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L-3-Pyridylalanine

    • Product Name L-3-Pyridylalanine
    • Alias 3-(3-Pyridyl)-L-alanine
    • Einecs 247-393-2
    • 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

    653906

    Name L-3-Pyridylalanine
    Chemical Formula C8H10N2O2
    Molecular Weight 166.18 g/mol
    Cas Number 1138-91-8
    Appearance White to off-white powder
    Melting Point 189-191 °C (dec.)
    Solubility In Water Soluble
    Optical Rotation [α]20/D +29° (c=1, H2O)
    Purity ≥98%
    Storage Temperature 2-8 °C
    Iupac Name (S)-2-Amino-3-(3-pyridyl)propanoic acid
    Synonyms L-β-(3-pyridyl)-alanine, L-β-(3-pyridyl)alanine
    Pka 2.40 (carboxylic acid), 9.58 (amino group)
    Ec Number 214-528-9
    Pubchem Cid 178245

    As an accredited L-3-Pyridylalanine factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing L-3-Pyridylalanine is supplied in a 5g amber glass bottle with a tamper-evident cap and detailed chemical labeling.
    Shipping L-3-Pyridylalanine is shipped in tightly sealed containers to prevent moisture absorption and contamination. It should be transported under cool, dry conditions, in compliance with all applicable chemical safety regulations. Protective packaging and labeling ensure safe handling, minimizing the risk of spillage or exposure during transit.
    Storage L-3-Pyridylalanine should be stored in a tightly sealed container, protected from light and moisture. Keep the storage area cool and dry, ideally at 2–8 °C (refrigerated). Avoid exposure to air and incompatible substances. Label the container clearly, and store in a designated chemical storage area following relevant safety guidelines to prevent contamination and degradation of the compound.
    Application of L-3-Pyridylalanine

    Applications of L-3-Pyridylalanine in Industrial Manufacturing

    As a manufacturer specializing in the production of L-3-Pyridylalanine, we supply this advanced non-proteinogenic amino acid primarily as an essential fine chemical intermediate to downstream process industries. Our clients rely on the consistent quality and batch-to-batch purity that modern pharmaceutical, biotechnological, and research applications demand. Below, we outline the key industrial application scenarios where this molecule plays an irreplaceable role.

    1. Pharmaceutical API Synthesis: Chiral Intermediate for Specialty Drug Molecules

    Many pharmaceutical innovators utilize L-3-Pyridylalanine as a strategic chiral building block in developing small molecule APIs, particularly for drugs targeting the central nervous system and metabolic pathways. Its unique pyridine functional group supports the synthesis of heterocyclic compounds and peptide mimetics, allowing medicinal chemists to advance new drug candidates from lab-scale to GMP production. Process engineers select this compound for its stable supply and superior lot consistency, crucial for regulatory audits.

    Industry compliance standards

    • ICH Q7 GMP for Active Pharmaceutical Ingredients
    • USP/NF and European Pharmacopoeia raw material specifications
    • FDA 21 CFR Part 211 and EMA Guidelines for API manufacturers
    • ISO 9001:2015 Quality Management Systems in pharma supply chains

    Typical usage ratio

    • In multi-step syntheses, the material typically constitutes 5–15% of the total molar content in the relevant intermediate reaction stage; chemists adjust dosage according to the target amino acid/heterocycle yield and stereoselectivity requirements.

    Downstream process integration

    • Introduced during the early or mid-stage of stepwise synthesis, typically via amide coupling, reductive amination, or Suzuki–Miyaura cross-coupling reactions; subsequent purification using preparative chromatography or crystallization processes tailored to retain enantiomeric purity.

    Final product types

    • Chiral pharmaceutical ingredients for CNS-targeted therapeutics
    • Branched-chain peptide analogs
    • Pyridine-based pharmaceutical lead compounds
    • Synthesis intermediates for patented small molecules

    2. Peptidomimetic Research: Custom Non-Natural Amino Acid Libraries

    Specialty research organizations and biotech firms value L-3-Pyridylalanine for solid-phase peptide synthesis (SPPS), enabling generation of peptidomimetic libraries with altered sidechain properties. These libraries serve as candidates for enzyme inhibitor screening, receptor targeting, or advanced materials research. End users rely on material traceability and quality documentation meeting global research-grade requirements.

    Industry compliance standards

    • ISO 13485:2016 for research-use-only reagents
    • REACH Annex XVII (if used in EU)
    • OECD Principles of Good Laboratory Practice (GLP) for traceability
    • Material Safety Data Sheet (MSDS) compliance per GHS

    Typical usage ratio

    • Represents 10–25% of amino acid equivalents in peptide chain segments where functional enhancement or conformational constraints are needed; varies by library design and screening platform scale.

    Downstream process integration

    • Integrated as a protected amino acid derivative in SPPS, coupled during automated resin-bound elongation cycles, followed by selective deprotection and resin cleavage; post-assembly purification typically via HPLC.

    Final product types

    • Custom peptidomimetic libraries
    • Bioactive conformationally-restricted peptides
    • High-affinity enzyme inhibitors for drug discovery
    • Non-natural ligands for protein-protein interaction studies

    3. Agrochemical Intermediate Synthesis: Heterocyclic Modifier

    Manufacturers in the agrochemical industry deploy L-3-Pyridylalanine in the development of tailored pesticide and herbicide molecules, utilizing its pyridine structure to modulate bioactivity and selectivity. It often serves as a precursor for creating bioactive agents that require precise stereochemistry for environmental compatibility and regulatory compliance.

    Industry compliance standards

    • FAO/WHO Food and Agriculture Standards for Pesticide Ingredients
    • European Regulation (EC) No 1107/2009 for Plant Protection Products (PPP)
    • ISO 17025 for analytical test compliance
    • OECD Test Guidelines for Ecotoxicology

    Typical usage ratio

    • In synthetic routes for novel agrochemicals, used at 2–10% by weight in precursor assembly reactions; actual loading depends on the specific heterocyclic framework needed for downstream biological activity.

    Downstream process integration

    • Coupled in the molecular assembly stage, typically via condensation or ring-closing reactions, followed by halogenation, amidation, or nitration as required by the product profile.

    Final product types

    • Pyridine-containing pesticide actives
    • Modified herbicidal intermediates
    • Formulation-ready technical-grade agrochemical ingredients

    4. Analytical Standards & Diagnostic Reagents: Calibration and Reference Compound

    Producers of analytical kits and diagnostic reagents employ L-3-Pyridylalanine as a traceable standard and matrix component, supporting calibration protocols for bioanalytical method validation and quality control assays in pharmaceutical and food safety laboratories. Its well-defined molecular structure and high purity profile make it essential for reproducible analytical performance.

    Industry compliance standards

    • ISO 17034:2016 for Reference Material Producers
    • USP Reference Standards Program
    • ISO/IEC 17025-required traceability for chemical testing
    • FDA Guidelines for Bioanalytical Method Validation

    Typical usage ratio

    • Utilized at 0.001–0.1% w/v in calibration mixtures or as primary reference spike; specific level tailored to the sensitivity and detection limits of the validated analytical method.

    Downstream process integration

    • Dissolved and integrated during analytical kit assembly or reference standard preparation; homogeneity and stability are verified through batch-release testing and secondary certification.

    Final product types

    • Certified calibration standards
    • Diagnostic assay controls
    • Analytical reference materials for HPLC/LC-MS
    • Interlaboratory proficiency test samples

    5. Chemical Biology Tools: Site-Specific Labeling and Crosslinking Agents

    Advanced research laboratories and biotech tool developers incorporate L-3-Pyridylalanine in chemically engineered proteins or peptides to introduce site-specific pyridine-based functionalities for crosslinking or labeling. Its use facilitates target identification in proteomics and mechanistic studies at the interface of chemistry and molecular biology.

    Industry compliance standards

    • Good Laboratory Practice (GLP) under OECD guidelines
    • REACH Regulation (EC) No 1907/2006 registration (when relevant)
    • ISO 9001 for R&D materials supply
    • Local biosafety requirements for genetically modified organism (GMO) work

    Typical usage ratio

    • May constitute 1–8% of total amino acid equivalents in engineered peptide or protein conjugates; proportion determined by target labeling efficiency and downstream application needs.

    Downstream process integration

    • Inserted during in vitro transcription/translation, expressed protein ligation, or applied as a ligation partner in click labeling protocols; labeling confirmed by mass spectrometry or UV/Vis quantification.

    Final product types

    • Functionally-labeled protein conjugates
    • Crosslinked proteomics probes
    • Affinity-tagged peptides for interaction mapping
    • Bio-orthogonally modified biomolecules for in-cell analysis
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    Certification & Compliance
    More Introduction

    L-3-Pyridylalanine: Meeting Evolving Demands in Advanced Synthesis

    Building Innovation on Years of Laboratory and Production Experience

    L-3-Pyridylalanine grew out of a combination of real-world requests and our work at the bench, so its development reflects the kind of problem-solving approach that drives specialty chemistry. Collaborations with academic groups and custom project orders from pharmaceutical companies revealed a gap: researchers and scale-up teams needed a pyridine-functionalized amino acid with consistent, reliable chiral purity. Our team spent long hours on stereoselective synthesis methods, running column after column, reviewing every variable from starting material to purification. Over time, our operators found that only certain conditions delivered the material with acceptable optical rotation and chromatographic clarity.

    Today, the product meets both tight enantiopurity and high assay benchmarks. The commonly supplied model features a well-defined crystalline form, most relevant for peptide synthesis and fragment-based drug design. Specifications consistently show enantiomeric excess above 99%, with HPLC retention times matching authenticated standards. Analysts double-check each lot in our on-site QC lab, sampling the finished powder for trace metal residues, confirming melting points, and running NMR to probe the pyridine's orientation on the side chain. We do this as a rule, not as an exception, so that teams relying on our intermediates get fewer surprises down the road.

    Where L-3-Pyridylalanine Delivers Distinct Value

    Work in medicinal chemistry often forces researchers to stretch past what the traditional proteinogenic amino acids provide. L-3-Pyridylalanine opens doors in the synthesis of peptide-mimetics, macrocycles, and bifunctional ligands. Companies in the early-stage drug discovery space often mention the challenges of incorporating a clearly defined heterocycle like pyridine into peptidic chains—reactivity, solubility, and stability all compete for attention during reaction planning. Over the years, we’ve seen creative uses in solid-phase peptide synthesis where the pyridine ring leverages subtle molecular interactions, such as hydrogen bonding, pi-pi stacking, or metal chelation, which aren’t possible with conventional side chains.

    One reason for the growing interest is the way the pyridyl group alters both polarity and electronic characteristics. Applications span from kinase inhibitor libraries to molecular recognition studies, where fine-tuning these effects can mean the difference between hit and miss. Traditional aromatic amino acids like phenylalanine or tyrosine simply don’t match the reactivity profile of a six-membered heterocycle. That’s why customers involved in structure-activity relationship screening often ask about our pyridylalanine, either to directly substitute into design variants or as a building block for tagged probes.

    Our own technical support team notices requests coming from groups facing persistent racemization problems or by-product formation during scale-up. Utilizing a highly characterized, optically pure L-3-Pyridylalanine serves as a straightforward way to cut complications at downstream synthetic steps. Over time, internal process feedback shows lower rejection rates for lots produced under our current validated protocol compared to open-market material, which sometimes suffers unchecked side reactions or mixed enantiomers.

    Specifications that Stem from Real World Lab Practice

    For L-3-Pyridylalanine, bulk lots usually feature high optical rotation, matching source enantiomeric fractions required by regulatory and pharmaceutical development workflows. Our chemists use dynamic inversion step monitoring, confirming minimal epimerization during protection/deprotection cycles. Typical HPLC purity hits above 98%, with residual solvents and heavy metal content falling well below cut-off thresholds imposed by customers operating under GMP or ISOQA frameworks. The powder itself appears as a free-flowing white to off-white crystalline solid. Handling in the plant received small process tweaks early in our production run—materialists realized that a minor adjustment in final filtration removed cake compaction and improved reproducibility in net weight dispensing.

    Reactions in the synthesis incorporate chiral starting materials sourced from trusted supply chains, checked by both IR and mass spectrometry before batch acceptance. Custom lots on request may come tBOC or Fmoc protected, with an emphasis on maintaining orthogonality for downstream chemistry. Every run is recorded with a detailed batch log, tying each issued lot to upstream analytical data and isolated intermediate weights. Failures, when they occur, are not swept aside—they feed directly into future step optimization.

    Differences from Commodity and Off-the-Shelf Analogs

    L-3-Pyridylalanine does not fill the same use-case as commodity amino acids like alanine, leucine, or even high-purity tryptophan. In our experience, its customer base deals with more complex synthetic planning and higher regulatory scrutiny. Where cheap amino acids target supplement and feed industries, pyridylalanine plays a role in advanced research, often a few steps away from lead compound nomination in drug programs. Many commercial amino acids tolerate broad impurity ranges or variable supplier quality. Our customers, in contrast, demand very tight controls on chirality, moisture, and trace side products.

    Unlike beta-pyridylalanine and other pyridyl-substituted systems, the meta position of the nitrogen ring in L-3-Pyridylalanine creates different chemical behavior, both in basicity and hydrogen bonding pattern. Our team spent months adjusting protective group strategies to manage reactivity at both the amine and pyridine moieties. During peptide coupling, we noticed higher compatibility with standard activating agents due to the unique balancing of electron density from the pyridine ring. This means fewer side-pathways and less scrambling—this reliability in synthesis staples is what our buyers seek out.

    Improvements to batch processes since our initial scale-up lowered rejection rates, maximized usable yield, and delivered a consistently tight melting range—a detail often overlooked until overlapping impurities crop up in later stages of advanced synthesis. By feeding in feedback from partners using the molecule in cyclization and constrained peptide projects, process engineers on our floor implemented a multi-stage crystallization after main workup, improving storage stability and clarity in downstream characterization.

    Usage Patterns Revealed by Direct Customer Inquiries

    Teams championing fragment-based drug discovery mention L-3-Pyridylalanine time and again, citing the challenge of designing constraint and recognition elements that perform well in both biological and chemical assays. Medicinal chemists often contact us after running into bottlenecks with analogs that either fail in solubility tests or produce side-reactions during coupling. Typical questions range from scalability during fragment library synthesis to compatibility with protecting group strategies preferred in their pipeline.

    We hear from custom peptide suppliers looking for non-natural analogs to improve selectivity and potency in macrocyclic designs. L-3-Pyridylalanine sits firmly in demand for cyclic peptide ring closure studies and rigidified backbone constructs. In these projects, every small batch we ship embodies our team's effort to maintain not just purity but batch-to-batch reliability, which is essential for iterative optimization. Collaborations with university research labs show demand for gram-to-multigram quantities for research exploring enzyme-substrate specificity, signaling pathway probes, or synthetic biology circuit testing.

    For commercial and academic users alike, consistent NMR spectra and clean chromatograms simplify characterization, expediting structure confirmation and eliminating detours troubleshooting ambiguous analytical signals. Some partners comment on how this reliability shortens timelines, especially compared to attempts with independently synthesized or open-market material. Many of these users never see factory floors, but those who do sometimes visit to review our standard operating procedures, confirming their own vendor qualification requirements. Auditing teams have remarked on our open documentation system linking batch records to the original analytical runs—this transparency pays dividends in reduced compliance burden for our customers.

    Troubleshooting and Common Technical Pitfalls

    Even with extensive checks, challenges persist. L-3-Pyridylalanine, with its sensitive chiral center lodged near an aromatic heterocycle, poses thermal and pH sensitivity in certain coupling protocols. Early in our production, we encountered repeated issues with partial racemization during deprotection under strongly basic conditions. Rather than accept these constraints, project leaders switched reagent systems and refrigeration strategies, designing in-line monitoring to track optical rotation across lot segments.

    Many customers working at the preclinical development stage detect impurities that routine food or industrial amino acid users overlook. Chromophoric side-products show up in UV traces if any oxidative stress slips into the process. Our stability studies flagged risks in standard polybag storage, prompting the development of vacuum-sealed packaging and strict cold-chain maintenance for shipments, especially for international deliveries passing through customs where delays might jeopardize integrity.

    We often share our batch histories with buyers interested in mapping analytical variability against synthetic performance. In a handful of reported cases, procurement teams troubleshooting final product yield traced problems back to subtle differences in side-product profiles—minor peaks just above noise threshold. Our technical liaisons step in at such points, walking through chromatographic data, sometimes pinning down persistent artifacts to an upstream supplier’s switch in precursor lots. By keeping production vertically integrated, we sidestep much of that risk.

    Future Directions for L-3-Pyridylalanine at Scale

    The market for pyridine-modified amino acid building blocks keeps growing, as bioconjugation strategies, targeted peptidomimetics, and synthetic biology applications evolve. Custom project teams often come to us with new protective group profiles or require modifications that suit high-throughput synthesis environments. Our plant regularly discusses improvements with core customers to keep flexibility high—this means adapting not only synthesis but also packaging and documentation standards as workflows change.

    On the regulatory front, ever-tighter standards for impurity and trace contaminant control create both challenges and opportunities. Customers advancing peptides and small molecules towards clinical validation ask for full traceability, robust documentation, and regular access to SMETA and GMP audit histories. Manufacturing teams work in tandem with quality control and documentation staff, updating protocols in response to shifting requirements. It isn’t enough to ship a high-purity molecule; now, clients ask for digital records matching their own sample IDs, and sometimes reference-standard samples for further in-house verification.

    As research moves toward more complex molecular designs, our feedback loop—direct from the bench to the plant—lets us quickly iterate batch process improvements. Many such advances originate not in response to management directives but from production workers identifying cost-saving, yield-improving changes based on daily hands-on experience. Shorter reprocessing cycles, improved chromatographic cut points, and greater transparency in by-product clearance benefit everyone, minimizing downtime at all points in the supply chain.

    Supporting Innovation in the Field and in the Factory

    Making L-3-Pyridylalanine that meets today’s science-driven requirements means understanding more than just its chemical properties; it also means building an operation where people care about the output and listen to those using it. Too many facilities focus on batch counts or cost-per-kilo metrics, neglecting the downstream hurdles that medchem teams face aching to keep timelines on track. Our direct line to users in drug discovery, combinatorial chemistry, and next-gen peptide R&D keeps the work honest.

    Practically, we back every shipment with full analytical data, real chromatograms, and purity reports—documents not shielded by technical jargon or ambiguous notations. The majority of our long-term clients respond positively to this and push us to raise internal documentation standards even further, especially as projects progress from feasibility runs through regulatory review stages.

    What sets L-3-Pyridylalanine apart comes down to decisions made on the factory floor and in process review meetings: opt for higher-cost reagents to enable safer purification; take time to validate drying methods; run that extra column if it protects optical rotation. These are choices that absorb staff effort in the short term and increase yield and customer trust in the long term.

    Conclusion: Chemistry Spanning from Research to Production

    L-3-Pyridylalanine continues to anchor exploratory research at the interface of heterocyclic chemistry and peptide science, yet its place in custom and pilot-scale manufacturing means teams depend on real stability, verified identity, and responsive support. Our experience tells us that attention to detail, frequent communication with project partners, and a willingness to adapt production protocols are key to meeting tomorrow’s needs while solving today’s problems. We take pride in a product shaped by feedback and measured by impact at the bench, not by abstraction or distance from end users.