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Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid

    • Product Name Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid
    • Alias Fmoc-3-(2-Naphthyl)-D-a-aminobutyric acid
    • Einecs 689299-75-6
    • 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

    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 & Storage
    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.
    Application of Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid

    Applications of Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid in Industrial Manufacturing

    Fmoc-(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 Manufacturing

    This 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

    • ICH Q7 for GMP Active Pharmaceutical Ingredients
    • 21 CFR Part 210/211 (cGMP for finished pharmaceuticals)
    • USP-NF guidelines for synthetic peptide APIs
    • EMEA Guidelines on Synthetic Peptides

    Typical usage ratio

    • 1–3 molar equivalents per coupling step; adjusted based on chain length, resin loading capacity, and target purity requirements
    • Optimization guided by analytical HPLC and mass spectrometry during route development

    Downstream process integration

    • Fmoc-protected amino acid introduced during automated SPPS cycle
    • Integrates at the coupling phase using HBTU/HATU coupling agents
    • Deprotection using 20% piperidine in DMF before subsequent elongation steps
    • Crude peptide purified by preparative HPLC, then lyophilization

    Final product types

    • GMP-compliant peptide APIs for human pharmaceuticals
    • Synthetic peptide fragments for preclinical and clinical research
    • Custom peptides for immunotherapy and diagnostic kits
    • Reference standards for regulatory filings

    2. Chiral Intermediate in Specialty Chemical Synthesis

    This 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

    • ISO 9001:2015 Quality Management Systems for specialty chemicals
    • REACH Regulation (EC) No 1907/2006 for chemical safety
    • OECD Guidelines for Testing of Chemicals
    • Process validation per internal and external audit requirements

    Typical usage ratio

    • 5–15% w/w relative to total batch mass; varies by molecular target and route
    • Stoichiometry refined for yield, enantiomeric excess, and downstream reactivity

    Downstream process integration

    • Incorporated during the intermediate synthesis or kinetic resolution stage
    • Often used in amidation or reductive amination with catalytic hydrogenation conditions
    • Naphthyl side chain designed to remain intact through final coupling or ring-closing steps
    • Final product isolated by solvent extraction and chromatographic purification

    Final product types

    • Chiral intermediates for crop protection actives (e.g., selective herbicides)
    • Building blocks for liquid crystal materials and optically active polymers
    • Monomers for pharmaceutical excipients with controlled stereochemistry
    • Fine chemicals used in electronics and advanced materials testing

    3. Research-Grade Peptide Synthesis for Biotechnology Tools

    Biotech 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

    • ISO 13485:2016 for in vitro diagnostic raw materials (where applicable)
    • ISO 9001:2015 for laboratory reagents and synthesis
    • US NIH and EU Horizon research grant quality guidelines
    • Material traceability and supplier qualification documentation

    Typical usage ratio

    • 0.5–2 equivalents in solution or on-resin synthesis, tailored to sequence complexity
    • Ratios adjusted during parallel synthesis or iterative optimization campaigns

    Downstream process integration

    • Fmoc-amino acid loaded directly onto resin for automated peptide synthesizers
    • Coupling monitored using ninhydrin or HPLC-based release tests
    • Final peptides cleaved and purified using spin columns or preparative chromatography
    • Secondary labeling or conjugation possible post-cleavage for bioassays

    Final product types

    • Peptide libraries for drug-discovery screening platforms
    • Labeled peptides for cell imaging and receptor-ligand studies
    • Synthetic antigens for antibody production
    • Epitope mapping reagents for biopharma and academic use

    4. Custom Peptide and Oligomer Contract Manufacturing

    Chemical 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

    • ISO 9001:2015 Quality Management for chemical contract manufacturing
    • Customer-specific quality assurance specifications (non-GMP)
    • Supply chain traceability and lot certification as per contractual terms
    • Cosmetic Regulation (EC) No 1223/2009 for cosmetic peptides (when relevant)

    Typical usage ratio

    • 1–5% by total residue count in batch peptide synthesis
    • Formulation varies with desired secondary/tertiary structure and solubility profile

    Downstream process integration

    • Fmoc-protected amino acid enters at predetermined sequence positions during linear or branched peptide synthesis
    • Amide bond formation under controlled activation and monitoring to preserve stereochemistry
    • Peptide chain assembled stepwise, followed by selective Fmoc deprotection and cleavage from resin
    • Bulk peptide processed via lyophilization, filtration, or granulation as per end-use requirements

    Final product types

    • Industrial-grade peptide oligomers for custom performance additives
    • Peptide-based components in veterinary formulations
    • Specialty peptides for cosmetic active blends
    • Conjugatable polypeptide scaffolds for biomaterials research
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    Certification & Compliance
    More Introduction

    Introducing Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid: A Perspective from the Manufacturer

    Championing Precision in Peptide Chemistry

    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.

    Understanding the Compound’s Place in Research

    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.

    What Sets This Amino Acid Apart

    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.

    Tuning Peptide Properties Through Structure

    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.

    Supporting Drug Discovery and Protein Simulation

    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.

    Model Details and Specifications: More Than Just a CAS Number

    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.

    Working Shoulder-to-Shoulder with the Lab

    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.

    Differentiating from Other Building Blocks

    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.

    Practical Solutions from Decades on the Line

    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.

    Meeting the Demands of the Modern Peptide Chemist

    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.

    Using Fmoc-(R)-3-Amino-4-(2-Naphthyl)-Butyric Acid with Confidence

    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.