GRADE & PURITYMoligand™?Moligand™ — Aladdin's line of ligands and bioactive small molecules. Use for receptor, pathway, and binding studies needing defined small-molecule tools.≥95%
Moligand™, ≥95% Moligand™ for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
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Storage & shipping
Store at -20°C,Argon charged,Desiccated Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
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Quality documents
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
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Literature proof
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Übersicht
Hymeglusin, A selective 3-hydroxy-3-methylglutaryl Coenzyme A (HMG-CoA) synthase 1 inhibitor, is also an antibiotic that reduces the expression level of BCL2 in HL-60 and KG-1 cells and can be used to study leukemia.
β-Lactone antibacterial and antifungal agent. Specific irreversible inhibitor of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) synthase (IC 50 = 0.12 µM) in vitro and in vivo .
Storage
Store at -20°C,Argon charged,Desiccated
Verschickt in
Ice chest + Ice pads
Dieses Produkt erfordert Kühlkettenversand. Grundversand und andere Economy-Optionen sind nicht verfügbar.
Note
Moligand™
Aktionsart
INHIBITOR
Mechanismus der Wirkung
Inhibitor of hydroxymethylglutaryl-CoA synthase 1
Hinweis
Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
This compound belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.
External Descriptors
Not available
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
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Application Protocols
Only product-data–sourced protocols may be listed as validated recommendations. The Product Data for SKU H274952 does not include tested applications, concentrations, or step-by-step protocols.
Not specified for this item; refer to CoA/Spec Sheet.
General, non-validated guidance (for planning purposes only)
Prepare concentrated DMSO stocks and dilute into assay buffer immediately before use; maintain minimal final DMSO.
Include vehicle controls and, if available, orthogonal chemical controls to assess on-target effects.
For enzymology, preincubation with enzyme may be required to observe time-dependent inhibition when working with covalent/slow-binding ligands; confirm with progress-curve analysis.
Verify compound integrity at the end of the assay by LC–MS to detect potential hydrolysis or adduct formation.
All experimental conditions should be optimized and validated by the end user.
Biological Roles
Research context (literature, not product-specific claims)
Hymeglusin is a natural-product–derived β-lactone inhibitor reported to target an early mevalonate-pathway enzyme involved in acetyl unit condensation. The strained lactone can undergo covalent acylation of an active-site nucleophile, leading to time-dependent inhibition characteristic of mechanism-based covalent modifiers.
Because the mevalonate pathway underpins isoprenoid/sterol biosynthesis in many organisms, hymeglusin has been used as a chemical probe to dissect pathway flux, enzyme mechanism, and regulation. Studies often examine effects on mevalonate-derived metabolites, labeling patterns, and compensatory transcriptional responses.
The lipophilic tail of hymeglusin resembles fatty acyl chains, which can enhance membrane association and facilitate access to hydrophobic enzyme pockets. This amphiphilic design is a hallmark of several β-lactone natural products that target condensing enzymes.
Typical experimental uses
In vitro enzyme inhibition assays with purified target, monitoring CoA-thioester formation/consumption or release of surrogate chromophores.
Cell-free systems or permeabilized cells to evaluate on-target metabolic perturbations while controlling compound exposure.
Chemoproteomic or MS-based adduct mapping to verify covalent modification and site specificity.
Notes
Numerical potency, selectivity profiles, organismal activity, and ADME properties are not provided here and should be obtained from primary literature or determined experimentally for the intended system.
Buffer Applications
Hymeglusin is not a buffering agent and does not form defined buffer systems. Therefore, classical buffer recipes and pH ranges are not applicable.
Practical guidance for assay buffers (general)
Use neutral, non-nucleophilic buffers (e.g., HEPES, phosphate) to maintain pH while minimizing β-lactone opening; avoid basic pH and high concentrations of primary/secondary amines.
Limit organic co-solvent content (e.g., DMSO ≤0.1–1% v/v final) to mitigate solvent effects on protein stability.
Include reducing agents only if compatible with the target and assay, as thiols can react with acylating electrophiles. If thiols are required (e.g., DTT), minimize their concentration and confirm compound stability by LC–MS.
For true buffer components and recipes, consult dedicated buffering reagents; hymeglusin serves as a tool compound within those buffered systems, not as a buffer itself.
Green Alternatives
Context: Hymeglusin is a specialized bioactive small molecule, not a commodity solvent or bulk reagent where greener substitutions are typically evaluated. Thus, “green alternatives” are generally not applicable to the molecule itself. However, greener choices can be made for its handling and formulation.
Greener handling choices (general guidance)
Stock solutions: Prefer aqueous-compatible formulations with minimal DMSO in the final assay (e.g., ≤0.1% v/v) to reduce solvent burden.
Co-solvents: Where solubility allows, consider ethanol or acetonitrile over halogenated solvents. Avoid DMF/NMP unless strictly necessary.
Workup and cleaning: Use microscale preparations and minimize rinse volumes. Choose acetone/EtOH instead of chlorinated solvents for glassware decontamination when feasible.
Waste management: Segregate DMSO/organic waste and any solutions containing reactive β-lactone species for appropriate hazardous disposal.
Trade-offs
Lower-toxicity solvents (EtOH) may not provide sufficient solubility or stability for β-lactones; DMSO often remains necessary. Balancing environmental impact with experimental reliability is essential.
Summary
There is no practical “green substitute” for hymeglusin itself. Sustainability gains are achieved by optimizing solvent systems, scaling appropriately, and extending compound shelf life through proper storage to reduce re-synthesis/re-purchase.
Pharmaceutical Uses
Scope: Research use only (per Product Data). Hymeglusin is a tool compound for laboratory investigations and is not supplied or intended for human or veterinary use, diagnostics, or therapeutic applications.
In discovery biology, hymeglusin is commonly handled as DMSO stock solutions and diluted into assay media. For preformulation-style experiments, solubilization may be improved by co-solvents (EtOH/ACN), cyclodextrins, or non-ionic surfactants (e.g., polysorbates) as compatible with the test system.
The β-lactone moiety is hydrolytically and nucleophilically labile; excipient selection should avoid strong bases and nucleophiles to preserve integrity during storage and dosing.
No pharmacopeial monographs or excipient listings are associated with hymeglusin to our knowledge (literature context). Any in vivo handling falls outside the permitted use of this product.
Regulatory
This product is designated For research use only. It is not manufactured under GMP for clinical use, and no compendial grade is implied.
Recommendation
For any formulation-like studies in research settings, verify stability and recovery by analytical methods (HPLC/LC–MS) and document excipient compatibility.
Physical Properties
Item-specific physico-chemical specifications are not provided in the Product Data for this SKU. Where helpful, general/literature guidance is summarized and clearly labeled below.
Item-specific values
Appearance: Not specified for this item; refer to CoA/Spec Sheet.
Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
Melting/boiling point, density, refractive index, water/peroxide/metal content, UV cutoff: Not specified for this item; refer to CoA/Spec Sheet.
Literature/general characteristics (for context only; not product specifications)
Physical state: typically a hydrophobic organic solid for purified hymeglusin.
Solubility: often soluble in DMSO; limited solubility in ethanol/methanol; poorly soluble in water due to a long nonpolar side chain.
Chemical sensitivity: moisture-labile and base-sensitive owing to the β-lactone, which can undergo hydrolysis (ring opening) and transesterification. Prolonged exposure to alkaline media accelerates degradation.
Partitioning: expected high hydrophobicity (elevated logP; literature trend for β-lactone lipids), favoring binding to hydrophobic protein pockets and membranes.
Practical implications
Prepare concentrated DMSO stocks to minimize freeze–thaw and aqueous exposure (general practice for hydrophobic tool compounds). Handle rapidly in dry conditions to preserve the lactone.
For any quantitative property or acceptance criterion, rely on the lot-specific CoA/Spec Sheet.
Quality and Grades
Grade/Purity (as supplied): Moligand™.
What Moligand™ typically implies (general context)
The Moligand™ designation at Aladdin is used for screening-grade, research-only small-molecule ligands/modulators, prepared and packaged to support discovery chemistry, chemical biology, and assay development workflows.
Emphasis is placed on suitability for biochemical assays and cell-free/cellular target engagement experiments, with attention to common impurities that can interfere with screening (residual solvents, salts, and gross degradants). Exact assay suitability and purity metrics are lot-specific.
Clarifications for this item
Item-specific purity %, residual solvent profile, stabilizers/inhibitors, and absorbance background are Not specified for this item; refer to CoA/Spec Sheet.
No stabilizer is indicated in the Product Data; absence/presence of stabilizers should be confirmed on the CoA.
Best practices
For quantitative biology or SAR work, request/retain the CoA and batch analytical data (HPLC/LC–MS/NMR) and verify fitness-for-purpose.
For orthogonal applications (e.g., MS-based chemoproteomics vs. optical assays), consider secondary purification or fresh re-aliquoting under inert gas to minimize β-lactone hydrolysis that could affect reproducibility.
Reaction and Applications
This compound is primarily a biochemical tool rather than a general synthetic reagent. Accordingly, classical organic reaction applications are limited. The notes below reflect typical research uses and handling in chemistry/chemical biology labs.
Applications (general, literature-based)
Used as a mechanism-based inhibitor probe for enzymes sensitive to β-lactone acylation. In the literature, hymeglusin is noted as a tool compound for interrogating the mevalonate pathway by inhibiting an upstream condensing enzyme.
Employed in target engagement assays (activity-based, enzymatic turnover, or covalent adduct confirmation by MS) to explore catalytic nucleophiles in enzyme active sites.
Utilized in structure–activity relationship (SAR) studies of β-lactone natural products, informing design of covalent inhibitors and activity-based probes.
Not typically applicable
Hymeglusin is not commonly used as a solvent, reagent, catalyst, or monomer in synthetic sequences due to its lability and specialized bioactivity.
Practical handling considerations
Avoid basic media and primary/secondary amines during any derivatization or immobilization steps; the β-lactone can ring-open readily.
If conjugation or probe synthesis is pursued, perform reactions under anhydrous, neutral conditions and monitor by LC–MS to track lactone integrity.
For biological assays, prepare fresh working solutions immediately before use to limit hydrolysis.
Reaction Conditions
Conventional synthetic “reaction conditions” are not typically applicable to hymeglusin, which is used as a bioactive tool compound rather than as a reagent or substrate. The guidance below focuses on conditions relevant to preparing and using solutions for biochemical experiments (general, literature-based):
Stock preparation: Dissolve in anhydrous DMSO under inert gas to desired concentration (e.g., 10–50 mM as solubility permits). Vortex and, if necessary, sonicate briefly to aid dissolution. Avoid heating.
Dilution: Add DMSO stock to buffered aqueous media with gentle mixing to the lowest feasible final DMSO percentage (commonly ≤0.1–1% v/v). Prepare fresh working solutions immediately prior to use to limit β-lactone hydrolysis.
Temperature: Conduct handling at ambient temperature or on ice if stability is a concern; avoid elevated temperatures that accelerate hydrolysis.
Compatibility: Minimize exposure to basic pH, primary/secondary amines, and excess thiols. Validate stability by analytical spot checks for critical experiments.
Storage between uses: Keep stock solutions aliquoted, argon-flushed, desiccated, and frozen to reduce degradation. Avoid repeated freeze–thaw cycles.
For users seeking to derivatize or immobilize hymeglusin chemically, reaction exploration should begin under strictly anhydrous, neutral conditions with continuous analytical monitoring rather than relying on standard basic or nucleophilic coupling protocols.
Safety and Handling
GHS and hazard classification
Signal word: Not specified for this item; refer to SDS.
H-statements / GHS classification / pictograms: Not specified for this item; refer to SDS.
General safety guidance (not a substitute for the SDS)
Likely hazards: As a lipophilic β-lactone, hymeglusin may act as a reactive acylating agent toward nucleophiles. Avoid inhalation, ingestion, and skin/eye contact. Treat as a potential acute toxic/irritant unless otherwise stated in the SDS.
PPE: Laboratory coat, safety glasses, and nitrile gloves; use double-gloving and change gloves regularly when handling DMSO stocks or concentrated solutions.
Engineering controls: Handle powders and aliquoting in a fume hood or ventilated enclosure. Employ dry handling techniques to limit hydrolysis.
Storage incompatibilities: Avoid bases, strong nucleophiles, and prolonged contact with aqueous buffers that can open the β-lactone. Keep away from oxidants until compatibility is confirmed.
Special risks: The β-lactone ring can undergo hydrolysis; degradation may produce acidic species. Tool compounds dissolved in DMSO can enhance dermal absorption—prevent skin contact.
First aid (overview): In case of contact, rinse with copious water for ≥15 min and remove contaminated clothing. If inhaled, move to fresh air. If ingested or symptoms persist, seek medical attention promptly. Provide the SDS to responders.
Always consult the product-specific SDS for authoritative hazard, exposure limits, spill response, and disposal instructions.
Solvent Selection
Applicability: Hymeglusin is a hydrophobic, β-lactone natural product used primarily as a biochemical tool compound. Solvent selection centers on dissolving, dispensing, and assay compatibility rather than synthetic transformations.
Primary stock solvent: DMSO (high solvating power for lipophilic small molecules; compatible with most biochemical assays at ≤0.1–1% v/v final).
Secondary organic co-solvents (if needed): ethanol, methanol, or acetonitrile; solubility typically lower than in DMSO.
Aqueous media: Poor intrinsic solubility; use co-solvent dilution (e.g., DMSO stock → buffer) or incorporate solubilizing excipients (cyclodextrins, non-ionic surfactants) when biologically acceptable.
pH considerations: Avoid basic buffers and prolonged exposure to nucleophiles to prevent β-lactone opening. Maintain neutral, buffered conditions for working solutions.
Comparison (contextual)
DMSO vs ethanol: DMSO offers higher solubility and stability for many β-lactones; ethanol may reduce DMSO-related biological artifacts but can provide insufficient solubility.
ACN vs MeOH: ACN is less protic and may better preserve lactone integrity; MeOH can slowly transesterify sensitive lactones under certain conditions (literature caution).
Practical tips
Prepare concentrated, argon-flushed DMSO stocks (e.g., 10–50 mM, as solubility permits) and aliquot to single-use vials to minimize freeze–thaw and moisture pickup.
Filter sterile stocks through low-protein-binding membranes (PTFE) if sterility is required for downstream assays.
Reconstitution and handling (general guidance; not a product specification)
Recommended solvent: Anhydrous DMSO for preparing concentrated stock solutions. If sterility is needed, sterile-filter through a PTFE or PVDF membrane.
Aliquoting: Divide into single-use aliquots under dry, inert atmosphere to avoid repeated freeze–thaw and moisture ingress.
Working solutions: Prepare immediately before use by diluting the DMSO stock into compatible buffer; keep exposure to basic pH and nucleophiles to a minimum to preserve the β-lactone.
Light/moisture: Protect from ambient moisture; store tightly capped. Routine light protection is prudent, although no specific photolability is indicated in the Product Data.
Stability notes
Due to the β-lactone functionality (literature context), hymeglusin can undergo hydrolysis in aqueous/basic environments. Cold, dry, inert storage helps maintain integrity. For precise stability data and any expiry/retest date, consult the lot-specific CoA/Spec Sheet.
InChIKey: Not specified for this item; refer to CoA/Spec Sheet. (Provided key appears truncated in source.)
SMILES: Not specified for this item; refer to CoA/Spec Sheet.
Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
Structural features (general, literature-based):
Hymeglusin is described in the literature as a small-molecule natural product featuring a β-lactone core fused to/connected with a lipophilic aliphatic side chain. The strained β-lactone is a recognized covalent-warhead motif that can acylate active-site nucleophiles (e.g., cysteine/serine) in enzymes.
The 2D structure (literature description) can be visualized as: a four-membered lactone ring (β-lactone) bearing one side that extends into a long, hydrophobic, branched/unsaturated alkyl substituent; stereochemistry is present in natural product isolates but is not specified here for this catalog item.
Notes
Item-specific identifiers (SMILES, exact InChIKey, formula, MW) are not provided in the Product Data; consult the product CoA/SDS for definitive identity parameters for this lot.
Category path: 全部 / 可售 / 生命科学. Research use only (per Product Data).
Synthetic Utility
Hymeglusin is not typically employed as a building block or reagent in routine organic synthesis due to its specialized structure and β-lactone lability. Nonetheless, from a retrosynthetic/functional-group perspective, several features are noteworthy (general considerations):
Functional groups: β-lactone (strained ester) and a lipophilic alkyl chain. The lactone can undergo nucleophilic ring opening (alcohols, amines, thiols) to yield β-hydroxy acid derivatives, but such reactions compromise the native inhibitor scaffold.
Reactivity: Under carefully controlled, anhydrous and neutral conditions, selective transformations (e.g., mild acyl transfer, derivatization at peripheral positions if present) may be explored for probe development. However, maintaining stereochemistry and ring integrity is challenging.
Analytical oversight: Any derivatization should be monitored by LC–MS and NMR to confirm that unintended hydrolysis has not occurred. The presence of multiple potential nucleophiles in reaction media can lead to complex mixtures.
Conclusion
Hymeglusin’s chief value is as a biochemical probe, not as a general synthetic intermediate. If chemical modification is required (e.g., for immobilization or reporter conjugation), design strategies that minimize exposure to bases/nucleophiles and validate that biological activity is retained after modification.
Target Specificity
Only product-data–sourced details may be listed in this section. The Product Data provided for SKU H274952 does not include validated target specificity information.
Target/antigen/epitope: Not specified for this item; refer to CoA/Spec Sheet.
Species reactivity/selectivity: Not specified for this item; refer to CoA/Spec Sheet.
Mode of action, potency, kinetics: Not specified for this item; refer to CoA/Spec Sheet.
Note: While hymeglusin is described in the literature as a covalent inhibitor used to interrogate the mevalonate pathway, no item-specific, validated target details are provided here. Users should consult primary literature and verify target engagement under their experimental conditions.
Need help choosing the grade?
Our grade selection guide covers purity, stabilizer status, and application suitability for all variants in our catalog.
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