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(R)-2-Amino-2-Methyl-4-Pentenoic Acid

    • Product Name (R)-2-Amino-2-Methyl-4-Pentenoic Acid
    • Alias (R)-α-Methylhomoserine
    • Einecs 259-663-6
    • 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

    370009

    Compound Name (R)-2-Amino-2-Methyl-4-Pentenoic Acid
    Molecular Formula C6H11NO2
    Molecular Weight 129.16 g/mol
    Cas Number 15417-73-9
    Iupac Name (R)-2-Amino-2-methylpent-4-enoic acid
    Smiles C=CCC(C)(N)C(=O)O
    Appearance White to off-white solid
    Chirality R-enantiomer
    Solubility Soluble in water
    Storage Conditions Store at 2-8°C, protected from light and moisture

    As an accredited (R)-2-Amino-2-Methyl-4-Pentenoic Acid factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The packaging is a sealed amber glass bottle containing 25 grams of (R)-2-Amino-2-methyl-4-pentenoic acid, labeled with product details.
    Shipping (R)-2-Amino-2-methyl-4-pentenoic acid is shipped in tightly sealed containers, protected from moisture and light, and labeled according to regulatory requirements. It is typically transported at room temperature unless otherwise specified and handled as a non-hazardous chemical, complying with standard laboratory shipping protocols for amino acids.
    Storage (R)-2-Amino-2-methyl-4-pentenoic acid should be stored in a tightly sealed container, protected from light and moisture. Store it at room temperature, ideally in a cool, dry, and well-ventilated area. Avoid exposure to heat and incompatible substances such as strong oxidizing agents. Follow all safety protocols and consult the material safety data sheet (MSDS) for further details.
    Application of (R)-2-Amino-2-Methyl-4-Pentenoic Acid

    Applications of (R)-2-Amino-2-Methyl-4-Pentenoic Acid in Industrial Manufacturing

    (R)-2-Amino-2-Methyl-4-Pentenoic Acid supports several high-value industrial manufacturing sectors. As a manufacturer, we supply this chiral intermediate to downstream industries that require consistent quality for complex formulation and process integration. The following applications highlight its role under real-world production environments with focus on compliance, accurate dosing, and process utilization.

    1. Chiral Intermediate for Pharmaceutical Synthesis

    This specialty amino acid functions as a key chiral building block in the synthesis of certain β-lactam antibiotics, non-proteinogenic peptide drugs, and advanced pharmaceutical intermediates. Pharmaceutical plants utilize it within multi-step API syntheses where enantiopurity is critical for drug safety and regulatory compliance. The compound integrates during protected amino acid coupling steps and in stereo-specific transformations, directly affecting API yield and impurity profile. Downstream, pharmaceutical QA teams validate each batch for chiral purity before final formulation.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for APIs
    • USP General Notices and Requirements (Pharmaceuticals)
    • Ph. Eur. 2.2.46 Chromatographic Purity (for chiral intermediates)
    • FDA 21 CFR Part 211 (Finished Pharmaceuticals)

    Typical usage ratio

    • 5–30% molar ratio depending on the target compound and reaction scale
    • Adjusted according to the required chiral purity of the API
    • Lower end for high-volume intermediates, higher in final coupling reactions

    Downstream process integration

    • Introduced during early phase or late-stage enantioselective synthesis in API manufacture
    • Subjected to solid-phase or solution-phase peptide coupling protocols
    • Often converted in situ with protecting group strategies for subsequent steps

    Final product types

    • β-lactam antibiotic active ingredients
    • Non-natural peptide APIs
    • Chiral API intermediates for oncology and neurology products
    • Custom small molecule drugs with defined stereochemistry

    2. Peptide and Peptidomimetic Production

    (R)-2-Amino-2-Methyl-4-Pentenoic Acid is incorporated into peptide manufacturing for the creation of structurally modified peptides used in therapeutic, diagnostic, and research applications. Contract manufacturers and biotech firms deploy it to introduce non-natural residues at defined positions, supporting improved peptide stability or bioactivity. Its unique alkenyl side chain offers conformational rigidity in peptide backbones and modulates the pharmacokinetics of the final molecule, especially in next-generation peptide lead optimization projects.

    Industry compliance standards

    • ISO 13485 (Medical Devices for peptide therapeutics)
    • USP <1047> Peptides (for clinical peptide APIs and excipients)
    • Ph. Eur. 5.8 Peptide preparation guidelines
    • EMEA/CHMP/BWP/18504/2006 (Guidelines on peptide active substances)

    Typical usage ratio

    • 1–10 mol% of total amino acid residues in peptide chain
    • Variable based on desired peptide folding and bioactivity properties
    • Higher doses if multiple sites in long-chain synthetic peptides

    Downstream process integration

    • Used during solid-phase peptide synthesis (SPPS) or liquid-phase assembly
    • Protected form coupled via standard Fmoc or Boc protocols
    • Deprotected and isolated post-cleavage for sequence verification

    Final product types

    • Modified peptide drug substances (GLP-1 agonists, antimicrobial peptides)
    • Custom diagnostic peptides
    • Peptidomimetic pharmaceutical candidates
    • Bioconjugation-ready peptide intermediates

    3. Specialty Chemical Intermediate for Agrochemical Synthesis

    In crop protection manufacturing, this raw material is selectively introduced as a building block for developing stereospecific agrochemical active ingredients. Agrochemical R&D and production teams use it to achieve desired molecular configurations in synthetically derived herbicides and growth regulators. The compound supports the synthesis of chiral agrochemical intermediates, ensuring accurate bioactivity in field applications and regulatory traceability during registration.

    Industry compliance standards

    • FAO/WHO Guidelines on Specifications for Plant Protection Products
    • ISO 9001:2015 (Agrochemical Manufacturing Quality Management)
    • GLP (Good Laboratory Practice) OECD Guidelines for chemical synthesis
    • REACH (EC No 1907/2006) Registration for new intermediates

    Typical usage ratio

    • 6–20% by mole, relative to total reactants in the chiral synthesis pathway
    • Adjusted according to required enantiomeric excess of the final agrochemical
    • Lower end for pilot production, higher for commercial batch runs

    Downstream process integration

    • Enters process during enantioselective synthesis of custom herbicide intermediates
    • Applied in catalytic asymmetric alkylation or amidation steps
    • Intermediate purified by preparative HPLC for use in final product synthesis

    Final product types

    • Precursor intermediates for chiral herbicides
    • Growth regulator active substances
    • Specialty plant protection agents requiring controlled stereochemistry
    • Process chemistry standards for agrochemical analytical quality control

    4. Fine Chemical Synthesis and Research Reagents

    Chemical and academic research groups rely on this raw material as a specialty reagent for preparing reference standards and small molecule scaffolds. Laboratories integrate it into asymmetric synthesis projects, organocatalysis research, and studies involving non-natural amino acid incorporation. In industrial settings, fine chemical plants produce analytical standards and library compounds that serve both quality control and drug discovery pipelines.

    Industry compliance standards

    • ISO 17025:2017 (Testing and Calibration Laboratories)
    • Sigma-Aldrich Quality Standards for research reagents
    • ACS Reagent Chemicals Guidelines (analytical standards synthesis)
    • GLP compliance for reference material manufacture

    Typical usage ratio

    • 5–100 mg scale in small-molecule synthesis
    • Up to 5% of reaction mass for library compound construction
    • Scaled based on molar equivalency in academic and industrial R&D

    Downstream process integration

    • Engaged in initial reaction setup for combinatorial synthesis
    • Used as a chiral auxiliary or non-proteinogenic residue insertion in short peptides
    • Isolated and characterized as analytical or spectroscopic reference material

    Final product types

    • Analytical and chromatographic reference standards
    • Small-molecule scaffolds for drug discovery
    • Non-natural amino acid research reagents
    • Fine chemical intermediates for further academic or pilot plant synthesis
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    Certification & Compliance
    More Introduction

    (R)-2-Amino-2-Methyl-4-Pentenoic Acid: Purpose, Performance, and What Sets It Apart

    Understanding (R)-2-Amino-2-Methyl-4-Pentenoic Acid

    We've spent years in chemical synthesis, refining processes to produce high-quality amino acid derivatives for a broad range of industries. (R)-2-Amino-2-Methyl-4-Pentenoic Acid, also known in research as (R)-β-methylhomoserine or (R)-AMPA, is one of the specialty products that highlight the results of advanced, hands-on laboratory work. It carries the molecular formula C6H11NO2 and stands out with its chiral purity and unique unsaturated side chain, giving it physical and chemical features distinct from classical amino acids.

    Technical Model and Material Characteristics

    The (R)-enantiomer offers a distinctive configuration favored in asymmetric synthesis and advanced peptide construction. During our own production, each batch undergoes rigorous chiral analysis to ensure that the optical rotation meets strict industry benchmarks. The physical form of this material usually appears as a white or off-white crystalline powder, with precise melting characteristics and excellent solubility in aqueous environments. Quality analysis includes HPLC and NMR, confirming both chemical structure and stereochemistry.

    Years of manufacturing experience have shown us that oxygen-sensitive moieties, like the pentenoic double bond in this acid, respond well to low-temperature, inert atmosphere handling. Customers working in medicinal chemistry often ask about this, since oxidative degradation can jeopardize sensitive syntheses down the line. We rely on optimized purification and packaging steps to preserve the compound’s integrity, and we store finished product in sealed, light-protected containers.

    Industrial and Research Applications

    Across the scientific community, (R)-2-Amino-2-Methyl-4-Pentenoic Acid finds specialized use in peptide synthesis, asymmetric catalysis, and structure-activity studies for drug discovery. Pharmaceutical research groups favor it as a building block or intermediate in the design of peptidomimetics—novel molecules that mimic natural amino acids while offering enhanced metabolic stability or targeted biological activity.

    We’ve observed strong demand in research projects focusing on enzyme substrate specificity and enzyme inhibitor development. The pentenoic side chain in this compound provides a point of differentiation compared with traditional homoserine or valine residues, allowing for the design of analogues that probe interactions with enzymes, receptors, or transporters. In some cases, this residue introduces conformational constraints in peptides, stabilizing secondary structures or modulating bioactivity profiles.

    For synthetic chemists, the non-natural (R)-enantiomer presents opportunities for introducing chirality early in multistep reaction pathways. Peptide chemists often value the (R)-isomer for designing right-handed helical structures, and we’ve supplied both custom and regular batches for such research programs.

    Distinguishing Features Versus Other Amino Acids

    Our manufacturing line handles both standard proteinogenic amino acids and rare specialty derivatives. This firsthand experience highlights how (R)-2-Amino-2-Methyl-4-Pentenoic Acid compares with staples like alanine, leucine, and homoserine:

    Meeting Quality and Consistency Expectations

    Our everyday work in chemical manufacturing teaches the value of verifiable quality. Each lot of (R)-2-Amino-2-Methyl-4-Pentenoic Acid is produced from validated starting materials sourced from long-term suppliers. All raw materials undergo identity checks and purity analysis before synthesis begins.

    Chemical synthesis moves step by step, and every transformation or purification serves a clear purpose. We follow tightly controlled process parameters, and our technicians actively monitor temperature, pH, and other critical conditions through each batch cycle. We’ve invested in integrated analytical labs, so samples drawn from reactors can be screened immediately by HPLC or GC-MS. These checks catch trace contaminants or incomplete reactions before the batch proceeds to final workup.

    Some customers request additional documentation beyond a standard certificate of analysis, like extended chromatographic reports or environmental assessments. We can accommodate these needs using internal testing data and long-term collaborations with accredited third-party labs.

    Handling, Safety, and Storage

    Years of hands-on experience preparing and handling amino acid derivatives inform our packaging and shipment routines. Light and moisture degrade sensitive functional groups, so we store this acid in airtight, light-blocking containers under controlled temperature. Handling protocols in our facilities reflect procedures designed to avoid cross-contamination and preserve the high enantiomeric purity.

    Research chemists, pharmaceutical engineers, and biologists often request details on solubility, compatibility, and shelf life. We supply real-world test data: (R)-2-Amino-2-Methyl-4-Pentenoic Acid dissolves readily in water and most polar organic solvents. It remains stable in sealed containers for extended periods under recommended storage conditions—findings based on regular inventory checks and periodic retesting.

    Chemical safety remains central across our production lines. Operators wear protective clothing, handle acids and bases in ventilated hoods, and maintain up-to-date training on each new batch protocol. Spill containment and neutralization supplies are close at hand in production and packaging zones. We share all relevant safety data sheets with customers and remain available for questions regarding workplace handling and disposal.

    Supporting Innovation With Specialty Amino Acids

    The global demand for advanced amino acid building blocks continues to grow, led by projects in pharmaceuticals, proteomics, and materials science. (R)-2-Amino-2-Methyl-4-Pentenoic Acid has increasingly carved a niche in these areas as researchers emphasize the benefits of non-standard residues. Looking back over a decade of manufacturing, several properties have driven this uptake, such as improved selectivity in peptide-based drugs and unique profiles as enzyme inhibitors.

    Custom synthesis projects sometimes require scaled-up quantities with specialized purity or isotopic labeling. Our team draws on a track record of reproducible, safe, and efficient process scale-up to meet larger-volume orders without sacrificing analytical confidence or product consistency. Lessons learned from pilot production feedback—be it filtration challenges or handling crystallization of sensitive batches—inform every new manufacturing run.

    Collaboration with research groups gives us direct input on evolving needs. Feedback drives continuous improvement, from optimizing isolation techniques to implementing green chemistry initiatives that reduce solvent use or waste generation. Success involves a willingness to modify equipment, update SOPs, and work closely with downstream chemists.

    Regulatory and Environmental Responsibility

    Maintaining regulatory compliance shapes our daily routines, particularly as global standards grow more stringent. Every facility adheres to well-defined quality systems built around traceability, batch record-keeping, and full transparency in sourcing. Laboratory and production waste are safely neutralized and disposed of in accordance with local and international chemical regulations.

    Environmental sustainability has become a regular part of strategic planning. Manufacturing amino acid derivatives, especially with non-standard side chains, raises specific questions about process efficiency and resource management. Over the years, we’ve identified more sustainable solvents and reaction conditions, and we've invested in recovery equipment to minimize consumption and emissions.

    Consultation and Technical Support

    Technical discussions frequently unfold between our own chemists and research customers who plan complex syntheses involving (R)-2-Amino-2-Methyl-4-Pentenoic Acid. Our support team comes directly from R&D and production backgrounds, so questions prompt detailed, practical engagement. Previous exchanges have helped customers troubleshoot coupling reactions, optimize deprotection steps, or select the right solvent system for dissolving the acid.

    We take pride in sharing cumulative knowledge, not only through data and reports but by discussing real process setbacks and solutions. In one case, a customer struggled with incomplete peptide chain elongation. A closer look at their protocol and sequence design highlighted the impact of the pentenoic side chain, which required a milder deprotection strategy. This insight helped the client both obtain the full-length peptide and recognize potential future challenges.

    The dialogue encourages both sides to refine techniques, and it also drives internal innovation. Suggestions and requests from the research sector have frequently led us to develop better purification methods or adjust analytical standards.

    Looking Ahead

    The scientific community increasingly values specialty amino acids like (R)-2-Amino-2-Methyl-4-Pentenoic Acid for the possibilities they open in molecular design. Our own experience in synthesis and analytical testing underscores just how critical purity, configuration, and batch consistency are to a project's success.

    We believe that transparent processes, thoughtful process adjustment, and close communication between manufacturer and end-user create real value for emerging research and industrial applications. Our future investments in new equipment, cleaner chemistry, and specialized support stem from lessons learned with every batch of this compound.

    As research needs evolve, so will our production standards, guided by feedback and firsthand laboratory insights. We remain committed to supporting the advanced synthesis, structural studies, and innovative drug design that rely on high-quality, custom-manufactured amino acid derivatives.