BODIPY FL VH032 , CAS No.2770675-66-4

CAS: 2770675-66-4 Cat. No.: B1451787 Fórmula: C₄₆H₆₂BF₂N₇O₉S Peso molecular: 937.90

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Visão geral

BODIPY FL VH032 is a high-affinity VHL fluorescent probe with a K d value of 3.01 nM. BODIPY FL VH032 consists of von Hippel-Lindau (VHL) ligand VH032 and BODIPY FL. BODIPY FL VH032 can be used for time-resolved fluorescence resonance energy transfer (TR-FRET) detection for high-throughput identification and characterization of VHL ligands with maximum excitation emission wavelength: 504/520 nm.

Specifications

Condições de armazenamento de armazenamento

Store at -20°C

Enviado em

Ice chest + Ice pads

Este produto requer transporte de cadeia fria. Serviços terrestres e outros serviços econômicos não estão disponíveis.

Nomes e identificadores

• Peso molecular: 937.90

Application Protocols

Tested/validated application details (e.g., specific assay formats, recommended dilutions, positive controls) are not provided for this SKU. Only use-case category available: For research use only.

General guidance (literature-based; not item-specific instructions)

• Fluorescence polarization (FP) tracer setup typically involves titrating VHL protein against a fixed, low concentration of tracer to derive binding curves; displacement assays titrate cold ligand against a tracer–protein complex.
• TR‑FRET competition assays can be designed using appropriately labeled VHL or antibody pairs, with the BODIPY FL tracer serving as the competitor/readout, provided spectral overlap and filter sets are compatible.
• Data quality controls: Include no‑protein, no‑tracer, and high‑competitor controls to define signal window and nonspecific background.

Please consult internal SOPs or peer‑reviewed protocols for exact steps. For this specific item, obtain any available application notes or validation data from the CoA/Spec Sheet or by contacting technical support.

Biological Roles

Context for use (research only): This probe combines a VHL E3 ligase ligand (VH032) with a BODIPY FL fluorophore, enabling optical readouts of molecular recognition events in the ubiquitin–proteasome system.

General/literature background

• VHL pathway: Von Hippel–Lindau protein is the substrate-recognition component of the CRL2VHL E3 ubiquitin ligase complex. VH032 and related ligands bind to VHL in a hydroxyproline-dependent manner.
• PROTAC research: VH032 is widely used to recruit VHL in heterobifunctional degraders. A fluorescent VH032 conjugate acts as a tracer to study ternary complex formation, competitive binding, and target engagement.
• Fluorescent readouts: BODIPY FL provides green fluorescence compatible with common 488–505 nm excitation sources, facilitating FP/TR‑FRET/FA assays for binding kinetics and affinity measurements.
• Cellular considerations: Cellular uptake and localization of VH032–BODIPY conjugates are sequence/linker dependent; high serum protein binding may occur. Empirical evaluation is needed for live‑cell imaging or flow cytometry.

Limitations/considerations

• Tag effects: The dye and linker can modulate ligand affinity and physicochemical properties relative to the parent VH032; calibration against unlabeled controls is advised.
• Photobleaching and aggregation: Use low light and include carrier proteins/detergents to minimize nonspecific signals.

Note: No medical or diagnostic use is intended or supported. All roles described are for fundamental biochemical and chemical biology research.

Buffer Applications

This product is not a buffering reagent. It does not define or control solution pH and is not used to prepare classical biological buffers.

Practical guidance for assay buffers (general)

• Choose a biologically compatible buffer (e.g., HEPES, PBS, Tris) primarily based on the biological target/system. Maintain ionic strength and pH required for VHL stability (commonly near physiological conditions in literature studies).
• Include additives to improve tracer behavior: 0.01–0.1% Tween‑20 (reduce surface adsorption) and 0.1–0.5% BSA (reduce nonspecific binding), as appropriate to the assay readout.
• Protect from light: Use amber tubes/plates and minimize exposure during incubations.

Item-specific buffer formulations or tested conditions are not specified for this SKU; consult your assay’s standard operating procedures and optimize empirically.

Green Alternatives

As a fluorescent probe, the main environmental considerations are solvent choice, waste minimization, and photostable handling rather than substituting the chromophore itself.

Greener handling strategies (general)

• Prefer ethanol or water/ethanol mixtures over DMF/NMP when feasible (subject to solubility and assay tolerance).
• Use minimal DMSO in working solutions (≤1% v/v) to reduce solvent burden while maintaining probe solubility.
• Implement microscale assays (96–384–1536 well) to minimize chemical waste and light exposure.
• Employ LED-based excitation with narrowband filters to reduce photobleaching and energy usage compared to broadband sources.

Comparison of common solvent options (general guidance)

• DMSO: Excellent solvency and stability; moderate EHS profile; readily recyclable/collectable as organic waste.
• Ethanol: Renewable, lower toxicity; may alter photophysics or binding equilibria; solubility may be limiting.
• DMF/NMP: Strong solvency but higher EHS concerns; avoid where possible.

Chromophore considerations

• BODIPY FL offers high brightness at low concentrations, enabling lower probe loadings and reduced waste versus less efficient dyes.

Note: No item-specific greener substitute is defined for this probe. Method-level improvements (miniaturization, greener cosolvents, and efficient light management) are the principal levers for greener use.

Pharmaceutical Uses

This material is supplied for research use only (RUO) and is not intended for therapeutic, diagnostic, or clinical use.

Relevant roles in pharmaceutical R&D (general)

• Assay development: Serves as a fluorescent tracer in binding/competition assays for VHL ligands and PROTAC discovery programs.
• Mechanistic studies: Enables quantification of ternary complex formation (E3–ligand–target) under varied conditions to guide degrader design.
• Screening workflows: Useful in fluorescence polarization or TR‑FRET formats to rank compounds by affinity or displacement potency.

Excipient or compendial status

• Not specified for this item; refer to CoA/Spec Sheet. Fluorescent small‑molecule probes like this are typically not pharmacopeial excipients.

Manufacturing/CMC context

• Not applicable: This probe is not intended for inclusion in drug product formulations.

Compliance reminder

• RUO labeling applies. For any regulated work (e.g., GLP screening), verify lot-specific documentation (CoA, SDS) and qualify the material per institutional QA procedures.

Physical Properties

Item-specific physicochemical specifications are not provided for this SKU; consult the CoA/Spec Sheet for definitive values.

Provided for this item

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.

General/literature characteristics for BODIPY FL–labeled small molecules (informational)

• Optical properties (literature, in organic media):
  • Excitation maximum: typically ~500–505 nm (BODIPY FL)
  • Emission maximum: typically ~510–515 nm (BODIPY FL)
  • High molar absorptivity and quantum yield; narrow emission band with small Stokes shift.
• Solubility tendencies (literature):
  • Good solubility in polar aprotic solvents (DMSO, DMF, NMP); variable in MeOH/EtOH depending on linker.
  • Aqueous solubility is often limited unless aided by cosolvent, detergent (0.01–0.1% v/v Tween-20), or serum proteins.
• Photostability: BODIPY cores are generally photostable compared to fluorescein/rhodamine under matched conditions, but still require light protection.

Not specified for this item; refer to CoA/Spec Sheet

• Melting point / boiling point
• Density
• LogP / cLogP
• pKa values
• Refractive index
• Water content, residual solvents, and spectral purity (UV/Vis, HPLC): see CoA if available.

Important: Treat all numerical optical values above as typical literature ranges for BODIPY FL fluorophores; the exact values for this conjugate may differ.

Quality and Grades

Item-specific grade/purity information is not provided in the Product Data. For lot-specific analytical data (HPLC purity, identity confirmation, residual solvents, water content), consult the Certificate of Analysis (CoA) and Specification Sheet.

What the available info implies

• Research Use Only (RUO): This product is intended exclusively for laboratory research. It is not for human or veterinary use, clinical diagnostics, or food/cosmetic applications.
• Storage and shipping: Controlled cold-chain (stored at −20 °C; shipped with ice) supports photophysical and chemical stability of the fluorophore-conjugate.

Typical quality attributes for fluorescent small-molecule probes (general guidance; not item-specific specs)

• Identity: Usually established by HRMS and/or LC–MS, 1H/13C NMR, and UV–Vis profile consistent with BODIPY FL.
• Purity: Chromatographic purity (e.g., HPLC/UPLC) often reported ≥95% for probe-grade materials; verify actual lot data on the CoA.
• Counterions/form: Solid or film; sometimes supplied pre-aliquoted under inert atmosphere. Verify exact form on label/CoA.
• Photophysical QC: Some suppliers document excitation/emission maxima in a reference solvent; confirm for this item on request or CoA.

Stabilizers/additives

• Not specified for this item; refer to CoA/Spec Sheet. If present, stabilizers (e.g., trace antioxidants) are typically selected to be spectroscopically silent at the operational wavelengths.

Recommendation

• Upon receipt, inspect label and CoA for lot-specific grade and purity. For critical assays (e.g., quantitative binding), verify purity and concentration in-house by LC–MS and UV–Vis where feasible.

Reaction and Applications

This product is a preformed fluorescent probe rather than a general synthetic reagent. Its applications are primarily assay- and detection‑focused in the context of VHL biology and targeted protein degradation research.

Typical research uses (literature/general)

• Fluorescent tracer in binding assays: Employed in fluorescence polarization (FP), TR‑FRET, or microscale thermophoresis to quantify interactions of VH032/VHL with ligands or VHL-containing complexes.
• Target engagement and competition studies: Used to rank-order VHL ligands or PROTACs via competitive displacement of the fluorescent VH032 tracer.
• Imaging/readout: BODIPY FL provides bright, green emission suitable for plate readers, confocal microscopy, or flow cytometry configurations with 488–505 nm excitation (if the biological model and probe permeability permit).
• Biochemical assay development: Optimization of assay conditions (ionic strength, detergent, temperature) while monitoring tracer signal stability, nonspecific binding, and photobleaching.

Practical tips (general)

• Light management: Minimize exposure to ambient light; use amber vials and foil-wrapped plates.
• Nonspecific binding: Include 0.01–0.1% Tween-20 and 0.1–0.5% BSA in buffers to suppress surface adsorption.
• Controls: Employ free VH032 or known VHL ligands as cold competitors to validate binding-specific signal.
• Concentration regime: Tracer typically used at low‑nM to sub‑µM levels in FP/FRET assays; determine empirically via saturation binding.

Note: Manufacturer application details are not specified for this SKU; the above are generalized literature practices for BODIPY‑labeled VH032 tracers.

Reaction Conditions

As a probe, BODIPY FL VH032 is not used in classical synthetic reactions; instead, usage conditions pertain to preparing and running fluorescence-based assays.

General assay preparation (literature-based guidance)

• Stock solution: Dissolve in anhydrous DMSO under low light. Typical ranges are 1–10 mM, adjusted to solubility. Filter through 0.2 µm PTFE if particulates are observed.
• Working concentration: Low‑nM to sub‑µM levels are common for fluorescence polarization or TR‑FRET tracer assays; determine via saturation binding (Kd‑guided) and optimize signal-to-background.
• Buffer: Near‑physiological pH (e.g., HEPES or PBS, pH 7.2–7.5), 50–150 mM NaCl. Include 0.01–0.1% Tween‑20 and 0.1–0.5% BSA to suppress nonspecific binding (as compatible with assay readout).
• Temperature/time: Equilibrate at ambient temperature (20–25 °C) with sufficient incubation for binding equilibrium (often 15–60 min in FP assays); verify stability over the assay timeframe.
• Optics: Excitation ~500–505 nm; emission collection ~510–515 nm (literature for BODIPY FL). Use narrowband filters to reduce background.

Controls and validation

• Include excess unlabeled VH032 (or a high-affinity VHL ligand) to confirm specific displacement of the tracer.
• Run serial dilutions to establish linear range and check for inner filter effects at higher probe or protein concentrations.

Note: The above parameters are general literature practices for BODIPY FL–tagged VH032 tracers and are not item-specific specifications.

Safety and Handling

Authoritative safety information is found in the Safety Data Sheet (SDS). Item-specific GHS details are not provided here and should be verified in the SDS.

Provided for this item

• Storage conditions: Store at −20 °C.
• Shipping: Ice chest + ice pads.
• GHS classification, pictograms, signal word, H‑statements: Not specified for this item; refer to SDS.

General laboratory guidance (good practice)

• PPE: Wear lab coat, safety glasses, and appropriate chemically resistant gloves (e.g., nitrile). Avoid inhalation, ingestion, and skin/eye contact.
• Light sensitivity: Protect from light to minimize photobleaching of the BODIPY fluorophore.
• Handling: Prepare and handle solutions in a low-light environment. Use anhydrous, oxygen-free DMSO/DMF when preparing concentrated stocks to maximize stability.
• Incompatibilities: Avoid strong oxidizers and strong acids/bases that may degrade the dye or peptide-like VH032 moieties. Avoid prolonged exposure to aqueous basic conditions that can hydrolyze amide/ester linkages (if present).
• Peroxide formation: Not typically a concern for the neat solid; if using etheral solvents, follow standard peroxide testing/mitigation procedures (general solvent safety).
• DMSO considerations: DMSO can enhance dermal absorption of solutes; avoid skin contact with solutions.

First-aid overview (refer to SDS)

• Skin/eyes: Rinse with water for several minutes; remove contaminated clothing; seek medical attention if irritation persists.
• Inhalation: Move to fresh air; seek medical attention if symptoms occur.
• Ingestion: Rinse mouth; seek medical attention.

Waste: Collect fluorescent dye-containing waste as organic hazardous waste per institutional and local regulations.

Solvent Selection

Use solvents that balance solubility of the VH032 ligand portion with preservation of BODIPY FL photophysics.

General recommendations (literature-based)

• Stock solutions: Anhydrous DMSO is preferred (high solvating power, dye stability). DMF or NMP are alternatives. Typical stock concentrations for fluorescent probes are 1–10 mM, adjusted to solubility.
• Working solutions: Dilute DMSO stocks into assay buffer (e.g., PBS, HEPES) with 0.01–0.1% v/v nonionic surfactant (Tween‑20 or Pluronic F‑127) to minimize adsorption and aggregation. Maintain final DMSO ≤1% v/v when possible to protect biological systems.
• Alcohols: EtOH/MeOH can be used as cosolvents; monitor for changes in fluorescence quantum yield and background.
• Aqueous media: Many BODIPY conjugates have limited water solubility; include carrier proteins (e.g., 0.1–0.5% BSA) or detergents to improve behavior in binding assays.

Polarity/miscibility (general)

• DMSO, DMF, NMP: Polar aprotic, fully miscible with water and many organics, excellent for preparing concentrated stocks.
• Ethanol/IPA: Protic, miscible with water; may shift spectra slightly and impact binding equilibria.

Comparison (general)

• DMSO vs DMF: DMSO often provides better long-term stability for BODIPY dyes and is less volatile; DMF can be used when DMSO is incompatible with the assay.
• Aqueous buffers vs pure organics: Buffers are needed for biological assays but can reduce apparent solubility; use minimal organic cosolvent and additives to mitigate precipitation.

Note: Specific solubility data for this item are not specified; verify empirically at the intended concentration and matrix.

Storage and Reconstitution

Provided for this item

• Storage conditions: Store at −20 °C.
• Shipped in: Ice chest + ice pads.

Reconstitution and handling (general best practices for BODIPY probes)

• Solvent: Reconstitute in anhydrous, oxygen-free DMSO to prepare a concentrated stock. If needed, DMF is an alternative. Use amber vials and minimize headspace.
• Concentration: Prepare stocks at 1–10 mM as solubility permits. Vortex gently; if undissolved, warm briefly to room temperature and sonicate lightly. Avoid aqueous exposure during stock preparation.
• Aliquoting: Dispense single-use aliquots to avoid repeated freeze–thaw. Store aliquots at −20 °C (or below) and protect from light.
• Stability: BODIPY dyes are relatively photostable but should be protected from light at all times. Avoid prolonged exposure to strong acids/bases and oxidants. Monitor for degradation by LC–MS or UV–Vis if stocks are stored for extended periods.
• Thawing: Thaw on ice or at room temperature protected from light. After dilution into assay buffer, use promptly. Discard if precipitation or strong signal drift is observed.

Not specified for this item; refer to CoA/Spec Sheet

• Exact appearance/form on receipt
• Recommended shelf life and retest period
• Any stabilizers or specific diluents supplied

Reminder: For research use only.

Structure and Identity

Brief overview: BODIPY FL VH032 is a fluorescent small‑molecule probe comprising a green‑emissive BODIPY FL fluorophore covalently linked to the VHL E3 ligase ligand VH032 (a hydroxyproline-based VHL recruiter commonly used in PROTAC research).

• SKU: B1451787
• Product name: BODIPY FL VH032
• CAS: 2770675-66-4
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight: Not specified for this item; refer to CoA/Spec Sheet.
• SMILES: Not specified for this item; refer to CoA/Spec Sheet.
• InChIKey: Not specified for this item; refer to CoA/Spec Sheet.

Structural features (general/literature description):

• Contains a difluoroboron dipyrromethene (BODIPY) FL core (BF2-chelated dipyrrin), typically bearing substituents that confer strong green fluorescence.
• VH032 is a tert-leucine/hydroxyproline-derived VHL-binding motif; the conjugate usually includes an amide/urea linkage and a short spacer to the dye.
• Functional groups expected (literature): secondary/tertiary amides, carbamate/urea (depending on linker design), tertiary alcohol (from hydroxyproline), and the BF2–dipyrrin chromophore.
• 2D description in words: a compact, rigid BODIPY chromophore ring system (approximately planar) connected via a linker to a polyfunctional VH032 scaffold (containing an amide-rich, heteroatom-bearing framework), overall giving an amphiphilic small molecule.

Notes

• Exact regiochemistry, linker composition, and stereochemistry for this specific catalog item are not specified here; consult the CoA/Spec Sheet for definitive structure and identifiers.

Synthetic Utility

BODIPY FL VH032 is a finished fluorescent conjugate and is not primarily intended as a synthetic building block. Accordingly, its value in synthesis is limited compared to functionalized intermediates.

General considerations (literature)

• Functional groups present (expected): multiple amides/ureas and the BODIPY BF2–dipyrrin core, which are typically inert under mild conditions used for biochemical assays.
• Derivatization: Further modification is generally not recommended without structural information (position of linker attachments, protecting groups, and stereochemistry). Hydrolysis or dye degradation can occur under strong acidic/basic or oxidative conditions.
• Analytical utility: As an analytical tag, it can be used to create standard curves or to benchmark assay performance, but this is an application rather than synthetic transformation.

If synthetic derivatization is required

• Prefer chemoselective reactions compatible with amide-rich, dye-containing molecules (e.g., very mild NHS-ester coupling or click chemistry) only if reactive handles are known to be present. For this specific item, reactive handles are not specified; refer to the CoA/Spec Sheet.

Bottom line

• Treat this material as an assay probe, not as a general-purpose reagent for multistep synthesis.

Target Specificity

Item-specific target validation data are not provided in the Product Data.

General/literature context

• Intended biochemical target: The VH032 moiety is designed to bind the von Hippel–Lindau (VHL) E3 ligase. When conjugated to BODIPY FL, the molecule is commonly used as a fluorescent tracer for VHL-binding studies and competitive assays with VHL-directed ligands.

Not specified for this item; refer to CoA/Spec Sheet

• Affinity (Kd) for VHL
• Selectivity versus other E3 ligases or off-targets
• Tested species reactivity, assay formats, or validated controls

Recommendation

• Establish target specificity in your laboratory via competition with unlabeled VH032 or known VHL ligands and, if applicable, by testing against unrelated E3 ligases to assess off-target binding.