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HS Code |
645971 |
| Name | Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester |
| Synonyms | Fmoc-Glu(OAllyl)-OH, Fmoc-Glu(O-Bzl)-OH |
| Chemical Formula | C26H23NO6 |
| Cas Number | 71989-19-4 |
| Appearance | White to off-white powder |
| Purity | Typically ≥98% |
| Solubility | Soluble in DMF, DMSO, and common organic solvents |
| Melting Point | 122-126°C |
| Storage Temperature | 2-8°C |
| Protected Groups | Fmoc (N-terminal), Benzyl ester (γ-carboxyl) |
| Application | Peptide synthesis |
| Optical Rotation | [α]20/D +14.0° (c=1, DMF) |
| Inchi Key | QFJMVYUBFQTTQC-UHFFFAOYSA-N |
As an accredited Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester factory, we enforce strict quality protocols—every batch undergoes rigorous testing to ensure consistent efficacy and safety standards.
| Packing | The packaging is a sealed amber glass bottle containing 25 grams of Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester, labeled with chemical details. |
| Shipping | Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester is typically shipped at ambient temperature in tightly sealed, moisture-resistant containers. The packaging ensures minimal exposure to light and air to maintain product stability. Proper labeling and documentation for safe handling and regulatory compliance are included, and express delivery options are available to preserve product quality. |
| Storage | **Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester** should be stored in a tightly sealed container, protected from light and moisture. Store at 2-8°C (refrigerated), in a well-ventilated area. Avoid sources of ignition and incompatible materials such as strong acids or bases. Ensure the container is clearly labeled and limit exposure to air to prevent degradation or hydrolysis. |
Applications of Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester in Industrial ManufacturingFmoc-L-Glutamic Acid-Gamma-Benzyl Ester serves as a specialized building block in advanced peptide synthesis and related industrial processes. Its structure supports specific protected peptide backbone extensions, enabling high selectivity and process control in industries with demanding regulatory requirements. Below, we detail its authentic application scenarios in the pharmaceutical, biotechnology, diagnostics, and contract manufacturing sectors. 1. Solid-Phase Peptide Synthesis (SPPS) for Pharmaceutical ActivesPharmaceutical manufacturers integrate this raw material into SPPS for the precise assembly of therapeutic peptides, focusing on modified or acid-functionalized peptide drugs. The gamma-benzyl protection allows orthogonal deprotection and safeguards functional groups during repetitive chain elongation, directly impacting final peptide sequence integrity as required by current good manufacturing practices. This intermediate is most commonly used in the construction of glutamic acid-containing peptides where controlled side-chain protection remains critical for purity and yield. Industry compliance standards
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2. Synthesis of Peptide-Based Diagnostic ReagentsInventories for diagnostic reagent production rely on this ester to incorporate protected glutamic acid moieties in short synthetic peptides, utilized as antigens or calibrators in diagnostic assays. Its use ensures minimal side reactions, critical for developing lot-to-lot consistent immunoassay components and affinity tags. Facilities monitor incoming batch purity to align with stringent ISO and medical device regulations. Industry compliance standards
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3. Biotechnological Research-Grade Peptide SynthesisContract research and biotech labs require this protected glutamic acid ester for custom peptide projects, especially when producing site-specific modified peptides for structural biology or protein-protein interaction studies. It maintains side-chain integrity under diverse deprotection and cleavage regimens, which is essential when exploring non-standard amino acid sequences or labeling approaches where uncontrolled side-chain reaction would cause analytical interference. Industry compliance standards
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4. Contract Manufacturing for Peptide Vaccine Subunit ComponentsSpecialty contract manufacturers apply this compound in vaccine subunit manufacturing, where glutamic acid residues in antigenic peptides require stable protection through process steps until final assembly. The gamma-benzyl ester ensures site-specific deprotection aligns with complex multi-step conjugation workflows, supporting production runs that must demonstrate validated impurity profiles and batch traceability under international pharmacopeial standards. Industry compliance standards
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In our decades of hands-on experience producing amino acid derivatives, Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester has held an important role in the synthesis labs that demand selectivity as a matter of routine. Years of feedback from research chemists, procurement specialists, and process engineers have shaped our approach not simply to making this compound, but to optimizing it for the users who rely on consistent results. Our team spends countless hours monitoring the context in which peptide chemistry evolves and adjusting our manufacturing controls in response to those shifts—realistically, nearly every substantive change in our Fmoc line has been an answer to an issue raised by direct users.
Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester often becomes indispensable in Fmoc solid-phase peptide synthesis, especially where the gamma-carboxylate protection matters most. Research, both fundamental and applied, enthusiastically reports that the gamma-benzyl group guards against undesired side reactions without intruding on downstream steps or complicating final deprotection. In our workshops, synthetic chemists usually ask for it when faced with sequences where glutamic acid’s side-chain carboxyl group could otherwise react during coupling or chain elongation. Using Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester has helped many groups limit side-product formation, ultimately boosting the purity of final peptides.
Model numbers and cataloging are less meaningful to us than the story of each batch—gamma-benzyl protection gives this amino acid a unique position in any peptide chemist’s toolkit. The Fmoc group, widely adopted for N-terminal protection, is introduced with precision using fluorenylmethyloxycarbonyl chloride, and we apply gamma-benzyl accordingly for the side-chain. Our process avoids excess heat and moisture at every stage, based on results from years of pilot batches under various process conditions. By tracking minor shifts in reaction parameters, we’ve seen how even small lapses in protection or purity result in significant headwinds for researchers downstream. For this reason, each kilogram we ship reflects what we’ve learned from actual feedback—no batch leaves the facility without testing for residual solvents, chiral purity, and completeness of side-chain protection.
Instead of repeating rote industry benchmarks, let’s talk about what specifications really mean in lab or pilot plant use. The white crystalline powder form is not accidental—it’s a deliberate result of slow, solvent-controlled crystallization and careful drying protocols. We focus on tight moisture content control because traces of water threaten the delicate balance required in peptide chain assembly. Purity routinely exceeds 99.0% by HPLC, with enantiomeric excess measured against robust standards. Our internal acceptance threshold on gamma protection sits higher than the industry norm because in peptide synthesis, partial deprotection or trace byproducts force rework that researchers want to avoid.
The solid is packaged in dark, airtight containers for just one reason—light and air diminish shelf life and compromise reactivity. We’ve learned how even small process slip-ups during drying, handling, or packaging cascade into downstream synthesis failures. Stability testing covers a range of practical stressors: temperature cycling during transport, accidental exposure to air, and the realities of humid storage rooms. In practical laboratory terms, this means our users open a bottle that isn’t clumpy, sticky, or yellowing on arrival, and powder dispenses without static or caking.
More than just an entry in a supply catalog, Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester is built for projects that evolve quickly and for teams who can’t pause to troubleshoot contaminants or protection group instability. In peptide research and small-molecule pharmaceutical projects, it supports clean, high-yield couplings thanks to that reliable gamma-benzyl protection. Peptide chemists tell us that using the gamma-benzyl ester helps avoid branching issues seen with raw L-glutamic acid, especially in sequences needing clean chain extension.
The distinction lies in protection strategy. Peptide synthesis never stops advancing, and design calls for reagents that anticipate all the ways side-chain reactivity can derail a project. With both the Fmoc and gamma-benzyl groups, this product keeps both the N-terminus and gamma-carboxyl group dormant until the chemist chooses the time for deprotection. Other derivatives, like the Fmoc-L-glutamic acid itself, risk unwanted side-chain activation during coupling steps, and glutaric acid analogs rarely meet the same threshold for final peptide purity.
For researchers scaling up, the consistent handling characteristics of our crystalline form have helped countless teams move from milligram discovery samples to multi-gram process development runs without alterations to protocol. We see this firsthand through production records and conversations with pilot plants. Challenges arising with alternative protection—such as t-butyl or methyl esters—include removal under conditions that either threaten peptide backbone stability or result in incomplete deprotection, leading to difficult separations. Gamma-benzyl, on the other hand, comes off smoothly using catalytic hydrogenation or other gentle methods, and rarely contributes to problematic impurities later in the workflow.
Biotech firms and contract synthesis providers frequently provide feedback regarding the improvements seen in crude peptide purity, solid-phase resin release, and downstream analytical results when working with this specific protected glutamic acid. Analytical staff tell us batch reports from using our compound in small-scale syntheses pointed to fewer side products—corroborated by mass spectrometry and HPLC chromatograms that are easier to interpret, even for novel peptide sequences.
Much of our insight has come from collaborating with both seasoned peptide chemists and new entrants at the research bench. Years ago, typical commercial Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester batches risked trace unreacted Fmoc derivatives and benzyl ester hydrolysis—issues that surfaced unexpectedly during chain assembly or deprotection. Our approach moved from simple chemical conversion to a process monitored by fine-tuned in-process analytics, which now track not just gross yield but subtle changes in isomer distribution and the presence of hard-to-separate byproducts.
We handle each reaction with close thermal control, slow addition of reagents, and solvent recirculation to stabilize chemistry for every scale of production. Material analysis at multiple steps—beyond just end-point checking—has helped us address process drift that can go unnoticed in batch production elsewhere. Our drying lines are configured to minimize cross-contact with atmospheric acids, which we found could slowly compromise the benzyl ester’s stability.
Products like Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester fill a specialized niche: they equip peptide chemists with an option that sidesteps many of the pitfalls found in fast-paced R&D environments. Seldom is there time to stop and question whether a protection group will hold up to synthesis protocols—so the reliability we aim for comes from not just strict chemical purity, but from product handling informed by watching real projects operate on real timelines.
For scaling from bench to kilo-lab, users benefit from the powder’s stability, easy weighing, and reproducibility of coupling yields. Some customers have eliminated time spent on trouble-shooting after discovering that better-protected glutamic acid translated directly to higher process throughput, and fewer headaches on quality investigations. Analytical and QC labs also welcome the straightforward impurity profiles—problems like incomplete side-chain deprotection show up less often, and cleaning up post-cleavage mixtures tends to require fewer steps and less solvent.
Not every synthetic scenario needs gamma-benzyl protection, but where it’s called for, there are no shortcuts. Our production team has spent years reviewing the common pitfalls of alternative offerings. Other side-chain protections, including methyl or t-butyl esters, face challenges both in deprotection and in potential side-product formation. Removing t-butyl groups, for example, relies on harsh acidic conditions that can compromise fragile peptide linkages or promote side reactions—experienced peptide chemists share stories of lost yield or problematic t-butyl residues.
Gamma-benzyl, in contrast, departs easily with gentle hydrogenolysis. Its selectivity enables removal of the side-chain protection without disturbing the N-terminal Fmoc or other acid-labile pieces elsewhere in the molecule. For peptides that include acid-sensitive modifications, this becomes a non-negotiable feature. Our clients have noted that switching to our gamma-benzyl product often means improved recovery rates and less time spent validating post-cleavage identity and integrity.
Clients who have standardized on Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester cite gains not just in synthetic ease, but in the downstream analysis and reliability of peptide-based products. Across biotechnology and research organizations, there’s agreement that lot-to-lot consistency beats raw bench trial purity. Our historical batch records bear this out: process chemists experience fewer failed runs, less troubleshooting for byproducts or purity loss, and more assured transitions from R&D to process development.
Our team pays close attention to regulatory compliance, quality audits, and material traceability, but the driving force behind our product refinement comes from regular, real-world feedback. Meetings with peptide synthesis researchers regularly highlight how subtle changes in protection group chemistry feed into years of lab data, patent filings, and successful development programs.
We take pride in maintaining a relationship with users, not just through sales but via open channels for technical feedback. By paying attention to challenges as they arise—from minor handling difficulties to issues observed in unique peptide sequences—we have adapted our protocols even further. This ongoing loop has led to refinements in crystallization, drying, and final packing, each designed to remove uncertainties for those at the research bench or in pilot production.
While the published literature provides a foundation, our insights into the needs of practical synthesis come just as much from field experience. Whether the feedback comes from contract manufacturers preparing multi-gram lots, university laboratories developing novel probe peptides, or pharma R&D optimizing structure-activity relationships, every lesson filters back through our production floor into the next lot. Few things matter more to us than hearing a customer’s process succeeded thanks to reagents that perform as predicted—because those successes reflect the core promise of specialty chemical manufacturing.
Maintaining uninterrupted production is a commitment we take seriously. Unlike trading houses that simply pass along re-packed bulk, we invest in long-term supply chain relationships with our raw material providers. This means even during supply squeezes, we can keep the stream of high-purity Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester moving to labs that count on it. Our inventory planning isn’t abstract; it’s based on forecasts collected from clients, with production scaling to meet anticipated order patterns.
Technical support comes directly from our chemists and production engineers. They’re familiar with the peculiarities of peptide synthesis cycles, have run the same reactions on our plant floor, and know the ins and outs of solvent management, scale-up, and handling at both large and small scale. That background shows when we support researchers troubleshooting a sequence or evaluating a new approach to solid-phase synthesis.
Our focus as a manufacturer is not just on purity, but on how that purity translates into ease of use, final product quality, and researcher satisfaction. Each refinement—whether tighter moisture limits, better packaging, or closer monitoring of reaction intermediates—arises from a conversation with an end user striving to advance biomedical research. Years of batch-by-batch records have taught us the criticality of robust protection strategies; shortcuts elsewhere tend to reveal themselves as failed syntheses and lost time.
Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester stands out not as a novelty, but as a product shaped by the daily demands of real-world research. The feedback guides every revision and every direct response to challenges faced by scientists in the field. Our team’s experience flows into each lot, building on the legacy of those who came before—engineers, chemists, and technicians committed to making life slightly easier for the teams laboring at the edge of scientific discovery.
The importance of solid protection with minimal intervention cannot be overstated. Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester gives chemists control where it matters most: in ensuring selective reaction, easy deprotection, and clean results. With rising interest in therapeutic peptides, protein mimetics, and biosynthetic pathway studies, the number of synthetic targets only continues to grow. Each of those projects places fresh demands on reagent fidelity and process reliability.
Thanks to continual process improvement, vigilant QC, and direct user feedback, our compound remains at the forefront of peptide synthesis solutions. We recognize that no two synthesis teams operate identically—but every user benefits from consistent protection group behavior, absence of trace contaminants, and packaging designed for busy laboratories. The reward isn’t simply repeat business—it’s the knowledge that our products form the foundation for scientific advances worldwide.
As manufacturers, our responsibility is ongoing. Each feedback loop, audit, and improvement feeds directly into how we plan, process, analyze, and deliver. Fmoc-L-Glutamic Acid-Gamma-Benzyl Ester remains not just a product but a touchpoint for collaboration between supply and research. We view every delivery as an endorsement of a partnership—a chain of trust stretching from our production floor to the scientist crafting tomorrow’s discoveries.
The road ahead will bring new challenges, as peptide science evolves and projects become more ambitious. Our experience has taught us to respond not with static specifications, but with flexibility, transparency, and a willingness to improve. In every bottle, there’s more than just a fine chemical—there’s a commitment forged from years at the intersection of manufacturing know-how and research necessity.