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(2S,4R)-4-Methylglutamic Acid

    • Product Name (2S,4R)-4-Methylglutamic Acid
    • Alias L-Methylglutamic acid
    • Einecs 629-010-2
    • 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

    682031

    Product Name (2S,4R)-4-Methylglutamic Acid
    Cas Number 32049-47-1
    Molecular Formula C6H11NO4
    Molecular Weight 161.16 g/mol
    Iupac Name (2S,4R)-4-methylglutamic acid
    Smiles CC(C[C@@H](C(=O)O)N)C(=O)O
    Appearance White to off-white solid
    Solubility Soluble in water
    Optical Activity Chiral, specific configuration (2S,4R)
    Synonyms 4-Methyl-D-glutamic acid
    Storage Conditions Store at 2-8°C, protected from light and moisture

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

    Packing & Storage
    Packing (2S,4R)-4-Methylglutamic Acid, 1g: Supplied in a sealed amber glass vial with a white screw cap and tamper-evident label.
    Shipping (2S,4R)-4-Methylglutamic Acid is securely packaged in sealed, chemical-resistant containers to ensure stability during transit. Shipments comply with regulations for non-hazardous chemicals, using appropriate cushioning to prevent damage. All packages are clearly labeled and provided with safety documentation. Standard and expedited shipping options are available for both domestic and international deliveries.
    Storage (2S,4R)-4-Methylglutamic Acid should be stored in a tightly sealed container, protected from light and moisture. Keep it in a cool, dry place—preferably at 2–8°C (refrigerator conditions). Avoid exposure to excessive heat, direct sunlight, and incompatible substances. Ensure proper labeling and follow institutional or manufacturer-specific storage guidelines for hazardous chemicals. Use with adequate ventilation and personal protective equipment.
    Application of (2S,4R)-4-Methylglutamic Acid

    Applications of (2S,4R)-4-Methylglutamic Acid in Industrial Manufacturing

    (2S,4R)-4-Methylglutamic Acid is an advanced amino acid derivative that serves as a specialty building block in several industrial segments. As a direct manufacturer, we supply this molecule for use exclusively in processes with validated technical and regulatory needs. Below we highlight its real, targeted deployments in the fields of pharmaceutical synthesis, peptide research manufacturing, advanced materials, and functional food additives, providing application-specific compliance standards, inclusion levels, processing details, and the types of downstream finished products.

    1. Chiral Intermediate for Antiepileptic Drug Synthesis

    This amino acid stereoisomer operates as an essential chiral intermediate in the multi-step synthesis of certain antiepileptic and neuroprotective pharmaceutical actives, such as perampanel analogs. Drug manufacturers value its enantiomeric purity for constructing target molecules with exact stereochemistry, which is critical for pharmacological activity and regulatory approval. Integration occurs in protected form during asymmetric synthesis, where downstream purification eliminates undesired stereoisomers.

    Industry compliance standards

    • ICH Q7 Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • European Pharmacopoeia (Ph. Eur.) for starting materials
    • United States Pharmacopoeia (USP) for pharmaceutical synthesis precursors
    • ISO 9001:2015 Quality Management Systems

    Typical usage ratio

    • Feedstock level dependent on target API yield, typically 1.1–1.5 molar equivalents relative to the main coupling reagent for scale-up batches. Variations reflect optimization for stepwise yields and chiral balance.

    Downstream process integration

    • Enters early-stage reaction as the core building block; protected or deprotected forms introduced during stereoselective condensation or amide bond formation; intermediate purified after key coupling step using preparative chromatography.

    Final product types

    • Pharmaceutical active pharmaceutical ingredients (APIs): e.g., perampanel derivatives and similar antiepileptic compounds
    • Key intermediates for CNS-active small molecules

    2. Protected Amino Acid in Peptide Synthesis for Research Reagents

    Specialty peptide manufacturers incorporate this amino acid into sequence-custom peptides for advanced life science research, especially for studies on ligand-receptor interactions and structure-activity relationships. Solid-phase peptide synthesis (SPPS) platforms use the raw material in its Fmoc or Boc-protected forms to introduce defined side-chain stereochemistry at precise sequence positions.

    Industry compliance standards

    • ISO 13485:2016 Quality Management for Medical Devices (applicable to diagnostic reagent manufacture)
    • Synthetic Peptide Chemistry Good Laboratory Practice (GLP)
    • Research Use Only (RUO) labeling as required for non-clinical research reagents
    • Analytical HPLC and NMR data requirements for sequence and purity verification

    Typical usage ratio

    • Included at precise stoichiometry per peptide design — generally 1 equivalent per desired sequence position relative to total peptide chain length; total usage often represents 4–10% w/w of solid-phase resin loading for modified sequences.

    Downstream process integration

    • Charged into amino acid reactor module following base deprotection and resin swelling step during chain assembly; side-chain protected forms enable orthogonal deprotection and selective coupling, supporting sequence fidelity during elongation and final cleavage.

    Final product types

    • Custom peptide standards with noncanonical residues
    • Functionalized peptides for structure-activity research
    • Tagged or labeled peptide reagents for binding assays

    3. Monomer for Polyamide Engineering Polymers

    Downstream specialty polymer producers utilize (2S,4R)-4-Methylglutamic Acid as a functional monomer to tailor the properties of high-performance polyamides, providing unique side-chain characteristics for niche resins in electronics and advanced materials. The pure stereochemistry impacts mechanical and thermal properties, contributing to formulations where chirality influences polymer crystallinity, solubility, and thermal behavior of the finished product.

    Industry compliance standards

    • REACH (Registration, Evaluation, Authorisation and Restriction of Chemicals) registration for monomers
    • RoHS (Restriction of Hazardous Substances Directive) for electrical applications
    • UL 94 flame-classification for finished polyamides
    • ISO 9001:2015 for quality control in engineering polymer production

    Typical usage ratio

    • Comonomer incorporation at 5–15 mol% relative to base diamine content, adjusted according to required Tg, crystallinity, and solubility profiles of the target polyamide.

    Downstream process integration

    • Reacted in melt or solution polycondensation with diacid chlorides (e.g., adipoyl chloride); can be mixed batchwise with other α-amino acid derived units; polymer chain termination and work-up completed before extrusion or pelletizing.

    Final product types

    • Modified polyamides for flexible circuit substrates
    • Specialty engineering plastics requiring chiral monomer blocks
    • Soluble polyamide resins for membrane casting

    4. Flavor Modulation Agent in Functional Food Additives

    Certain food ingredient companies employ this methylated amino acid as a flavor-enhancement agent and precursor for the creation of functional food additives, especially where a specific umami or kokumi profile is desired. Downstream, the ingredient is submerged in controlled enzymatic or thermal reactions for generating savory compounds, with stringent compositional monitoring to comply with food safety standards.

    Industry compliance standards

    • FAO/WHO Codex Alimentarius for food additives
    • Food Chemicals Codex (FCC) requirements for amino acid purity
    • GB 2760 (China) standards for permitted food additives
    • FSSC 22000 for food safety management

    Typical usage ratio

    • Used at 0.02–0.08% w/w, tailored to blend flavor characteristics or enhance low-salt formulas; specific level determined by sensory panel and regulatory limits for finished food scenarios.

    Downstream process integration

    • Dissolved and blended during the pre-cooking or seasoning premix stage; often involved in reaction flavor generation or directly as a taste modulator; monitored by LC-MS to maintain trace-level composition for safety.

    Final product types

    • Low-sodium savory seasoning blends
    • Meat analog flavorings
    • Complex soup bases with enriched umami

    5. Precision Building Block for Agrochemical Active Synthesis

    Agrochemical development labs incorporate the molecule as a stereochemically defined precursor in the synthesis of new-generation plant protection agents, where chirality influences bioactivity and selectivity. The amino acid derivative supports the construction of targeted moieties for test compounds and pilot-scale actives, serving as a route toward environmentally conscious agrochemicals.

    Industry compliance standards

    • OECD Good Laboratory Practice (GLP) requirements for agrochemical development
    • ISO 17025 accredited laboratory procedures
    • EU Regulation (EC) No 1107/2009 for plant protection products
    • Chemical Facility Anti-Terrorism Standards (CFATS) for precursor handling

    Typical usage ratio

    • Employed at 0.9–1.4 mol equivalents relative to main synthetic backbone, adjusted during method optimization to maximize enantioselectivity and yield of the target active structure.

    Downstream process integration

    • Added in the enantioselective assembly stage; often protected pre-coupling, then unmasked for downstream derivatization; intermediate steps monitored for stereo- and regioselectivity before final purification by column chromatography or crystallization.

    Final product types

    • Chiral herbicide and fungicide actives
    • Research samples for plant biostimulant development
    • Test compounds for resistance management projects
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    More Introduction

    (2S,4R)-4-Methylglutamic Acid: Practical Uses and Insights from Production

    Understanding (2S,4R)-4-Methylglutamic Acid — From a Manufacturer’s Perspective

    Daily life inside a chemical plant constantly juggles the fine details of synthesis and the real-world needs of chemists, researchers, and formulators. Among specialty amino acids, (2S,4R)-4-Methylglutamic Acid stands out not just for its chirality but for how often scientists seek it for its unique configuration. Every batch in our facility is the product of rigorous selection in raw materials, thousands of reaction hours, and equally meticulous post-synthesis handling. People often focus on product purity and assay; on the factory floor, we pay just as much attention to process scalability, isolation of the desired diastereomer, and safe handling of intermediate compounds.

    The trusted model we offer matches the expected molecular formula and purity—what matters more is the reliability and traceability baked into every container. To the researcher concerned about batch-to-batch consistency: we monitor optical rotation, chiral HPLC, and residual solvent content because these parameters can affect both downstream yields and regulatory acceptance in pharmaceutical and specialty chemical development.

    Why the (2S,4R) Stereochemistry Matters

    Stereochemical precision isn’t a formality. The (2S,4R)-4-Methylglutamic Acid molecule draws its relevance from its exact configuration. At the plant, we see how different stereoisomers—despite sharing the same atomic formula—show remarkable differences in their reactivity and fit within enzyme binding pockets or synthetic pathways. When the goal is to build a peptide or install a side chain that needs biological fidelity to natural systems, the wrong diastereomer can compromise years of research. Large-scale production amplifies these distinctions; processes must be selective enough to avoid contamination by other isomers. Our technical team draws on decades of purification know-how, using crystallization and preparative chromatography—not just standard reactivity tests—to lock in the right isomer.

    This work pays off with a product that aligns squarely with what pharmaceutical developers and synthetic chemists require. Nearly every project, from bioactive compounds to metabolic pathway engineering, relies on that confidence. We have seen multi-stage syntheses falter when starting materials stray a few percentage points in their stereochemical integrity, especially as quality standards continue to tighten.

    Applications: Insights from Ongoing Collaborations

    The real utility of (2S,4R)-4-Methylglutamic Acid emerges in application. Our customers most often incorporate this amino acid in the design of conformationally restricted analogues of glutamate and related neurotransmitters. The methyl group at the 4-position locks the backbone in a way that sharply influences receptor selectivity and metabolic stability. Medicinal chemists designing enzyme inhibitors and agonists look for such substitutions because they allow for precise tuning of molecular shape and charge distribution. The fact that regulatory filings specify the stereochemistry ensures that manufacturers like us remain accountable not just for purity but for configurational accuracy throughout scale-up and distribution.

    In our own experience, process R&D teams value not just kilogram-scale supply but confidence that each batch matches the earliest milligram-scale lot used in discovery work. New applications have emerged rapidly over the last five years—from intermediates in the synthesis of heterocyclic scaffolds to chiral probes in biophysical studies. Peptide chemistry benefits, as well: when (2S,4R)-4-Methylglutamic Acid appears in a peptide chain, the difference from its isomeric counterparts shows up immediately during solid-phase assembly and in the behavior of its final, purified peptide. Researchers verify not just the assembly yield but the biological activity, often correlating their structure-activity relationship (SAR) charts with the exact isomer they received—and this keeps manufacturing accountability in sharp focus.

    Comparison with Related Amino Acids: Real-World Differences

    As a producer, we often field questions about why someone shouldn’t use racemic 4-methylglutamic acid, or substitute with a different stereo configuration like (2R,4S). While price or easy sourcing can sway initial choices, those who’ve switched between materials quickly report problems: unanticipated side products, loss of biological selectivity, or batch release delays. Unlike isoleucine or other branched-chain amino acids, subtle stereochemical shifts in (2S,4R)-4-Methylglutamic Acid actually reshape the side chain’s spatial orientation—altering how it fits into peptide helices or enzyme pockets. We’ve seen peptide library projects stumble because a supply chain mix-up sent the wrong isomer; recovery requires time-consuming re-synthesis, not just rerunning assays.

    Quality isn’t just about hitting a number on an assay certificate. Our differences start upstream. Factory engineers review and qualify every supplier of methylating agents, protected glutamic acid derivatives, and chiral auxiliaries. We have learned through failed scale-ups in the past that switching a minor reagent can push formation of off-isomers or raise impurity levels past the most conservative customer standards. Some manufacturers cut corners, relying on classical resolution or partial enrichment; in our experience, full-enantiomeric separation is costlier but absolutely critical in applications where a single misassigned peak can derail entire programs.

    Comparison with other glutamic acid analogues drives continuous process refinement, too. We meet with clients' chemistry directors who dig into how our processes diverge from run-of-the-mill syntheses. They ask about cross-contamination, cross-reactivity, and even environmental safeguards—many of which only become visible once production scales from banner flasks to full reactor trains.

    Supply Chain Perspectives: Maintaining Quality Under Real-World Constraints

    Reliability means tying together upstream chemical quality, transparent documentation, and batch-wise analytical checks. Each requalification involves raw material sourcing reports, regular supplier audits, and root-cause investigations every time an OOS (out-of-specification) event arises—even if it means taking production offline for a day or two to solve recurrent trouble spots. Having operated through resin shortages, global logistics slowdowns, and regulatory surprises, our team returned to the same principle every time: never compromise a diastereomeric ratio for the sake of deadlines.

    We have also had to adapt analytical methods as new regulatory guidelines arrive, especially in pharmaceutical fields where chiral purity now dominates over other metrics. Older tests like melting point and TLC have given way to chiral SFC, 2D NMR, and qNMR—technology investments that don’t always translate immediately to the bottom line but pay off by reducing customer rejections and maintaining confidence.

    Our team constantly evaluates trends—for example, the surging demand for chiral intermediates in the Asian generic pharmaceutical sector, or the rise of early-phase biotech companies needing gram to kilogram quantities without sacrificing analytical transparency. In these cases, fast turnaround and responsive document generation (including full chiral spectra, impurity profiles, and real-time batch tracking) support trust and enable faster audit clearance. We often end up educating newcomers on the regulatory and functional pitfalls of substituting high-purity, stereochemically specific intermediates with cheaper analogues.

    Regulatory and Safety Considerations: Learning from Experience

    Our processes are driven by changing regulations as much as by chemistry. Years ago, regulatory authorities focused only on primary purity and major impurities. Now, reviewers ask for diastereomeric ratios, residual metal content, and clarity on every synthetic step. We remember the shift well: it meant investments in new equipment, revised cleaning protocols, and a much tighter partnership with quality assurance teams. Routine audits and client inspections forced operational upgrades, from better air handling around chiral synthesis spaces to real-time batch monitoring and digital tracking across all production stages.

    There’s no shortcut through this maze. Meetings with pharmaceutical clients often focus less on product appearance and more on how we guard against cross-contamination and polymorph formation. Equipment must be validated, maintenance logs checked, and cleaning protocols enforced for every campaign. Close collaboration with safety officers and environmental engineers ensures that our plant’s waste stream complies with both local and international rules, especially as authorities worldwide increase scrutiny of specialty amino acid production. We recall several instances where customer audits uncovered minor fluctuations in residual solvent—every time, root-cause analyses followed by rapid changes in drying or storage kept us ahead of wider regulatory issues.

    Process Development: Lessons from the Floor

    Successful production of (2S,4R)-4-Methylglutamic Acid draws on knowledge passed down through cycles of optimization and troubleshooting. Unlike off-the-shelf reagents, specialty amino acids need carefully mapped process windows. Our chemists learned early that batch-to-batch consistency depends not just on the recipe but on the “silent” variables: pH drift during hydrolysis, air exposure during crystallization, or lot-to-lot differences in chiral auxiliaries.

    Collaboration between plant operators, analytical chemists, and R&D teams speeds up problem-solving. Every process must fit not just the product’s final requirements but the plant’s safety envelope. Problems do not always reveal themselves through product failures—instead, we spot them as slow-forming off-isomers or low-level color changes after scale-up. Our corrective actions range from adjusting quench times to tweaking solvent mixes or retraining staff in critical operations. There are days it feels like detective work, and cumulative know-how becomes our competitive edge.

    Sustainable growth has required repeated investment in process analytics. Adopting in-line chiral HPLC detectors, automating sample handling, and tracking process metrics in real time have allowed production to scale up smoothly. These upgrades demand time, capital, and a willingness to experiment with process variables—each step always scrutinized for unintended side effects. Control systems need regular review and continuous operator training.

    Customer Feedback: Meeting Real Research Demands

    Our closest collaborations come from customers who return again and again, often because they have struggled with inconsistent supply or questionable purity from other sources. We hear firsthand how switching from a generic, mixed-isomer product to our (2S,4R)-configured amino acid restores results, resolves ambiguous NMR spectra, or eliminates minor but crucial side products in advanced peptides. Listening to these stories shapes our priorities—from rethinking packaging to accommodate low-humidity handling, to developing faster turnaround on batch records for preclinical trial support.

    These collaborations shape not only our own processes but broader standards in the industry. Conversations at the bench turn up issues invisible to specification sheets—such as the real risk of cross-contamination if labeling or warehouse controls break down, or the impact of minor moisture fluctuations on long-term sample stability. We respond not just with technical solutions but with adjustments to documentation, customer support, and real-time consultation. Sharing lessons learned has produced a community of practice—one driven less by marketing claims than by open engagement with hard technical realities.

    Continuous Improvement and Innovation

    Innovation in the manufacturing of (2S,4R)-4-Methylglutamic Acid relies on learning from every success and setback. Each production cycle brings opportunities to refine reaction controls, waste management, and analytical verification. Pressure from evolving pharmaceutical standards pushes us to tighten residual solvent controls, invest in new crystallization techniques, and routinely recalibrate instruments. The most powerful improvements often follow deep dives into customer feedback or regulatory updates—identifying small but high-consequence risks in trace impurity formation or diastereomeric drift.

    We update technical teams regularly, drawing on industry conferences, peer conversations, and regulatory workshops to stay informed about emergent risks and best practices. We commit to method transparency, regularly updating SOPs and sharing as much analytical detail as competitive pressures and confidentiality agreements allow. This back-and-forth becomes part of our organizational DNA—driving not just compliance but the sense of pride and ownership that comes from making a real difference in advanced synthesis and research.

    Looking ahead, the market’s demand for higher-precision building blocks in pharmaceutical and biotech research shows no signs of slowing. Meeting this challenge requires dedication, openness to feedback, and willingness to invest in the people and systems that keep manufacturing trustworthy and responsive—even as regulatory and technical expectations continue to climb.

    Final Thoughts From the Production Floor

    The journey behind every packaged lot of (2S,4R)-4-Methylglutamic Acid traces through labs, production floors, and quality control suites. Each stage reflects hundreds of small choices: in sourcing, handling, testing, and logistics. The stakes go beyond price points or certificates—they touch the relationships with scientists and developers who stake years of work on the reliability of each batch. As manufacturers, our job is to keep processes transparent, invest in technical rigor, and ensure that the specialty amino acids we ship meet not only paper standards but the true needs of discovery and progress. Anyone who has faced the frustration of a failed synthesis—knowing a single misstep in stereochemistry caused it—will understand why we approach production with the kind of seriousness and attention to detail that comes from years spent at the interface of chemistry, safety, and trust.