assays, noting lower background bands and easier mass spec analytics with our material over other brands. Collating this feedback, our quality team runs control experiments mimicking those end users described, ensuring we replicate their favorable outcomes.
Peptide facilities repeatedly return to our batches because they discover smaller suppliers sometimes fall short on documentation and analytical transparency. Our analytical sheets present both HPLC and MS overlays, so clients do not need to guess at hidden contaminants. For custom-modified analogs—like those carrying heavy isotope labels or secondary orthogonal protection—consistent parent product quality remains a baseline need. We often help academic groups publish cleaner supplementary mass spectra by adhering to this mindset.
After extensive feedback and process review, we overhauled our water removal step and cleaned our glassware with extra acid/base rinses. Environmental humidity created hydrolysis in some summer batches, so we invested in better air conditioning and dehumidifying controls. Measures like extra nitrogen flushes, dry chain-of-custody logistics, and rapid analysis turnaround matter far more than production speed in this context. An unwavering focus on documentation—batch sheets, analytical printouts, and photo-records—emerged from requests by pharmaceutical partners demanding traceability back to individual starting materials.
Supply chain issues taught us the hidden costs of unreliable starting reagents. Once, a single contaminated shipment of Boc anhydride cost us an entire month’s work of troubleshooting and customer dissatisfaction. We now audit upstream vendors and QC every bottle, discarding anything not matching our internal benchmarks. While this extra scrutiny increases costs modestly, it cuts surprises downstream and lets our finished product maintain the reputation we have built over years. R&D teams understand quickly when a supplier cuts corners—the only remedy is transparency and a relentless focus on batch reproducibility.
Boc-Bpa-OH continues to prove itself indispensable for peptide synthesis and crosslinking research. We see room for improvement in further reducing environmental sensitivity, possibly by exploring new packaging or stabilizing agents. Analytical technology evolution—like higher-resolution HPLC and MALDI-MS—will demand even cleaner product, pushing us to refine our purification steps still further. Our mindset comes from working alongside synthetic and analytical chemists, not from the patterns of commodity sellers.
Researchers ask more now about sustainability. We investigate greener solvents and scalable purification techniques that match the quality benchmarks set by our current product. While regulatory changes in chemical manufacturing and handling keep us vigilant, core principles drive us: predictability, purity, and documentation.
Some of our long-term collaborators have started using Boc-Bpa-OH in cell culture and live cell photo-crosslinking work, areas that demand greater control over sterility and byproduct profile. We transfer learnings from those experiences—sterile filtration, endotoxin monitoring—back into our standard manufacturing protocol, so every batch remains future-proof.
Boc-Bpa-OH represents not just another entry in a catalogue, but a product shaped by thousands of technical conversations, careful process tweaking, and confronting the realities of scale-up chemistry. The users who place trust in our batches do so because they recognize the detail and long-term focus embedded into each shipment. We remain approachable and open to technical queries, believing that continuing improvement grows only from dialogue with those actively pushing research boundaries.
As both a manufacturer and a partner to science, we place quality, transparency, and service ahead of speed or quantity. Researchers rely on these standards—not appealing slogans—to advance their discoveries. The next phase of peptide and protein research will require even smarter, cleaner, more dependable materials, and our experience with Boc-Bpa-OH gives us a front row view on what precise, careful manufacturing can deliver. Our experience underscores the ongoing need to champion reliability, communication, and innovation in every batch we make.