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N-Benzyloxycarbonyl-L-Asparagine

    • Product Name N-Benzyloxycarbonyl-L-Asparagine
    • Alias Z-Asn
    • Einecs 242-888-3
    • 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

    435510

    Chemical Name N-Benzyloxycarbonyl-L-Asparagine
    Cas Number 3685-53-6
    Molecular Formula C12H14N2O5
    Molecular Weight 266.25
    Appearance White to off-white solid
    Melting Point 155-158°C
    Purity Typically ≥98%
    Solubility Slightly soluble in water, soluble in organic solvents
    Storage Temperature 2-8°C
    Iupac Name (2S)-2-[[(Benzyloxy)carbonyl]amino]butanediamide
    Smiles C1=CC=C(C=C1)COC(=O)NC(CC(=O)N)C(=O)O
    Usage Peptide synthesis intermediate
    Optical Rotation [α]20_D +16° (c=1, EtOH)
    Synonyms Z-Asn-OH; CBZ-L-Asparagine
    Ec Number 222-923-7

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

    Packing & Storage
    Packing The chemical N-Benzyloxycarbonyl-L-Asparagine (5 grams) is packaged in a sealed amber glass bottle with a tamper-evident cap.
    Shipping N-Benzyloxycarbonyl-L-Asparagine is shipped in tightly sealed containers, protected from moisture and light. It is packed with appropriate cushioning to prevent damage during transit and labeled according to relevant chemical shipping regulations. The substance is handled as a non-hazardous, stable solid under normal shipping conditions, ensuring safe and efficient delivery.
    Storage N-Benzyloxycarbonyl-L-Asparagine should be stored in a cool, dry, and well-ventilated area, away from light and moisture. Keep the container tightly closed when not in use. Ideally, store at 2-8°C (refrigerator) to ensure stability. Avoid exposure to incompatible substances and sources of ignition. Ensure proper labeling and follow all applicable safety guidelines for handling chemicals.
    Application of N-Benzyloxycarbonyl-L-Asparagine

    Applications of N-Benzyloxycarbonyl-L-Asparagine in Industrial Manufacturing

    N-Benzyloxycarbonyl-L-Asparagine serves as a specialty protected amino acid intermediate supporting high-value synthesis in fine chemical and pharmaceutical sectors. Our extensive production experience ensures traceable quality and batch-to-batch reliability, meeting the diverse requirements of industrial partners engaged in downstream peptide research, specialty APIs, and biochemical reagent manufacturing. Below we detail the material’s established, traceable industrial applications and alignment with prevailing compliance, process integration, formulation, and product output needs.

    1. Peptide Active Pharmaceutical Ingredient (API) Synthesis

    As a critical component in solid-phase peptide synthesis (SPPS), this protected asparagine derivative streamlines the assembly of complex peptide chains intended for therapeutic APIs. Its selective carbobenzyloxy (Z) protection enables controlled coupling and deprotection cycles, reducing analytical impurities and facilitating regulatory-compliant yields in cGMP environments.

    Industry compliance standards

    • ICH Q7: Good Manufacturing Practice for Active Pharmaceutical Ingredients
    • US FDA cGMP for APIs (21 CFR Part 210/211)
    • EU EudraLex Volume 4, Part II – GMP for APIs
    • Ph. Eur. and USP monographs on peptide substances

    Typical usage ratio

    • 0.9 – 1.1 molar equivalents per asparagine residue, adjusted for peptide sequence length and resin capacity

    Downstream process integration

    • Incorporated during initial coupling steps of SPPS on resin, following resin swelling and pre-activation with coupling reagents

    Final product types

    • Therapeutic peptides (e.g., parathyroid hormone analogs, peptide antibiotics)
    • Peptidomimetic drug candidates
    • Custom peptide APIs for clinical development

    2. Research-Grade Peptide Synthesis Reagents

    Research laboratories and biotech companies utilize this derivative when producing high-purity peptide fragments for in vitro screening, assay development, and proteomics workflows. The stable Z-protection provides reproducible reactivity within automated and manual peptide synthesis stations, enabling targeted insertion of blocked asparagine into complex sequences.

    Industry compliance standards

    • ISO 9001:2015 Quality Management Systems
    • REACH Regulation (EC) No 1907/2006
    • ISO/IEC 17025:2017 Accreditation for Laboratory Reagents (where applicable)

    Typical usage ratio

    • 1.0 – 1.2 equivalents per coupling step, adjusted for scale and equipment

    Downstream process integration

    • Dosed directly into peptide synthesizer reactors with pre-activated carboxyl groups, followed by coupling and multistage purification

    Final product types

    • Analytical reference peptides
    • Research assay standards
    • Custom peptide fragments

    3. Specialty Drug Intermediate Manufacturing

    CDMO and specialty pharma manufacturers integrate this protected amino acid to build sequence-specific drug intermediates, particularly when developing modified peptides for metabolic, oncology, or immunotherapy applications. Its protection profile simplifies scale-up for clinical lot manufacturing while ensuring consistent reactivity and manageable purification steps.

    Industry compliance standards

    • ICH Q11: Development and Manufacture of Drug Substances
    • Global GDP guidelines for pharmaceutical intermediates
    • Local pharmacopeias and regulatory dossiers for IND/IMPD submissions

    Typical usage ratio

    • Varies between 0.95 – 1.05 equivalents per synthetic step, tailored according to intermediate complexity and downstream purification yield

    Downstream process integration

    • Charged during protected oligomer assembly, prior to selective hydrogenolysis to remove Z-group downstream

    Final product types

    • GMP-grade protected peptide intermediates
    • Modified peptide chains for prodrug synthesis
    • Semi-synthetic pharmaceutical precursors

    4. Biochemical Assay Substrate Preparation

    Producers of biochemical assay kits employ this raw material to synthesize specific peptide substrates used in target identification, kinase profiling, and enzyme kinetics. Its protection facilitates stepwise elongation and site-directed modification, supporting high assay reproducibility and batch quality.

    Industry compliance standards

    • ISO 13485:2016 for in-vitro diagnostic (IVD) manufacturing
    • OECD Principles of Good Laboratory Practice (GLP)
    • REACH Regulation (for supply chain safety)

    Typical usage ratio

    • 1.0 equivalent per intended asparagine residue in oligopeptide substrate synthesis

    Downstream process integration

    • Introduced at designated coupling steps in custom substrate production workflows, with subsequent purification for assay readiness

    Final product types

    • Peptide substrate components for fluorescence or luminescence assays
    • Enzymatic assay panels
    • Customized substrates for diagnostic test kits
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    Certification & Compliance
    More Introduction

    N-Benzyloxycarbonyl-L-Asparagine: Precision in Protected Amino Acid Manufacturing

    The Workhorse in Peptide Synthesis

    N-Benzyloxycarbonyl-L-Asparagine (Z-Asn-OH) always turns up on synthetic chemists’ request lists, and not without reason. Our factory lines run every week to keep up with growing orders, seeing demand rise across both investigative drug development and established peptide pipelines. The Z group gives asparagine a protective shell that holds steady through the tough steps of peptide chain assembly, shielding the reactive amide side-chain from unwanted cross-linking, especially on longer runs where side-reactions creep in more often. Z-Asn-OH’s trim formula comes from years of steady improvement in benzyloxycarbonylation: C12H14N2O5, a white to off-white crystalline powder, handled with as much respect on small pilot kilns as on full commercial reactors. By tuning in to solvent shifts, controlling water content during reactions, and preserving optical purity, our teams consistently achieve a product that meets stringent purity standards above 98%.

    Why Z-Asn Over Other Protected Asparagines

    Over decades, bulk suppliers tried other protection—Boc, Fmoc, both standbys for peptide synthesis. Z group stands apart for more than just its history as one of the earliest protective groups in peptide chemistry. For solid-phase or solution-phase synthesis, N-Benzyloxycarbonyl-L-Asparagine delivers clean removability with hydrogenolysis, leaving no trace and preserving amino acid sequence. Many peptide chemists swear by its reliability, especially for sequences with multiple asparagine residues. Fmoc-protected asparagine can be tough to cleave under base, and Boc’s acid lability can prematurely release your protected asparagine. Avoiding these pitfalls can save thousands of dollars in both failed batches and time spent troubleshooting.

    On our production floor, monitoring batch yields and tracking customer feedback shows that Z-Asn-OH offers the highest performance when used in longer and more hydrophobic peptide chains that struggle with solubility. Its intermediate polarity, mild reaction profile, and history of low side-product formation provide steady quality, even for newcomers scaling up from milligrams to multi-kilogram lots. Our chemists often highlight that, although Fmoc-protected asparagine earned its stripes for automated peptide synthesizers, its higher cost and trickier storage conditions lead major pharma houses to stick with Z-protected amino acids for initial studies and even GMP validation batches.

    Manufacturing Process: Control and Consistency

    Trade experience sharply reminds us: inconsistency spells disaster in peptide synthesis. We realized early that reaction water, starting material freshness, and exact pH can swing not just product yields but also impurity levels. In our plant, Z-Asn-OH production goes through rigorous stages. L-Asparagine is sourced from validated fermentation pathways, minimizing racemization risk. After ensuring a dry and controlled reaction environment, we add benzyloxycarbonyl chloride under alkaline buffering, cooling, and constant agitation. Transitioning through organic extractions, careful solvent removal, and multiple crystallizations means product meets GMP pre-cursor demands and even exceeds compendial tests for known related substances.

    We keep an eye on not just HPLC purity, which buyers check first, but also on less-discussed markers like moisture content, heavy metal residue, and optical rotation. At our scale, even trace contaminants can disrupt downstream processes, clog columns in chromatography, or impact bioactivity. Repeated scale-up trials taught our team the small tricks that make big differences. Adjusting the rate of ZCl addition controls foaming and over-reaction, sparing yields. Consistent use of chilled water jackets, strict oxygen avoidance during hydrogenolysis, and prompt product isolation keep Z-Asn-OH as close as possible to a single, defined peak on analytical spectra. That discipline reaches through every lot number shipped.

    Beyond the Specification Sheet: What Buyers Often Learn the Hard Way

    It’s tempting to compare catalogue specs, but behind those numbers sit risk and reliability factors you won’t find online. In our direct dealings with research chemists, we hear how failed deprotections or mystery byproducts always trace back to impurities in protected amino acid starting points. Some projects only catch these issues after multi-step syntheses, burning weeks—or months—of work. Chasing down the source sometimes reveals a small change: solvent batch switched in a rush by a third-party trader, or a warehouse storage slip letting moisture creep in, driving hydrolysis.

    We advise research teams to work directly with manufacturers because only at the source can you trace every variable. Our quality protocols started over a decade ago, learning from batch recalls that stung both us and our partners. Now, continuous improvement includes feedback loops: biological testing, accelerated stability runs, and open-door policies for process audits. Researchers benefit when their raw ingredient supplier takes such measures seriously. A peptide chain only moves as smoothly as its weakest building block; purified Z-Asn-OH gives downstream reliability you can’t achieve with lookalike material.

    Where Z-Asn-OH Finds Its Audience

    You’ll find Z-Asn-OH in many surprising places. Pharmaceutical groups draw on it not just for research-stage peptide lead optimization, but also in validating batches for clinical trials, where each impurity must be mapped and proven safe. Some crop protection and agrochemical developers incorporate protected asparagine derivatives in libraries screening new modes of action. Diagnostic reagent companies and enzyme manufacturers use it to synthesize chromogenic and fluorogenic peptide substrates for sensitive assays. We also supply biomedical innovators making asparagine-based dendrimers and nanomaterials, a growing field moving far beyond its roots in basic biochemistry labs.

    Requests occasionally land in our customer service queue from food sector R&D teams investigating the Maillard reactions of protected amino acids, looking for new flavors or browning profiles under processing. The broad spectrum of uses keeps our technical service lines active, with regular back-and-forth about conditions for deprotection, solubility in custom solvents, and compatibility with emerging coupling agents. This open dialogue with users presses us to constantly sharpen both our synthesis and quality controls so customers aren’t caught off guard by variables untested in standard pharmaceutical applications.

    Comparison With Other Protected Asparagines in the Market

    In the open market, Fmoc-Asn and Boc-Asn float beside Z-Asn-OH, each with champions among different labs. Yet we often see new inquiries stem from failures with these newer groups. Boc-protection, appealing for its acid-liability, can cause instability during storage under humid or warm conditions. Degassing and careful environmental controls only go so far before shelf life emerges as a limiting factor. On the other end of the spectrum, Fmoc-Asn finds popularity in automated synthesizers, but its base cleavability sometimes brings unwanted byproduct formation, especially for asparagine-rich peptide sequences.

    The Z group brings balance. Our in-process monitoring and trace metals assessment minimize variables during entire runs, streamlining purification at every scale. The classic hydrogenolysis removal conditions appeal to both traditional and modern synthesis groups, eliminating concerns over harsh acid or reactive bases. We see academics and industry players using Z-Asn-OH for cycles of sequence assembly and chain extension where conditions require robust, selective protection but no downstream complications. Feedback over the years, supported by repeat bulk orders for synthesis campaigns, keeps us invested in refining this workhorse product.

    Usage and Handling in Research and Production Settings

    Chemists across the globe prize reliability. In routine practice, Z-Asn-OH dissolves well in common polar organic solvents, giving trouble-free dosing and straightforward coupling to activated carboxylic acids. The product holds up through routine storage at controlled temperature; years of logbook entries show rare degradation even across hundreds of inventory cycles. Our technical group routinely helps address concerns about batch-to-batch variability or adaptation to automated systems. With Z-Asn-OH, most coupling agents—DCC, EDCI, HATU—all function predictably, without introducing side-product spikes.

    Most of our clients report discovery work in grams before moving to hundreds of grams or kilograms. They share back performance reports noting that Z-Asn-OH’s purity supports longer sequence assembly, with smallest possible side-chain deamidation, racemization, or contamination. Many bioactive peptides require side-chain intactness to trigger results in screening platforms—reliable protected asparagine is no minor issue. Pharmaceutical clients use this product to build neuropeptides, enzyme inhibitors, and hormone analogues for testing in both animals and cellular platforms, often as a precursor for patented therapeutics. Rapid, predictable removal of the protective group occurs via hydrogenolysis, fitting neatly into pipelines for scale-up or route optimization.

    Addressing Impurity Control and Regulatory Challenges

    Increasing regulatory tightness brings greater focus on trace impurities—residual solvents, heavy metals, and enantiomeric purity. Our historical data shows that even minor lapses in synthesis control can lead to O-benzylated byproducts or trace metals from hydrogenation catalysts. As a manufacturer, diligence means always pushing testing sensitivity and reviewing historical out-of-spec events to upgrade handling protocols.

    Our GMP-compliant facilities track each lot for over two years, meeting evolving norms for pharmaceutical precursor traceability. Beyond HPLC, we review GC, LC-MS, and elemental analysis to catch possible hidden risks. Partners benefit from access to documentation, including stability studies, custom certificates of analysis, and on-request impurity mapping. We actively invite audit teams to walk our lines, looking to foster a confidence level rare in markets crowded with unregulated, white-label resellers.

    Continuous Improvement: Responding to Customer Feedback

    Chemistry is not frozen; every month, we review new research and listen to feedback from the lab floor to regulatory meetings. Customers continually push for purity thresholds, higher batch yields, faster deliveries, and raw material transparency. These challenges keep our plant teams moving forward: pilot process upgrades, revised purification steps, control of solvent residues, and tighter packaging. Every time a customer reports an unusual mass spec peak, the learning from that single batch shapes process checks across following runs. By maintaining an open door to dialogue, we act on what scientists encounter every week in the lab—not just spec points, but handling quirks and real outcomes down the synthetic pipeline.

    Environmental and Safety Considerations

    Modern manufacturing means more than product yield and specifications. Teams in production invest heavily in minimizing waste, reclaiming solvents, and controlling emissions at each stage. N-Benzyloxycarbonyl-L-Asparagine synthesis produces organic waste, so we direct solvents into recovery units and collaborate with downstream recyclers. Everyone handling Z-Asn-OH follows standard lab PPE and dust control due to its powder form; open communication ensures issues don’t spiral into safety incidents.

    Globally, laboratories turn more attention toward sustainable sourcing and safer chemical lifecycle management. Over the last decade, we switched to greener solvents where possible and maximized energy efficiency in purification cycles. As suppliers to many markets, including sensitive pharmaceutical, diagnostic, and food R&D teams, our shared responsibility lies in both safe ingredients and responsible footprint. Auditable process logs and annual environmental records ensure operational safety echoes product safety, closing the loop between quality and responsibility.

    Looking Ahead: Innovation and Collaborative Growth

    Growth in peptide science continues to accelerate, with new platforms demanding higher standards from amino acid building blocks each year. Our job links chemistry bench work with industrial reliability. New coupling methods, evolving protection chemistries, and custom functionalized asparagine derivatives all surge in requests. Every technical inquiry or sample request opens the door to new fields—targeted radioligand therapeutics, smart-material scaffolds, next-generation diagnostics.

    Trusted partnerships with researchers at universities, biotech incubators, and pharmaceutical majors yield direct feedback for process improvement. These relationships fuel not just better Z-Asn-OH but entirely new classes of protected amino acids, tuned to emerging scientific needs. Chemists starting with small vials can trust that the same material runs on full-scale campaigns without translation gaps. The knowledge built across our manufacturing floors over years means every new project builds from a real, shared foundation of experience, minimizing risk and expanding the useful boundaries of protected asparagine chemistry.

    Summary: Reliable Foundations for Leading-Edge Science

    N-Benzyloxycarbonyl-L-Asparagine stands as one of the most proven protected amino acids in research laboratories and production facilities worldwide. Its consistency, purity, robustness, and open adaptability to countless synthetic environments have made it the backbone of countless projects, publications, and therapeutic breakthroughs. We stand behind every lot released, understanding the risks at every stage—and knowing the pressure customers face to deliver reliable results on tight schedules.

    By investing in process insights, strict quality management, hands-on customer feedback, and responsible environmental practices, we aim to keep Z-Asn-OH both a reliable choice for existing users and an accessible solution for innovators tackling tomorrow’s toughest problems. That commitment flows from every reactor batch, every quality check, and every email exchanged with teams at the cutting edge of chemistry. Choosing N-Benzyloxycarbonyl-L-Asparagine direct from a knowledgeable, engaged manufacturer means winning time, reducing stress, and most importantly—gaining a foundation for results that move projects forward.