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HS Code |
710074 |
| Product Name | Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid |
| Cas Number | 229005-53-0 |
| Molecular Formula | C26H23NO4 |
| Molecular Weight | 413.47 g/mol |
| Appearance | White to off-white solid |
| Purity | Typically ≥ 98% |
| Protecting Group | Fmoc (9-Fluorenylmethoxycarbonyl) |
| Chirality | R-configuration |
| Solubility | Soluble in DMSO, DMF, and common organic solvents |
| Storage Temperature | 2-8°C |
| Application | Used in peptide synthesis |
| Synonyms | Fmoc-(R)-ANBA, Fmoc-3Am-4(2-Nap)Bu-OH |
As an accredited Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The 1g vial of Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid arrives in a clear glass bottle with a white screw cap. |
| Shipping | Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid is shipped in a tightly sealed container under ambient temperature conditions. The package is clearly labeled as a research chemical, compliant with relevant safety and regulatory guidelines. Standard shipping methods for non-hazardous solids are used, with expedited options available upon request. |
| Storage | Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid should be stored in a tightly sealed container, protected from light and moisture, at 2–8°C (refrigerated). It should be kept in a dry, well-ventilated area away from incompatible substances, such as strong acids or bases. Always handle in accordance with standard laboratory safety procedures and use proper personal protective equipment. |
Applications of Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid in Industrial ManufacturingFmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid supports several advanced chemical manufacturing fields, especially where high-value chiral building blocks and peptide derivatives are needed. As a manufacturer, we provide this intermediate to enable the precise synthesis and downstream robustness required in regulated sectors. Below we outline key industrial application scenarios with specific compliance, process, and end-use details. 1. Peptide API Synthesis for Pharmaceutical ManufacturingThis raw material acts as an essential chiral intermediate in the stepwise assembly of sequence-specific peptides for active pharmaceutical ingredient (API) production. Contract manufacturing organizations and pharmaceutical manufacturers use it in solid-phase peptide synthesis (SPPS) processes to generate custom peptides for cardiovascular, metabolic, and oncology drug candidates. The Naphthyl moiety imparts selectivity and conformational control during the chain elongation or cyclization steps, leading to increased API purity and stable bioactivity profiles required in clinical development and GMP commercial lots. Industry compliance standards
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2. Chiral Intermediate in Specialty Chemical SynthesisThis compound is frequently specified as a chiral starting material or auxiliary in the manufacturing of enantiopure intermediates for agrochemicals and fine chemical sectors. Its rigid structure supports regio- and stereo-selective synthesis of high-value molecules. Industrial users deploy it during nucleophilic or electrophilic derivatization, enabling construction of complex scaffolds where naphthyl substitution directly impacts activity and environmental persistence of the finished product. Industry compliance standards
Typical usage ratio
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3. Research-Grade Peptide Synthesis for Biotechnology ToolsBiotech companies and academic laboratories utilize this material as a protected amino acid to construct designer peptides for receptor mapping, epitope identification, and structure-activity relationship (SAR) studies. Its aromatic naphthyl group is favored in spectroscopic and fluorescence applications. The compound’s high enantiopurity supports peptide arrays and protein-mimetic development, with batch validation adhering to research-use-only protocols but requiring detailed traceability in commercial research environments. Industry compliance standards
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4. Custom Peptide and Oligomer Contract ManufacturingChemical contract manufacturers engage this compound in long-chain, customer-specific peptide and oligomer synthesis contracts, especially for non-cGMP applications. These include veterinary products, cosmetics peptides, and industrial performance additives. The presence of the naphthyl group offers unique performance attributes such as enhanced secondary structure formation and hydrophobicity in finished synthetic polypeptides. Projects typically demand robust batch-to-batch consistency and customer-driven purity profiles, with documentation supplied per QA agreements. Industry compliance standards
Typical usage ratio
Downstream process integration
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For years, synthesizing custom amino acids that push peptide science forward has shaped our daily work. Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid—often recognized by researchers for the distinct naphthyl side group—represents a solution born from actual synthetic challenge. Chiral, sterically-expanded unnatural amino acids bring fresh structure to peptide chains. This one, specifically, combines the protecting power of Fmoc with the (R) configuration and impressive aromaticity at the side chain. We produce this compound under strict environmental monitoring, measuring optical purity batch-by-batch, with no compromises on side-product control.
The shift to unnatural amino acids transformed how research teams address selectivity in peptide design. Researchers have long faced the limits of classic amino acid sets, finding roadblocks with hydrophobic packing or aromatic stacking, especially in mimicking protein–protein interactions and crafting stable peptide motifs. Our Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid arises from direct collaboration; we listened to groups needing enhanced rigidity and increased π-π stacking, then responded with a product that anchors these traits into peptide backbones. With manual synthesis and constant analytical checks, our approach reflects the reality that error in chirality or Fmoc loading can sabotage even the best-designed sequence.
The wide 2-naphthyl group gives this amino acid a unique impact on peptide structure. Many aromatic residues struggle with stability during deprotection and subsequent steps—here, this molecule's side chain resists side reactions and maintains integrity when conventional phenylalanine derivatives might falter. The (R) configuration supports certain helices and loops, especially in right-handed systems, with the Fmoc group enabling integration into standard Fmoc solid-phase peptide synthesis (SPPS) workflows. During development, we found that careful modulation of side chain protection was vital, as naphthyl moieties suffer from oxidation—and many available commercial samples showed breakdown products under HPLC. By refining our handling processes to reduce exposure to oxidizing conditions, we deliver a much higher consistency in product, even across large batch sizes.
Adding bulkier aromatic side chains isn't just a structural experiment—it changes peptide solubility, binding affinity, and shelf stability. Over the years manufacturing specialty building blocks, we've worked with both university and biotech clients seeking to dial in protease resistance and adjust hydrophobicity without tipping the solubility balance. This derivative, with its rigid, aromatic tail, resists enzymatic cleavage better than standard hydrophobic residues. In custom orders, our partners commonly substitute this amino acid for tryptophan or phenylalanine in functional peptides, gaining increased binding selectivity and slower degradation in serum.
Solid-phase chemists know that Fmoc-based protecting groups remain the gold standard for keeping N-terminals safe during stepwise assembly. Here, we pre-load precisely, using in-process controls to validate Fmoc group identity and stability—since small variations quickly snowball into truncated, impure sequences during peptide synthesis. Avoiding impurities during the Fmoc installation remains challenging. Over years of process improvement, we've found temperature and moisture to be key risk factors. To address this, our workflow runs under inert nitrogen, with real-time analytics confirming both chemical structure and the absence of unwanted side products, including Fmoc dimers or naphthyl-oxidized fragments.
Our experience with research teams tells us that a single new unnatural amino acid can streamline development of entire therapeutic platforms. This molecule's structure supports tight aromatic interactions mimicking specific binding pockets. Teams building protein–protein interaction inhibitors come back for this exact product thanks to the pronounced naphthyl stacking, which cannot be recreated easily with naturally occurring side groups. In structure-based design projects, introducing Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid into helical regions often locks in preferred conformers, raising both yield and biological relevance.
Many newer flow and microwave-assisted synthesizers can be picky about reagent consistency. From our side, we've watched less rigorous material lead to fouling, prolongation of coupling steps, or unexpected by-products during scale-up. We manufacture this amino acid with minimal residual solvents and controlled particle size, supporting rapid dissolution and efficient resin loading in SPPS. Researchers mention that consistency from batch to batch saves countless troubleshooting hours—a benefit echoed across synthetic labs where time truly equals expense.
We catalog our Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid under its recognized molecular identifiers, but experience tells us that specifications go beyond paperwork. Researchers and quality control teams ask about chiral purity and the physical characteristics that influence synthesis—so we standardize our batches at over 98% area purity by HPLC, with specific rotation documented for every lot. Moisture content frequently frustrates synthetic success, so every shipment leaves below 1% water content, tightly sealed under inert gas. No matter the scale, QA checks focus on Fmoc loading, side chain integrity by NMR, and mass spectrometry confirmation.
We have invested heavily in on-site analytical development, allowing us to troubleshoot and refine early, rather than leaving our customers to manage surprises down the line. Typical molecular weight matches the calculated value with single-digit ppm error margins by high-resolution mass spectrometry. Enantiomeric excess (ee) frequently exceeds 99%. The colorimetric tests confirm Fmoc presence, and side chain stability is confirmed even after stress testing under standard deprotection and coupling conditions.
Many of our closest collaborations began with complaints about the inconsistent quality of other suppliers’ specialty amino acids. Years ago, we learned from a frustrated peptide chemist that routine issues—minor shoulder peaks under HPLC, unusual coupling rates, prematurely cleaved Fmoc—cause disproportionate setbacks. Each time, process adjustments here led to stronger reproducibility for the actual users. Today, we support frequent feedback, inviting researchers to share purification profiles, handling quirks, and suggestions. Where we see differences in acid solubility or resin compatibility, we address them before the product ever leaves our facility, keeping open channels with both academic and biotech clients.
On repeated custom runs, peptide researchers come to value direct, technical conversations with manufacturers. We know the difference between a theoretical purity and an operationally pure reagent—so we encourage dialogue about upcoming projects, scale requirements, analytical hurdles, or protocol modifications. If a client shares chromatographic issues with previous shipments, we adjust our own purification process, check with multiple detection modes, and even send new samples without hesitation. Batch reservation for ongoing projects helps avoid surprises in multi-month or multi-year research.
Many labs start with standard hydrophobic or aromatic residues like phenylalanine, tyrosine, or tryptophan. What sets Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid apart isn't just the naphthyl tail—it's how that group changes the conformation and stability of the resulting peptides. Unlike side chains in common amino acids, the 2-naphthyl group introduces additional steric hindrance and aromatic character, promoting unusual stacking or packing in final products.
Compared with (S)-configured analogues, the (R) configuration unlocks specific conformational effects. Those studying right-handed helical scaffolds or mimetic peptide drugs find this especially helpful, as chirality controls more than just fit; it can influence selectivity in binding, protease recognition, and degradation pathways. The Fmoc group itself avoids excessive side reactions that often pop up with less stable protections, especially in higher-temperature microwave synthesis.
Other custom manufacturers may mix batches from different lots or compromise on packaging, exposing the product to moisture and degradation. We package our Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid fresh, under inert conditions, shipped with full certificates documenting the actual analytical results for your shipment. By doing this, we’ve repeatedly seen longer storage life and more predictable performance upon first use.
We understand that synthetic chemistry does not offer the luxury of repeating failed runs with expensive, hard-to-source monomers. Our production protocols reflect years spent troubleshooting; we buffer pH precisely during Fmoc installation, prevent photo-induced breakdown of the naphthyl ring, and enforce batch traceability at every step. Each operator reviews process records daily, and training revolves around the idea that small mistakes balloon into wasted resources at the research bench.
Customers regularly cite not just product quality, but also the clear, jargon-free documentation that comes with every order—a product of countless conversations with chemists tired of vague datasheets. Certificates track batch numbers, loading ratios, and actual purity results, so any anomaly appears long before a bottle makes it to a synthesis bench.
Large-scale production presents unique challenges in maintaining side chain integrity, especially when moving from gram to kilogram levels. Our scale-up operations use dedicated equipment, cleaning protocols, and statistical controls to ensure uniformity, as team members compare final product not just against the specification sheet, but against hands-on LC-MS and NMR readouts from the lab.
Today’s research landscape grows increasingly sophisticated, and the next generation of peptide-based tools demands ever-rising control over sequence design, function, and stability. In practical terms, introducing Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid empowers scientists to experiment with function beyond what canonical residues allow. As project timelines tighten and funding cycles compress, every batch’s reliability matters.
Our own operators receive hands-on training with actual peptide synthesis protocols, learning how missed details in amino acid manufacture cascade into time-consuming post-synthetic cleanup and lost yields. This experience informs protocol revision and quality control within our own walls, ensuring that the material you receive performs consistently from vial to vial.
We see requests for this compound grow as biotechnology teams explore new biologics, antibody mimetics, and sensors, all needing side chains with special aromatic interactions. Feedback from global research teams helps drive continual process improvement, fostering a culture of transparency and responsiveness on our production floor.
From a manufacturer’s viewpoint, this compound remains a guarantee for those uneasy about introducing costly specialty reagents mid-project. We craft every batch to address real risks: low-level side products invisible on quick QC screens, sub-optimal Fmoc protection, or small deviations in water content. Regular conversations with buyers confirm that full transparency and reliable delivery outshine fluffy data sheets or buzzword-heavy promises. Our staff tracks every stage of production—honest process records, tangible documentation, and open phone lines for technical questions.
For groups moving from milligram to multi-gram synthesis, we encourage early conversations about custom packaging, delivery intervals, and long-term storage advice, so that scale-up goes as smoothly on the benchtop as in our reactors. The larger peptide customization market brings new challenges each year, yet it remains clear that operations built on technician foresight and direct communication outperform those who chase only the next hot trend.
Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid is more than a catalog number for us; it sits at the intersection of chemistry, manufacturing, and practical necessity. Continued improvement comes from both internal process reviews and the collective insights of researchers whose experiments depend on unimpeachable supply. We keep learning that quality, consistency, and direct support enable discovery. Our promise to those pushing boundaries in peptide science remains straightforward: we supply the compounds on which success depends, crafted with the same care and attention that science itself demands.