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Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid

    • Product Name Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid
    • Alias Fmoc-3-Anb-OH
    • Einecs 901997-98-6
    • 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
    VTB
    Specifications

    HS Code

    865152

    Product Name Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid
    Synonyms Fmoc-ANB, Fmoc-(S)-Anb-OH
    Molecular Formula C24H21NO4
    Molecular Weight 387.43 g/mol
    Cas Number 125335-01-3
    Purity ≥98% (HPLC)
    Appearance White to off-white powder
    Optical Activity [α]20/D +18° (c=1, DMF)
    Storage Temperature 2-8°C (refrigerated)
    Solubility DMSO, DMF, slightly soluble in methanol
    Protecting Group Fmoc (Fluorenylmethyloxycarbonyl)
    Configuration S (L-configuration)
    Application Peptide synthesis
    Melting Point 178-183°C
    Chemical Class Unnatural amino acid

    As an accredited Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing White, screw-capped glass vial containing 1 gram of Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid, labeled with product details and safety information.
    Shipping The chemical Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid is shipped in secure, airtight containers, protected from light and moisture. It is typically dispatched at ambient temperature, unless otherwise required, following all relevant chemical handling regulations. Proper documentation and labeling are ensured for safe and compliant transport.
    Storage Store **Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid** in a cool, dry, well-ventilated area away from light and moisture. Keep the container tightly closed and store at 2–8°C (refrigerated). Avoid exposure to strong oxidizing agents. Proper labeling and secure storage are recommended to prevent contamination and degradation. Use appropriate personal protective equipment when handling.
    Application of Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid

    Applications of Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid in Industrial Manufacturing

    Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid supports advanced peptide and pharmaceutical syntheses through its compatibility with diverse solid-phase protocols, targeted chiral building strategies, and compliance with strict quality standards. As a direct manufacturer, we enable demanding industry customers to realize precision molecule construction, innovative research, and regulated production at scale.

    1. Solid-Phase Peptide Synthesis (SPPS) for Pharmaceutical Research

    In drug discovery and development, leading pharmaceutical companies use this molecule to introduce a bulky, aromatic side chain at a pre-defined position within research peptides. As a protected amino acid, it serves as a chiral monomer on automated peptide synthesizers equipped with Fmoc-based protocols. End-use includes optimization of peptide sequence performance and investigation of structure-activity relationships. The raw material supports custom library synthesis and biologically active peptide lead candidates.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • USP <467> Residual Solvents
    • Ph. Eur. monographs for synthetic peptide substances
    • OECD Guidelines for the Testing of Chemicals (peptide purity)

    Typical usage ratio

    • Loaded at 0.1–0.3 mmol/g resin; typically one residue per target peptide, adjusted based on sequence complexity and resin loading strategy

    Downstream process integration

    • Incorporated during Fmoc deprotection and coupling cycles on the resin bed in automated or manual SPPS workflows
    • Follows sequence elongation, then global deprotection and cleavage to liberate the crude peptide
    • Subjected to preparative HPLC purification and mass spectrometry QC

    Final product types

    • Peptide API intermediate samples
    • Candidate drug substances for pre-clinical studies
    • Therapeutic peptide library vials
    • Reference peptides for bioanalytical standards

    2. Functional Peptide Design for Life Science Reagents

    Contract research organizations and diagnostics manufacturers select this amino acid to build custom peptides with defined hydrophobic or fluorescent-modified binding domains. The naphthyl group enhances peptide-protein and peptide-membrane interactions in assay development. The protected amino acid integrates directly into synthetic methods for labeled and affinity-tag fragment libraries, supporting application in imaging, therapeutic target validation, and diagnostic panel assembly.

    Industry compliance standards

    • ISO 13485: Quality Management Systems for Medical Devices
    • REACH Regulation (EC) No 1907/2006 for chemical hazards
    • EN 15224: Healthcare Quality Management
    • Lot-specific Certificate of Analysis for purity and identity

    Typical usage ratio

    • 0.05–0.2 mmol per 5–25 μmol peptide synthesis scale; adjusted for label types and sequence length

    Downstream process integration

    • Engaged at specific position in the peptide sequence during solid-phase synthesis
    • Post-synthesis modification with fluorescent or biotin labels
    • Purification by RP-HPLC and freeze-drying for stability

    Final product types

    • Synthetic peptide probes for ELISA, western blot, or flow cytometry
    • Labeled peptides for imaging reagent kits
    • Affinity-tagged peptides for pulldown assays
    • Peptide antigens for antibody generation

    3. Chiral Building Block for Small Molecule Drug Candidates

    Medicinal chemistry groups employ this molecule as a non-natural amino acid building block for custom lead scaffolds and peptide-mimetic compounds. The bulky naphthyl moiety provides unique physicochemical characteristics, critical for modulating oral availability and metabolic stability of new chemical entities (NCEs). Synthetic chemists use it in fragment coupling and bioisostere replacement projects aimed at intellectual property expansion and late-stage lead optimization.

    Industry compliance standards

    • Good Laboratory Practice (GLP) for compound synthesis
    • FDA 21 CFR Part 211 (cGMP) for pharmaceutical intermediates
    • OECD Test Guideline 417—Metabolism In Vitro
    • Certificates of Analysis with full NMR and HPLC traceability

    Typical usage ratio

    • 5–30% molar equivalent in coupling reactions; varies with backbone design and synthetic route

    Downstream process integration

    • Introduced as a key monomer or sidechain handle in linear or cyclic peptide-mimetic synthesis
    • Coupling performed in solution phase or on support, followed by deprotection and derivatization
    • Purification with silica gel chromatography, crystallization, or preparative UPLC

    Final product types

    • New chemical entity (NCE) lead series
    • Patent-submitted intermediate fragments
    • Bioactive non-natural peptides
    • Specialty chemical screening libraries

    4. Peptide-Based Active Ingredients for Cosmetic and Personal Care Formulations

    Active ingredient suppliers integrate this specialty amino acid into cosmetic peptide synthesis to enhance functional group diversity. Its use is prevalent in anti-aging, skin-brightening, and targeted delivery peptides where aromatic modification offers penetration and stability benefits. Manufacturing follows strict cosmetic quality assurance and batch traceability requirements, serving global personal care brands in finished formula development and regulatory registration.

    Industry compliance standards

    • ISO 22716: Good Manufacturing Practices for Cosmetics
    • EU Cosmetics Regulation (EC) No 1223/2009
    • Cosmetic Ingredient Review (CIR) safety data
    • Allergen traceability for global dossiers

    Typical usage ratio

    • Present at 0.01–1% in cosmetic peptide concentrate; adjusted based on final formulation and efficacy studies

    Downstream process integration

    • Inserted at specific chain positions during automated or manual peptide production for cosmetic-grade actives
    • Isolated as purified peptide, then concentrated and filtered for inclusion in base formulas
    • Subjected to stability testing under ICH Q1A guidelines

    Final product types

    • Serum actives with enhanced dermal absorption profiles
    • Peptide ingredient solutions for anti-aging creams
    • Peptide-enriched eye cream and spot treatment formulas
    • Cosmetic peptide raw material vials for contract filling

    5. Advanced Materials for Bioengineering and Surface Functionalization

    In bioengineering, surface coating and biomaterials companies use this amino acid to produce peptides that functionalize medical device materials or cell culture substrates. The naphthyl-modified moiety provides targeted hydrophobicity, facilitating controlled cell attachment and protein binding on polymers, hydrogels, and microcarriers. Large-volume integrators rely on this raw material for consistent matrix production and surface chemistry innovation.

    Industry compliance standards

    • ISO 10993-1 Biological Evaluation for Medical Devices
    • USP <788> Particulate Matter in Injections (for coatings on parenteral devices)
    • RoHS 2011/65/EU Restriction of Hazardous Substances
    • Lot-to-lot material traceability for quality audits

    Typical usage ratio

    • Used at 0.05–0.3 mmol per gram matrix polymer; dose adjusted by surface activity analysis

    Downstream process integration

    • Employed during peptide-polymer coupling or as a component in in situ surface grafting reactions
    • Peptide incorporation checked by surface zeta potential or fluorescence techniques
    • Finished substrates subjected to in vitro cell attachment or hemocompatibility testing

    Final product types

    • Biofunctionalized tissue culture plates
    • Cell-adhesive hydrogels for regenerative medicine
    • Modified medical device surfaces for implant integration
    • Custom synthetic biomatrix scaffolds
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    Certification & Compliance
    More Introduction

    Spotlight on Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid: Real-World Advantages from a Manufacturer’s Bench

    Understanding the Product Inside Out

    Every day in our lab, delivering Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid isn’t just a batch record or a purity number; it’s a line drawn in an ongoing story of innovation in small peptide synthesis. As a manufacturer, each project has vouched for the importance of reliable, enantiomerically pure unnatural amino acids. Chemists working on challenging side-chain designs or tight property controls often come to us looking for a material that does more than meet a catalog spec — they ask for real traceability, confidence in stereochemistry, and the distinct handling profile our in-house chemistry yields.

    Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid goes by various shorthands in the literature, most often appearing under its core structure or as a tool in engineered sequence motifs. Manufactured in our facility, it ties together targeted stereocontrol, batch-to-batch reliability, and a hands-on approach from raw material qualification to downstream handling. Our teams don’t look at purity as an abstract metric. The impact of even minor enantiomeric lapses or issues with the naphthyl group’s position isn’t theory for us. We’ve watched how those details influence resin loading, peptide chain elongation kinetics, and downstream purification outcomes.

    The S-stereochemistry forms the heart of this molecule’s application, granting it the chiral fidelity needed in asymmetric synthesis and peptide design. As manufacturers, we spend substantial time with chiral HPLC, NMR, and mass spectrometry, not just for finished goods verification but also for root-cause feedback when customers share yield or selectivity issues. The solid-phase compatible Fmoc protection speaks to the realities of automated synthesizer protocols, where predictable deprotection timing can set the tone for the rest of the assembly. We see how elegance in the side chain — the 1-naphthyl addition — grants unique aromatic interactions within peptides, opening up fresh design space that’s rapidly catching fire in discovery programs.

    The Manufacturing Perspective: Challenges and Solutions

    Working with specialty amino acids like this one means constant vigilance throughout each step. Stereochemical purity starts upstream, so our facility sources amino acids and key intermediates directly, never relying on blended or poorly-documented stocks. With each batch, we control cryogenic and anhydrous conditions carefully, especially during introduction of the 1-naphthyl group. Typical pitfalls in similar products—side-chain racemization, unwanted isomerization, or Fmoc-loss during isolation—demand strict protocols and regular method validation. Our staff will spend days stabilizing process windows at scale, with process analytics dialed to catch trace impurities before they threaten a run.

    One defining feature in our output comes from hands-on attention to crystallization and intermediate handling. Peptide researchers tell us that off-the-shelf versions sometimes show batch inconsistencies—a legacy of high-throughput or scaled-down post-synthesis routines that can’t catch nuanced defects. Creating larger lots in our plant, we see firsthand how naphthyl side-chains handle precipitation, and how minor traces of incomplete Fmoc groups show up under preparative HPLC. These encounters mean our final packaging always ships out after passing our chromatography checks, not just relying on old COAs.

    Once the molecule leaves our line, the path diverges. Some end up in boutique peptide services, custom analog development, or high-throughput screening facilities. With those end-users, we keep communication lines open, fielding technical questions and sharing best practices, including solvent compatibility, preferred deprotection protocols, and tips on minimizing aggregation during coupling steps. Feedback loops from real-world use feed back into our daily process tweaking. For example, tweaks in column washing routines or additional cold-filtration steps have come directly from customer tech calls pointing out problematic batch variability.

    Usage in Research and Industry: From Discovery to Development

    In the hands of bench scientists, Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid becomes more than a chemical line item — its unique aromatic side-chain often unlocks structure-activity relationship (SAR) work in peptide analog programs. These substitutions carry extra weight in protease resistance screens and studies pushing for improved membrane permeability. We keep up with the latest literature and regulatory moves, supporting our batches with stability data and providing impurity profiles on request for regulatory filings or method development.

    Some groups target its use in constrained peptides, where the rigid naphthyl ring can tune backbone conformations. Others leverage it in peptide sensors or molecular recognition motifs, counting on the S-configuration to drive precise three-dimensional folding. Our technical staff keeps a pulse on new cross-coupling methodologies, helping translate emerging coupling agents or greener deprotection approaches into practical guidance for our material. We supply this acid in the specifications researchers request most often: Fmoc-protected, S-specific, HPLC/LC-MS verified, and with moisture-resistant packaging for long-term bench use.

    Much of our insight comes not from single product runs, but from trends we pick up batch after batch, customer after customer. For example, we’ve tracked demand spikes after major journal publications introduce new motifs incorporating this acid, or when pharmaceutical discovery teams move from flat aromatic residues to bulkier side chains to tackle protein–protein interactions. These moments bring the focus onto production scheduling, ramp-up timelines, and sometimes present creative problem-solving moments for our chemists during scale-up. Our flexibility allows us to work closely with researchers developing new coupling or deprotection protocols that exploit unique features of the 1-naphthyl group.

    How This Acid Stands Apart in the Chemical Landscape

    Working on both high-volume shipment contracts and smaller, specialized runs, we’ve seen firsthand how Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid differentiates itself from common aliphatic or even standard aromatic amino acids. Simple phenylalanine analogs don’t match the impact the extended naphthyl ring brings, especially in disrupting hydrophobic or stacking interactions within a growing peptide chain. Production challenges reflect this same complexity: purification steps and analytical methods must adjust to the extended π-system, requiring an extra level of detail in spectral assignment and impurity tracking.

    Researchers sometimes ask us to contrast this product with closely related analogs, such as 3-Amino-4-phenylbutyric acid or Fmoc-protected naphthylalanine. From production, the difference is not just theoretical. Naphthyl substitution changes everything from solution color in intermediate stages to the final crystallization habit, and even handling conditions in storage. The additional aromatic bulk also means modified coupling reactivity and stronger π–π stacking in final assemblies, which we address with guidance for longer coupling times or solvent optimization in SPPS protocols.

    We also see differences in scale. The specialized nature of this amino acid means we’re typically making smaller campaigns than, say, classic Fmoc-protected standard amino acid runs, but our facility’s flexibility and rigorous QMS (Quality Management System) permit us to take these smaller batches to the analytical depth needed for high-stakes research. Our chromatographers and QC specialists often comment on the learning curve each new batch presents, with subtle variables—like local humidity or minor reagent lot differences—requiring hands-on troubleshooting.

    Lab-Backed Technical Support and Continuous Improvement

    Technical support doesn’t end at delivery. Many customers, especially those at the pilot or scale-up stage, reach out with method development questions, solvation troubleshooting, or compatibility issues when transferring workflows from academic labs to industrial synthesis. Our support teams have in-depth knowledge from process analytics, so our advice goes beyond theoretical guidelines—it comes from troubleshooting thousands of couplings and deprotections.

    We keep internal databases on solvent compatibility, shelf-life under different conditions, and track how different protecting group strategies work for the naphthyl side chain. These insights get passed on as suggestion lists or shared during in-depth troubleshooting sessions with advanced users. Our lab teams also share tips based on our internal observations—such as double-checking for subtle precipitation in the final DMF solution or pre-activating certain coupling agents to reduce risk of incomplete incorporation.

    Quality assurance for this acid is an ongoing pursuit. Every batch goes through full chiral purity testing, and we retain reference samples for at least three years to support retrospective analysis in case customers encounter batch-specific anomalies in advanced research stages. Our analytical capabilities include both in-process and post-synthesis verification, which allows us to track—and more important, eliminate—potential sources of unwanted byproducts, especially oxidative impurities that can emerge during late-stage processing of naphthyl derivatives.

    Meeting the Demands of Modern Research and Development

    In today’s research environment, long delivery times and inconsistent documentation slow down project timelines and undermine trust. Our commitment from the manufacturing side is to keep lead times as short as quality control permits and documentation transparent enough to pass even the most rigorous regulatory or grant-driven audits. Each lot gets a full purity profile, chiral confirmation, and detailed traceability, ready for inclusion in IND filings, grant applications, or internal project management systems.

    Some clients request custom forms or blending for their unique synthesis lines. Our production staff has the background to provide non-standard cuts or larger package sizes, along with technical notes on expected behavior during adjustment for different linker chemistries or resin types. We do all of this knowing the downstream impact—having seen the time lost from a single off-specification shipment, we prioritize clear staging, verified logistics, and fast response times.

    The research community’s curiosity continues to push synthesis challenges further. The distinctive naphthyl group on our product has inspired routes into diverse targets, from cyclic peptides to beta-turn mimics. Its value is in part due to how rare it still is to find the right purity and configuration from traditional traders or generic suppliers. By handling the entire supply chain in house, we offer a service that stands apart: data-backed purity, context-rich technical support, and real feedback from hundreds of labs that shape ongoing refinement of our process.

    Looking Ahead: Driving Better Peptide Science Together

    As the manufacturers, our role has always blended technical stewardship, process knowledge, and accountability. When research partners build libraries including Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid, they bet on the reliability of every unprotected side chain, each chiral center, each protected amino acid. Our success as a supplier isn’t measured by just passing assays, but by repeat orders, shared troubleshooting tales, and the incremental tweaks that let research teams move forward without delay.

    We remain committed to open communication with our users, from R&D meetings to last-minute process troubleshooting. The lessons learned through hundreds of independent peptide projects have shaped our perspective—and sit at the core of why our approach to amino acid manufacture isn’t just about meeting specs, it’s about supporting the scientific pursuit, chemical by chemical, batch by batch.

    Choosing Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid from Our Line: A Field-Tested Pathway

    Researchers who rely on our material have seen the gains in reliability, support, and traceability. Our direct relationships with end-users means priority is always given to defensible quality, open support, and process transparency. The growing body of publications and new applications for this specialized amino acid motivates us to keep finding new ways to improve yield, increase throughput, and expand the process insights available to chemists in real time.

    The world of peptide science keeps evolving, and every day we take pride in standing beside the labs taking on those challenges. Our experience as the hands shaping every lot of Fmoc-(S)-3-Amino-4-(1-Naphthyl)-Butyric Acid ensures each delivery comes with hard-won knowledge, proven reliability, and an ongoing commitment to advancing peptide and protein research at every scale.