Naph-EA-mal , CAS No.210292-65-2

CAS: 210292-65-2 Cat. No.: N1455279 Formule: C₂₂H₂₁N₃O₄ Poids moléculaire: 391.42

Storage

Store at 2-8°C,Protected from light

Shipped In

Wet ice

Vue d’ensemble

Naph-EA-mal (Thiol-green 1) is a rapid detect and ultrafast turn-on thiol fluorescence probe for protein labeling and bioimaging. Naph-EA-mal (Thiol-green 1) can be used to detect thiols in living cells, label the protein thiols, quantify the concentration of total thiols in cell lysate, and determine the reversible protein thiols oxidation in fixed cells. Ex: 488 nM; Em: 540 nM.

Specifications

Conditions de stockage de stockage

Store at 2-8°C,Protected from light

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Noms et identifiants

Poids moléculaire

391.42

Application Protocols

No tested applications or recommended protocols are provided in the Product Data.

General small-molecule handling protocol (not product-specific):

• Stock preparation: Based on your solubility screen, dissolve in DMSO, DMF, MeOH, or ACN to 10–50 mM (or suitable mass/volume), using amber vials. Record exact concentration gravimetrically or by qNMR if needed.
• Aliquoting: Dispense single-use aliquots to minimize freeze–thaw and light exposure; purge headspace with inert gas if oxygen-sensitive.
• Working solutions: Dilute into assay buffer/media immediately before use; keep final organic co-solvent ≤1% v/v where biological systems are involved. Maintain photoprotection during handling.
• QC check: Verify integrity of fresh stocks by LC-MS/UPLC before critical experiments. Archive a reference chromatogram for your lot.
• Disposal: Collect waste in appropriately labeled halogenated/non-halogenated containers per institutional policy.

For any specialized application (e.g., conjugation, labeling, analytical calibration), consult the CoA/technical datasheet once structural details are confirmed.

Biological Roles

Item-specific biological functions, targets, or pathways are not provided for this product.

General considerations (not product-specific):

• Many small molecules in life-science collections serve as chemical probes, affinity handles, or labeling reagents and do not have endogenous biological roles. Their biological effects (if any) are context- and concentration-dependent and require empirical validation.
• If using in cell-based assays, determine cytotoxicity and off-target effects with appropriate controls (vehicle controls, dose–response curves, orthogonal readouts) and consider photostability given the specified need for light protection.
• For biochemical assays, assess interference with detection modalities (UV/Vis fluorescence quenching/inner filter effects) if the compound contains aromatic chromophores; run dye-interference controls where applicable.

No medical or clinical claims are made or implied for this research-use-only item.

Buffer Applications

Item-specific buffer compatibility and pH stability ranges are not specified.

General laboratory guidance (not product-specific):

• For aqueous work, start with neutral buffers (e.g., PBS, HEPES, Tris) and confirm solubility by incremental DMSO cosolvent addition (final assay DMSO typically ≤1% v/v). Verify that the compound is stable to the buffer’s functional groups (e.g., avoid primary amines if your reagent is electrophile-sensitive; avoid thiols if disulfide-interactive chemistry is suspected).
• Photoprotection: Use amber vials and minimize ambient light exposure during buffer preparation and storage, consistent with the Product Data.
• Filtration: If particulate forms, clarify with 0.22–0.45 µm PTFE/nylon filters compatible with your solvent composition.
• pH scouting: If necessary, evaluate stability across pH 5–8 by LC to identify an optimal working pH, limiting hydrolysis/oxidation.

Formulation tip: Prepare small, single-use aliquots of buffered stocks to avoid repeated freeze–thaw and light exposure.

Green Alternatives

Because the specific identity and solvent requirements of this item are not disclosed, green chemistry considerations are provided as general guidance (not product-specific):

• Prefer greener solvents for processing and workup when technically feasible:
  • Replace dichloromethane/chloroform with ethyl acetate, methyl tert-butyl ether (MTBE), or cyclopentyl methyl ether (CPME) where selectivity and stability allow.
  • Replace DMF/DMAc/NMP with greener polar aprotics such as propylene carbonate, dimethyl carbonate, or Cyrene when compatible.
  • For extractions, consider EtOAc or 2-MeTHF over petroleum ether/hexanes; for chromatography, use heptane/EtOAc in place of DCM/EtOAc.
• Energy minimization: Conduct reactions at ambient temperature and use photoprotection rather than deep cooling if stability permits.
• Waste reduction: Concentrate experiments with microscale screening (96-well or microvials) before scale-up; segregate halogenated from non-halogenated waste.

Trade-offs:

• Greener solvents may alter solubility and reaction rates. Validate by small-scale trials and monitor impurity profiles by LC-MS/GC-MS.
• If the compound is highly hydrophobic, greener aqueous mixtures (e.g., MeOH/water, ACN/water) may need co-solvents; confirm stability against hydrolysis/oxidation.

Pharmaceutical Uses

No pharmacopeial status, excipient role, or manufacturing application is specified for this item; it is supplied strictly for research use only.

General notes (not product-specific):

• If a research reagent is considered for pre-formulation studies or as an analytical reference, ensure it meets internal specifications (identity, purity, residual solvents, water content) and is handled under controlled light, as this product requires.
• Any move toward regulated use would necessitate comprehensive qualification (impurity profiling, stability-indicating methods, validated assays) and sourcing under appropriate quality systems. This product is not represented as suitable for clinical or GMP uses.

Physical Properties

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Boiling point, melting point, density, refractive index, pKa, logP/logD, UV-Vis λmax/ε, and solubility profile: Not specified for this item; refer to CoA/Spec Sheet.

Literature/computed guidance (general; not product-specific):

• If the compound contains an aromatic chromophore (e.g., naphthalene), it may display UV absorbance in the 220–280 nm region and possibly 300–330 nm shoulders; verify experimentally by UV-Vis.
• Determine solubility empirically by a small-scale screen in common solvents spanning polarity: water, PBS, MeOH, EtOH, ACN, DMSO, DMF, acetone, EtOAc, toluene. Start at 1–10 mg/mL.
• For pKa/logP needs, use potentiometric titration or HPLC logD methods; computational pre-screens (ADME calculators) can guide but should be validated.

Practical tips:

• Because storage requires light protection (per Product Data), handle under subdued light and store in amber containers to minimize photolysis.
• Record any observed phase behavior (oiling, polymorphism) and DSC/TGA results if process development or formulation work is envisioned.

Quality and Grades

• Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
• Identity confirmation, assay method, and impurity profile: Not specified for this item; refer to CoA/Spec Sheet.

Interpretation and guidance (general):

• In life-science research reagents, typical quality controls include HPLC/UPLC purity, NMR identity, water content (KF), and residual solvent levels. Review the CoA for methods and acceptance criteria.
• If your application is analytical (e.g., quantitative bioassays), request lots with documented purity and low UV background if optical detection is used.
• If the compound is moisture- or light-sensitive, stabilizers or packaging (amber vials, septa, desiccants) may be used. None are specified for this item.
• Batch-to-batch consistency: Retain CoAs for your specific lot and, when needed, perform qualification testing (e.g., HPLC purity check, LC-MS) on receipt.

Research-use-only note: This item is supplied for laboratory research use. It is not certified to pharmacopeial specifications and should not be used in manufacturing or diagnostic contexts without additional qualification.

Reaction and Applications

Manufacturer-provided application notes are not specified for this item.

General research usage guidance (context; not product-specific):

• Small-molecule life-science reagents are commonly used as probes, affinity tags, building blocks, or assay substrates. Define your intended reaction/application and confirm compatibility via a small-scale pilot.
• If the compound is light-sensitive (as storage conditions suggest), protect during reactions and assays with amberware or foil. Use red/low-light where practical.
• Stock solution strategy: Prepare concentrated solutions in DMSO or an appropriate solvent based on your solubility screen; aliquot and store at 2–8°C (or colder if justified), protected from light, to minimize freeze–thaw and photodegradation.
• Analytical tracking: Monitor integrity by LC-MS/UPLC before critical experiments; establish a reference chromatogram for your lot.
• Reaction planning: Until reactivity is known, avoid strong nucleophiles/bases and prolonged high-temperature conditions. Screen mild conditions first (ambient to 40°C, neutral to slightly buffered media).

Please consult primary literature or the CoA/tech sheet for any application-specific instructions once definitive structural information is obtained.

Reaction Conditions

No item-specific reaction conditions are provided.

General guidance (not product-specific):

• Solvents: Begin with polar aprotics (DMSO, DMF, ACN) for screening solubility/reactivity. For aqueous-compatible work, use buffered media (pH 6.5–7.5) with DMSO cosolvent as needed.
• Temperature: Start at ambient (20–25°C). If stability permits, explore 35–50°C to accelerate reactions; monitor by LC-MS to avoid decomposition. Protect from light throughout, consistent with storage recommendations.
• Atmosphere: Use inert gas (N2/Ar) if oxygen/moisture sensitivity is suspected; confirm via control experiments.
• Time: Short trials (0.5–4 h) with periodic sampling can map kinetics and stability profiles before scale-up to overnight reactions.
• Workup: Employ minimal light exposure, gentle evaporation (≤30–35°C bath), and amber collection flasks. If chromatographing, use darkened columns or wrap glassware in foil.

Expected yields: Not specified; establish baselines with micro-scale experiments and validated quantitation (HPLC with internal standard).

Safety and Handling

• GHS Classification, Signal Word, H-Statements, Pictograms: Not specified for this item; refer to SDS.
• Research Use: For research use only (Product Data). Not for human or veterinary use.

General safety guidance (not product-specific; always defer to SDS):

• Personal protective equipment: laboratory coat, safety glasses or goggles, and appropriate chemical-resistant gloves. Use in a fume hood to avoid inhalation exposures.
• Light sensitivity: Product Data specifies protection from light. Minimize ambient exposure, use amber glassware/foil wrapping, and store in the dark.
• Incompatibilities: Without structural data, avoid strong oxidizers/reductants, strong acids/bases, and nucleophiles until compatibility is known. If the material is potentially electrophilic or photosensitive, also avoid amines/thiols unless intentionally reacting.
• First aid (overview): If on skin/eyes, rinse with water for at least 15 minutes; remove contaminated clothing. If inhaled, move to fresh air. If ingested, rinse mouth. Seek medical attention in all cases. Bring SDS to provider.
• Spill/accidental release: Contain with inert absorbent, avoid dust/aerosol formation, and dispose per institutional hazardous waste procedures.
• Thermal/photochemical risks: Store at 2–8°C and protected from light as specified to reduce decomposition.

Always consult the product-specific SDS for authoritative hazard and response information.

Solvent Selection

Item-specific solubility and polarity class are not provided.

General solvent-selection workflow (not product-specific):

• Start with a tiered solubility screen at room temperature: water, phosphate buffer (pH 7.4), MeOH, EtOH, isopropanol, ACN, acetone, DMSO, DMF, EtOAc, toluene, and hexanes. Begin at 1–5 mg/mL.
• For bioassay stock solutions, DMSO is often preferred due to broad solvency and biological compatibility at low final percentages (<1% v/v in assay). Filter sterilize stocks for cell-based work if appropriate to your lab’s practices.
• If the compound contains an aromatic core (general consideration), mixed solvent systems (e.g., ACN/water or MeOH/water with 0.1% formic acid or ammonium acetate) can aid LC separations and formulation.
• Avoid basic or nucleophilic solvents if electrophile sensitivity is suspected; conversely, avoid strong acids/bases if hydrolysis or rearrangement is plausible.
• For preparative handling, choose high-purity HPLC or LC-MS grade solvents to minimize background and leachables when downstream analytics are UV or MS based.

Documentation: Record the solvent, concentration, and stability window (e.g., no color change/precipitation for 24–48 h at RT and 2–8°C, protected from light).

Storage and Reconstitution

• Storage Conditions (Product Data): Store at 2–8°C, protected from light.
• Shipping: Shipped on wet ice (Product Data).
• Appearance: Not specified for this item; refer to CoA/Spec Sheet.

General guidance (not product-specific):

• Container: Keep in tightly closed, amber vials or bottles to minimize photodegradation. Minimize headspace and humidity ingress.
• Reconstitution: If supplied as a solid, reconstitute in a suitable solvent based on a small solubility screen (e.g., DMSO, ACN, MeOH, buffered aqueous with co-solvent). If supplied as a solution, note the exact solvent and concentration on the CoA/label.
• Aliquoting: Prepare single-use aliquots immediately after first opening to avoid repeated light exposure and potential degradation. Label with concentration, solvent, and date.
• Stability: Item-specific shelf-life and in-solution stability are not specified; verify by periodic LC-MS/UPLC. When uncertainty exists, store aliquots at 2–8°C (or colder if justified by your stability data) and protect from light at all times.
• Do not freeze unless stability data support it and the solvent system permits freezing without precipitation or phase separation.

Always refer to the CoA and SDS for definitive storage, handling, and reconstitution instructions for your received lot.

Structure and Identity

• SKU: N1455279
• Product Name: Naph-EA-mal
• CAS: 210292-65-2
• CID: Not specified for this item; refer to CoA/Spec Sheet.
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet.
• 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.

Item-specific structural details are not available in the Product Data. Please consult the Certificate of Analysis (CoA) or technical datasheet for definitive identifiers (SMILES, InChI, elemental composition) and any stereochemical information.

General notes (context; not product-specific):

• The name “Naph-EA-mal” could linguistically suggest a naphthalene-containing motif combined with another fragment; however, without explicit structural data, no assumptions should be made for experimental design.
• For projects requiring unambiguous identity (e.g., quantitative mechanistic work), verify: elemental analysis, high-resolution MS, 1H/13C NMR, and, when applicable, 2D NMR and HPLC/UPLC purity traces from the CoA.

Synthetic Utility

Item-specific functional groups and reactivity are not provided. The guidance below is general and not product-specific.

• If the compound contains an aromatic core, it may be useful as a spectroscopically trackable handle in reaction development and purification (UV-active).
• If latent electrophilicity/nucleophilicity is present, it could serve as a building block in coupling or conjugation chemistry. Confirm reactivity by test reactions under mild conditions.
• For library synthesis or probe development, establish orthogonal protecting group strategies and verify that the compound tolerates standard workups (aqueous quench, silica, photoprotection per Product Data).
• Analytical control: Develop an LC-MS method early; monitor for photoisomerization or photolysis given light sensitivity indicated by storage conditions.
• If intended for bioconjugation or materials functionalization, determine stability in the intended solvent system and any required activation (e.g., carbodiimide, click chemistry) only after structure is confirmed from the CoA.

Target Specificity

No target, epitope, clone, species reactivity, or isotype information is provided for this product. There are no item-specific biological target claims in the Product Data. For any exploratory biological use, determine specificity empirically with appropriate positive/negative controls and orthogonal assays.