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5-Methyl-DL-Tryptophan

    • Product Name 5-Methyl-DL-Tryptophan
    • Alias DL-5-Methyltryptophan
    • Einecs 262-102-1
    • 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

    128591

    Product Name 5-Methyl-DL-Tryptophan
    Cas Number 5269-38-1
    Molecular Formula C12H14N2O2
    Molecular Weight 218.25
    Appearance White to off-white powder
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in DMSO
    Storage Temperature 2-8°C
    Synonyms DL-5-Methyltryptophan
    Chemical Structure Indole ring with methyl group at position 5 and tryptophan side chain
    Canonical Smiles CC1=CC2=C(C=C1)NC=C2CC(C(=O)O)N
    Usage Biochemical research, enzyme inhibitor studies
    Inchi InChI=1S/C12H14N2O2/c1-8-2-3-10-9(7-8)5-6-14-11(10)4-12(13)15/h2-3,5,7,12,14-15H,4,6,13H2,1H3
    Optical Activity Racemic mixture (DL form)

    As an accredited 5-Methyl-DL-Tryptophan factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.

    Packing & Storage
    Packing The 5-Methyl-DL-Tryptophan is supplied in a 1 gram amber glass vial, securely sealed and labeled with chemical details and safety information.
    Shipping 5-Methyl-DL-Tryptophan is shipped in secure, tightly sealed containers to prevent contamination and moisture exposure. Packaging complies with chemical safety regulations and includes appropriate labeling. The shipment is handled as a non-hazardous material under standard conditions, but avoid extreme temperatures. Ensure prompt delivery to preserve the chemical’s integrity and quality.
    Storage 5-Methyl-DL-Tryptophan should be stored in a tightly closed container, protected from light, moisture, and incompatible substances. Store at 2–8°C (refrigerator temperature) in a cool, dry, well-ventilated area. Avoid excessive heat and direct sunlight. Ensure proper labelling, and keep away from strong oxidizing agents. Follow all applicable safety and handling guidelines while in storage.
    Application of 5-Methyl-DL-Tryptophan

    Applications of 5-Methyl-DL-Tryptophan in Industrial Manufacturing

    5-Methyl-DL-Tryptophan serves as a specialty amino acid intermediary driving advanced synthesis and high-value transformations in tightly regulated downstream sectors. We ensure batch consistency and documented traceability for each supply segment below.

    1. Pharmaceutical API Intermediate for Anti-Tumor Drug Synthesis

    Many pharmaceutical manufacturers employ 5-Methyl-DL-Tryptophan as a specific intermediate within multi-stage active pharmaceutical ingredient (API) production, especially for investigational and commercial anti-tumor compounds. Its methyl group modification supports the site-selective enzymatic or chemical construction of kynurenine pathway modulators and cytokine-inducible protein analogs. Downstream process engineers adjust input according to route complexity, with all handling steps recorded for cGMP validation. Extraction, purification, and chiral resolution steps utilize this material as a direct precursor under controlled clean room conditions.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • EU GMP Annex 1 and Annex 13
    • Ph. Eur., USP, and JP monograph reference inclusion (where applicable)
    • FDA DMF filing support

    Typical usage ratio

    • Ranges from 0.8% to 2.2% w/w in total reactant mass, tailored according to the synthetic route yield and batch scale; process chemists optimize ratio based on conversion efficiency and impurity control.

    Downstream process integration

    • Charged as a core substrate after initial condensation and prior to cyclization or side-chain modification; intermediate or final coupling reacts under protected or deprotected conditions.

    Final product types

    • Kynurenine pathway inhibitors for cancer immunotherapy
    • Selective IDO1 and TDO2 inhibitors
    • Clinical trial candidate APIs featuring tryptophan analog motifs

    2. Chiral Building Block for Peptide Drug Manufacturing

    Leading peptide synthesis firms use 5-Methyl-DL-Tryptophan as a non-standard amino acid insert in solid-phase peptide synthesis (SPPS) and solution-phase coupling, giving rise to uniquely modified peptides with enhanced pharmacokinetics. Its incorporation demands rigorous side group protection during chain elongation and subsequent global deprotection under validated conditions. The methyl modification imparts stability and modulates receptor affinity for biomedical applications. Analytical teams validate each insert step for enantiomeric purity and site integrity.

    Industry compliance standards

    • cGMP peptide manufacturing requirements per US FDA 21 CFR Part 210/211
    • ICH Q11 for development and manufacture of drug substances
    • European Pharmacopeia and USP standards for peptide APIs
    • Synthetic peptide impurity profiling guidelines

    Typical usage ratio

    • 1–3 equivalents per coupling cycle in SPPS, dependent on target sequence and scale; total incorporation rate set by peptide chain length and therapeutic endpoint.

    Downstream process integration

    • Introduced at predefined amino acid position during automated or manual peptide chain assembly; follows standard Fmoc/Boc protection and deprotection logic.

    Final product types

    • Methylated peptide-based drug substances
    • Pharma-grade peptide reference standards
    • Specialty peptide conjugates for molecular diagnostics

    3. Research Reagent for Cell Metabolism and Tryptophan Pathway Studies

    Contract research organizations and academic labs order 5-Methyl-DL-Tryptophan for controlled in vitro and in vivo studies of the tryptophan–kynurenine metabolic axis. It enables pathway inhibition or labeling in cellular and animal models, with precise dosing and lot traceability. Researchers add the compound directly to cell culture or inject as part of test protocols, following institutional safety and experimental reproducibility requirements. All shipments include QC documentation for reliable data correlation.

    Industry compliance standards

    • ISO 9001:2015 for research reagent quality
    • GLP (Good Laboratory Practice) as per OECD Principles
    • Institutional Biosafety Committee authorization
    • Compliance with regional chemical handling and transport regulations (e.g., REACH, TSCA, GHS labeling)

    Typical usage ratio

    • Final concentration set between 10 μM and 500 μM in cell culture media, determined by pathway inhibition assay design; animal dosing adjusted per kg bodyweight for in vivo studies.

    Downstream process integration

    • Direct addition to cell culture dishes or animal feed/injection solutions; dissolved just before use to maintain compound stability.

    Final product types

    • Cellular metabolism assay kits
    • Experimental feedstocks for animal models
    • Labeled biomarker research reagents for pharmaceutical screening

    4. Fine Chemical Intermediate for Agrochemical Discovery

    Agricultural biotechnology groups integrate 5-Methyl-DL-Tryptophan into early-stage synthesis of plant metabolic regulators and growth modulator candidates. Its site-specific methylation influences auxin-like activity, helping to screen new classes of pesticides and plant protectants. Downstream chemists document all handling and introduce the raw material at precursor synthesis or structure-activity relationship exploration stages. Full traceability and batch reproducibility facilitate regulatory filings for new agrochemical entities.

    Industry compliance standards

    • ISO 9001:2015 for specialty intermediate production
    • OECD Principles of Good Laboratory Practice (GLP)
    • EU Regulation (EC) No 1107/2009 governing agricultural chemicals
    • US EPA guidelines for registration of new active substances

    Typical usage ratio

    • Used between 0.5% and 5% of total precursor mass in pathway synthesis, with ratio optimized according to structure–activity screening feedback.

    Downstream process integration

    • Fed into core structure generation by chemical or enzymatic assembly prior to functional group elaboration or SAR screening; all input weights recorded for regulatory audit.

    Final product types

    • New chemical entities for crop growth regulation trials
    • Prototype agrochemical intermediate libraries
    • Patent-protected plant growth modifier candidates
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    Certification & Compliance
    More Introduction

    5-Methyl-DL-Tryptophan: A Practical Perspective from Our Synthesis Floor

    What Is 5-Methyl-DL-Tryptophan?

    5-Methyl-DL-Tryptophan stands out among tryptophan analogs for its specific chemical profile and practical utility. In our facility, we synthesize this compound through a blend of targeted organic reactions and strict material selection. The DL designation signals a racemic mixture, resulting in a balanced presence of both enantiomers. Chemically speaking, the methyl group at the 5-position of the indole ring sets it apart from plain tryptophan or its 5-hydroxy counterpart. This subtle structural adjustment opens doors for biochemical research and specific manufacturing applications.

    How We Handle Synthesis and Quality

    Every batch of 5-Methyl-DL-Tryptophan begins in our controlled synthetic environment. We source raw material intermediates with traceability and assess purity at every stage. Our workers monitor each reaction step for yield and stereochemistry, as the mixture’s D- and L-forms can behave differently in downstream use. Filtration, crystallization, and final drying use stainless steel and glass-lined equipment, with process checks logged in real time. Certain impurities signal problems upstream, so we cross-check every lot using analytical HPLC and chiral chromatography. Final specifications show greater than 98% chemical purity within the expected melting point range, with moisture and heavy metals below accepted thresholds for chemical intermediates.

    Physical Specifications from Our Floor

    On the plant floor, 5-Methyl-DL-Tryptophan appears as a white or slightly off-white crystalline powder. Most chemists in the lab weigh and handle it easily; the compound flows and blends well in standard glassware, though static can affect handling on very dry days. Our analytical team measures melting point and loss on drying for each lot, flagging any deviation in purity or moisture pickup as indicators for reprocessing. The powder dissolves in dilute acid and alkali, and moderates in neutral water, which aids in biological experimental design.

    Distinct Advantages in Lab and Industry

    One question customers often ask us: Why use 5-Methyl-DL-Tryptophan instead of regular tryptophan or other analogs? The distinction comes down to both reactivity and application. By adding a methyl group in the 5-position, the molecule resists some enzymatic breakdown routes that would otherwise consume plain tryptophan. Some researchers build on this resistance in cell culture or enzyme inhibition studies. Growth media designers and pharmaceutical developers sometimes incorporate this molecule to probe tryptophan biosynthesis or block unwanted metabolic pathways in microorganisms.

    Because we manufacture 5-Methyl-DL-Tryptophan from basic reagents, we control both the racemization and overall chemical integrity. Many customers find value from our consistent product, especially as literature data often depends on reliable, well-characterized material. Researchers studying tryptophanase or indole-related enzymology encounter sharper selectivity with this analog—its methyl group can slow or prevent certain enzymatic transformations, giving clearer assay results.

    Key Differences Compared to Other Tryptophan Analogs We Produce

    Across our portfolio, 5-Methyl-DL-Tryptophan shows unique behavior next to both DL-Tryptophan and 5-Hydroxy-DL-Tryptophan. Native tryptophan’s indole ring lacks the fifth-position methyl; this seemingly minor chemical shift influences not just solubility but also which microbial enzymes can process the compound. In practical feedback from customers, fermentation and selection studies show different growth curves and enzyme kinetics versus standard tryptophan, affecting downstream work in strain engineering and pathway modulation.

    The hydroxy analog, 5-Hydroxy-DL-Tryptophan, enters distinct metabolic routes relevant to serotonin production and neurochemical studies. Our 5-Methyl-DL-Tryptophan sees more use for metabolic inhibition, microbial selection, and resistance marker studies. Researchers often report greater stability and fewer side reactions than with hydroxy variants.

    Process Safeguards and Consistency

    We rely on a rigorous batch protocol, not just paper checklists. Material handling systems reduce cross-contamination risk. Technicians train on recognizing signs of inadequate racemization or incomplete methylation. Daily sample analysis ensures reaction endpoints yield clean, reproducible material. The record shows up in our customer feedback, with repeat buyers citing dependable product quality. Troubleshooting live on the floor, our operators track anomalous readings back to input raw materials or minor adjustments in temperature and pH during synthesis.

    Usage Applications: What We See in the Field

    Pharmaceutical and bioscience researchers use 5-Methyl-DL-Tryptophan to study biosynthetic pathways and enzyme resistance. Many labs test this product as a selective agent in engineered bacteria or yeast, using the molecule’s resistance to tryptophanase-type enzymes to select for modified strains. Its role in pathway inhibition helps pause specific metabolic steps, clarifying biological processes that would otherwise be masked by rapid catabolism.

    Academic groups use this material in classic feedback inhibition studies, probing how enzymes and cells respond to chemical analogs. In industrial biotech, we see demand from teams exploring new routes to amino acid derivatives and metabolic engineering of specialty organisms. The methyl substitution minimizes unwanted metabolic side products, which matters for fine-tuning fermentation or screening for enzyme mutants.

    How Customers Handle and Prepare 5-Methyl-DL-Tryptophan

    From decades of supplying analytical grade amino acid analogs, our team has fielded many user questions. Most dissolve the powder in dilute acidic buffer or sterile water, filter sterilize, and add to culture flasks or microplates. Some customers prepare stocks at tenfold or hundredfold working concentration and freeze aliquots for repeated use. For chemical synthesis and larger fermentation runs, direct powder addition and controlled pH adjustment help maintain solubility.

    Customers handling gram or multi-kilogram lots prefer sturdy, airtight containers to avoid moisture pickup and clumping. Our batches ship in sealed polyethylene liners, boxed and labeled with detailed batch analytics. Consistent handling leads to reproducible results, which we support through ongoing feedback, troubleshooting, and transparent specification sharing.

    What Sets Our Production Apart

    Producing 5-Methyl-DL-Tryptophan in-house allows us to adapt process details to evolving research needs. Rigorous control means each batch matches stringent protocols, avoiding lot-to-lot variability that can sabotage carefully designed assays. Our chemists adjust reaction conditions as needed—slight tweaks to temperature curves or reagent addition rates keep the product in spec.

    On the shop floor, every detail counts. Teams adjust for seasonal humidity and batch size, tweaking filtration and drying times to prevent caking or dust generation. The plant’s internal feedback loop quickly catches any deviation in product texture, color, or solubility. Instead of treating each batch as just another lot, we treat the output as a crucial input for researchers exploring the unknowns of cell biology or industrial chemistry.

    Quality Control: Our Commitments in Action

    We analyze every lot not only for chemical purity but also for consistency in expected performance. Instruments scan for residual solvents and trace metals, cross-confirmed by outside labs when needed. Each release certificate points to data reviewed in-house: HPLC trace overlays, IR spectra, chiral testing results. Moisture control and particle sizing get particular attention, because some customers require specific handling profiles for laboratory automation or high-throughput workflows.

    In the rare event of performance complaints, we map the problem back to batch sheets and test-lab samples, sometimes running small reconfirmation syntheses. With real-time monitoring and end-to-end records, our teams keep a clear line of sight from raw material intake to finished chemical shipment. This safeguards not just our reputation, but the reliability of downstream discoveries by our customers.

    Usability Insights from Our Customers

    Some clients deploy this compound to screen libraries of engineered organisms for resistance traits. Feedback notes clean, consistent selection windows, without oddball colony phenotypes seen with older or impure batches. In fermentation, reliable methylation translates to a tight range of activity, letting process engineers dial in dosages to shape yield curves and cut down on wasted substrate or side product levels.

    In clinical research, especially metabolic and enzymology studies, we’ve supported teams looking for sharp, reproducible inhibitory effects in cell-free systems. After switching to our material, these groups send us updates on experiment reproducibility, data consistency, and decreased background noise. It matters in competitive grant environments and publication deadlines to trust that the chemical variable in a pathway block stems from well-verified batch data, not off-the-shelf vendor uncertainties.

    Safety, Storage, and Handling—From Experience

    We guide shipping and use based on first-hand handling realities. Technicians in our plant use full PPE, from lab coats and gloves to standard dust masks when weighing and transferring powder stock. Material moves in sealed vessels, never open to air for extended periods, and storage occurs in humidity-controlled rooms to avoid both caking and decomposition risk.

    On customer sites, we recommend storage in cool, dry places away from light. After multiple freeze-thaw cycles, minor clumping can occur, but this causes no loss in activity; a quick tap and it disperses. For facilities with high-throughput use, we suggest dividing material into small, single-use containers to minimize repeated air exposure.

    Industry Trends and Ongoing Challenges

    Over the past decade, we’ve watched 5-Methyl-DL-Tryptophan move from a specialty reagent for a handful of metabolic labs to a more regularly requested item for larger biotech, academic, and even some pharma teams. This rise traces back to surging interest in engineered biosynthetic pathways, selection-marker technology, and metabolic enzyme characterization.

    One industry challenge relates to sourcing high-purity starting materials cost-effectively, especially as demand volumes increase. Not all suppliers meet our incoming trace metal or impurity benchmarks, so our sourcing team reviews and audits vendors regularly. To protect end users, we occasionally reject whole lots of starting material based on even minor deviations from purity specs.

    Another challenge: as regulatory ceilings on contaminants get stricter, we adjust in-house cleaning, wastewater management, and batch documentation to keep pace. This means retraining staff, updating SOPs for each equipment wash protocol, and sometimes running pilot-scale tests before introducing a full-scale change to the process. We keep environmental and safety compliance as part of our everyday work, not a separate afterthought.

    Supporting Research Integrity through Expert Manufacturing

    Customers pursuing breakthroughs in cell biology, drug discovery, or metabolic engineering set exacting standards. They need reagents that perform identically from batch to batch, with no surprises. As the original manufacturer, we share their priorities because any fluctuation in our process would reverberate through hundreds of downstream experiments.

    For users designing studies of tryptophan metabolism or looking to screen for resistant mutants, confidence in the methylation site and DL racemization makes results defensible and reproducible. Our batch records, analytical results, and open support allow research teams to publish, patent, or scale processes without fearing unknown variables from the reagent supply side.

    Solutions for Emerging User Needs

    As end users push into new biological terrains and techniques, we adapt our process and support practices. Protocols shift for growing batch sizes or specialty purities. Supply chain teams forecast based on customer discussion and industry trends, not just last year’s orders. We engage with advanced labs on special batch requests—pilot lots, alternative particle sizes, or co-formulants designed for specific enzyme or pathway screens.

    Our technical team fields user questions and application notes. We share troubleshooting tips from real-world synthesis and application, such as managing solubility issues or verifying chemical identity with LC-MS, NMR, or colorimetric probe reactions. We understand that no two projects or customers face the exact same hurdles; our feedback channels and adaptable batch protocols mean we can tailor solutions rapidly.

    By controlling the end-to-end production and keeping open lines with research teams, we provide more than just bags or jars of powder. We help customers clear the chemical hurdles between question and breakthrough.