Ibrutinib-biotin - 10mM in DMSO , CAS No.1599432-18-4

CAS: 1599432-18-4 Cat. No.: I654617 Fórmula: C₅₆H₈₀N₁₂O₉S Peso molecular: 1097.37

GRAU & PUREZA 10mM in DMSO

Storage

Store at -80°C

Shipped In

Dry ice packs + Cold packs

Visão geral

Ibrutinib-biotin is a probe that consists of Ibrutinib linked to biotin via a long chain linker, extracted from patent WO2014059368A1 Compound 1-5, has an IC 50 of 0.755-1.02 nM for BTK .

In Vitro

Ibrutinib-biotin (Compound 1-5) is a probe that consists of Ibrutinib linked to biotin via a long chain linker. Ibrutinib is a TEC family kinase inhibitor. The TEC kinase family is composed of five members, TEC, BTK (Bruton's Tyrosine Kinase), ITK (interleukin-2-inducible T-cell kinase)/EMT/TSK, BMX and TXK/RLK. The TEC family kinases participate in phosphotyrosine- mediated and phospholipid-mediated signaling systems. Many TEC family proteins are abundantly expressed in hematopoietic tissues, and play important roles in the growth and differentiation processes of blood cells. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

IC50& Target:IC50: 0.755-1.02 nM (BTK), 1.71-2.29 nM (TEC), 3.66-4.27 nM (BLK), 4.42-5.57 nM (BMX), 5.99-6.92 nM (LCK), 33.8-36.3 nM (Src), 0.187-0.198 μM (ITK),5.34-4.87 μM (JAK3)

Especificações

Especificações e pureza

10mM in DMSO

Mecanismos bioquímicos e fisiológicos

Ibrutinib-biotin is a probe that consists of Ibrutinib linked to biotin via a long chain linker, extracted from patent WO2014059368A1 Compound 1-5, has an IC 50 of 0.755-1.02 nM for BTK .

Condições de armazenamento de armazenamento

Store at -80°C

Enviado em

Dry ice packs + Cold packs

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

Tipo de ação

INHIBITOR

Nomes e identificadores

Peso molecular

1097.37

Application Protocols

Not specified for this item; no vendor-validated applications, dilutions, or positive controls are provided in the current product data.

General guidance (literature, non-validated):

• Prepare a fresh anhydrous DMSO stock; aliquot and store at −80°C.
• For pull-down: Incubate probe with cells or lysate under optimized conditions; quench or wash as appropriate; capture with streptavidin beads; wash stringently; analyze by WB or LC–MS/MS. Include competition with the parent small molecule to confirm specificity.
• For assay miniaturization: Validate bead capacity and background in small-scale tests before scaling to proteomics.

Users should optimize parameters empirically and consult peer-reviewed protocols relevant to their system.

Biological Roles

This product is a biotinylated small-molecule probe derived from ibrutinib, a kinase-binding scaffold commonly used to interrogate signal transduction pathways in cell biology. The probe facilitates biochemical capture and analysis rather than modulating biology as a formulated drug.

• Mechanistic motif (literature):
  • The ibrutinib core contains an acrylamide Michael acceptor enabling covalent engagement of nucleophilic active-site residues in certain kinases in vitro and in cellular lysates.
• Usage context (general):
  • Studying protein–ligand interactions, mapping probe-accessible nucleophiles in proteomes, and validating on-target binding via competition with parent ligand.
• Biotin function:
  • High-affinity interaction with streptavidin/avidin systems allows enrichment of probe-associated proteins for analysis by immunoblotting or mass spectrometry.

Important: No clinical or therapeutic claims are implied. This material is intended solely for research applications such as target identification, mechanism-of-action studies, and assay development in biochemistry and chemical biology.

Buffer Applications

This item is not a buffering reagent. It is a biotinylated small-molecule probe used in conjunction with biological buffers.

• Practical note (general):
  • Typical working buffers include PBS or HEPES buffered saline (pH ~7.2–7.6) with mild detergents (e.g., 0.1% NP-40/Triton X-100) for lysis and wash steps, and protease/phosphatase inhibitors as required for proteomic workflows (literature practice).

For exact buffer recipes and compatibility, optimize empirically for your cell type, lysis conditions, and downstream detection method.

Green Alternatives

Although this is a specialized affinity probe, several greener practice choices can reduce environmental footprint without compromising performance.

• Solvent choices (general):
  • Prefer minimal-volume, high-concentration DMSO stocks to reduce solvent use; consider GBL or Cyrene only if validated for your assay, recognizing potential compatibility issues (literature on greener dipolar aprotics).
  • Use water-based buffers with minimal organic co-solvent at the point of application.
• Solid-phase considerations:
  • High-capacity, reusable streptavidin resins can lower consumable waste per experiment; validate regeneration protocols to maintain binding capacity.
• Workflow design:
  • Miniaturize chemoproteomic pulldown assays (e.g., 96-well formats) to reduce reagent and plastic consumption.
• Comparison (general):
  • Traditional approach: DMSO-heavy handling, single-use resins.
  • Greener approach: concentrated stocks, reduced organic content in working solutions, reusable resins where feasible.

Trade-offs: Alternative greener solvents may affect probe solubility or protein integrity; always run compatibility pilots before substitution. The inherent electrophilicity of the acrylamide warhead necessitates careful handling regardless of solvent system.

Pharmaceutical Uses

No excipient or pharmacopeial role is specified for this product. Ibrutinib-biotin is supplied strictly as a research probe for laboratory use in biochemical and chemical biology workflows (e.g., affinity capture, target identification, and mechanistic studies).

• Regulatory/compendial status: Not specified for this item; refer to CoA/Spec Sheet. Not intended for human or veterinary use, diagnostic procedures, or clinical applications.
• Formulation context: Not applicable; the product is not provided as a dosage form or excipient. Any handling is for in vitro or ex vivo research.

Research use note: For research use only.

Physical Properties

• Appearance: Not specified for this item; refer to CoA/Spec Sheet.
• Molecular weight (exact): Not specified for this item; refer to CoA/Spec Sheet.
• Molecular formula: Not specified for this item; refer to CoA/Spec Sheet.
• Melting point, boiling point, density, refractive index: Not specified for this item; refer to CoA/Spec Sheet.
• Solubility (general, literature):
  • Expected to be soluble in anhydrous DMSO and DMF; limited aqueous solubility unless aided by co-solvent or surfactant systems (literature for biotinylated small-molecule probes).
  • Aqueous compatibility may improve in the presence of carrier proteins (e.g., 0.1–1% BSA) or when formulated as micellar/solubilized stocks (literature/guidance).
• LogP/pKa: Not specified for this item; refer to CoA/Spec Sheet. Biotinylation and linker composition can substantially alter these values relative to the parent ibrutinib (literature).

Practical notes (general):

• Prepare concentrated DMSO stocks under dry conditions to avoid hydrolysis or adventitious reactions of the acrylamide warhead (literature).
• Avoid prolonged exposure to strong bases or primary amines that can add to acrylamides (literature).

Quality and Grades

• Grade/Purity: Not specified for this item; refer to CoA/Spec Sheet.
• Typical characterization for biotinylated probes (general guidance):
  • Identity by HRMS/ESI-MS and 1H/13C NMR to confirm linker integrity and correct conjugation site (literature/good practice).
  • Purity by HPLC/UPLC with UV and, when appropriate, MS detection; assessment of biotinylated vs. unconjugated parent and potential over-alkylated species (literature).
  • Optional: Binding competence to streptavidin (biotin functionality) via test pull-down or BLI; and retention of target engagement vs. parent compound by competitive labeling (application-dependent; literature).
• Stabilizers: Not specified for this item; refer to CoA/Spec Sheet. Many vendors supply without stabilizers; if present, ensure compatibility with downstream assays.
• Batch documentation: CoA typically includes structure depiction, exact MW, purity, analytical traces, and storage guidance. Use the item’s CoA/Spec Sheet for final acceptance criteria.

Research use note: For research use only. Not for human or veterinary use.

Reaction and Applications

This product is designed as a chemical biology probe rather than as a synthetic reagent. Typical laboratory applications leverage the biotin tag for affinity enrichment and target engagement assessment.

• Affinity capture and chemoproteomics (literature/general):
  • Use in streptavidin-based pull-down of probe-labeled proteins from cells or lysates, followed by SDS-PAGE, Western blot, or LC–MS/MS identification.
  • Competition experiments with the parent (non-biotinylated) compound can differentiate specific vs. nonspecific interactions.
• Target engagement profiling (literature):
  • Employed in activity-based protein profiling (ABPP) or thermal shift/target engagement assays to confirm covalent binding in complex proteomes.
• Assay development:
  • Probe immobilization on streptavidin beads enables kinase-enrichment or profiling panels. Gentle lysis and optimized salt/detergent conditions can reduce off-target binding.
• Practical tips (general):
  • Prepare fresh DMSO stocks; minimize freeze–thaw.
  • Include appropriate controls: no-probe, heat-denatured, and excess competitor.
  • Validate that the biotinylated analog preserves binding characteristics relative to the parent by side-by-side tests (e.g., displacement or capture efficiency).

Note: Exact procedures, concentrations, and incubation times are application-dependent and should be optimized empirically with reference to primary literature.

Reaction Conditions

This product is not intended for use as a classical reagent in organic reactions. However, general conditions relevant to its application as a covalent, biotinylated probe are noted below (literature/guidance):

• Stock preparation: Dissolve in anhydrous DMSO to prepare concentrated stocks; flush with inert gas if long-term storage is anticipated to reduce oxidative degradation of sensitive motifs.
• Labeling/engagement (qualitative): Incubation with live cells or lysates is typically performed at physiological temperatures for cells and 4–25°C for lysates, with gentle mixing. Optimize incubation time empirically to balance signal and specificity. Maintain low final DMSO.
• Capture: Use streptavidin magnetic or agarose beads; equilibrate beads in binding buffer, incubate with sample, and perform stringent washes (e.g., high salt and mild detergent) to reduce nonspecific binding (literature practice).
• Elution/analysis: On-bead digestion for proteomics or SDS loading buffer for immunoblot analysis are commonly used.

Note: Exact concentrations, times, and temperatures are application-specific and should be determined experimentally. Refer to the product’s CoA and SDS before designing experiments.

Safety and Handling

• GHS classification: Not specified for this item; refer to SDS.
• Signal word / H-statements / pictograms: Not specified for this item; refer to SDS.
• Primary hazards (general, literature):
  • May cause skin/eye irritation; handle as a potentially harmful small-molecule probe. The acrylamide warhead is an electrophile capable of reacting with nucleophiles (literature). Avoid contact and inhalation.
• Recommended PPE: Lab coat, nitrile gloves, safety glasses; use a chemical fume hood for weighing, solubilization, and aliquoting.
• Incompatibilities and precautions (general):
  • Avoid strong bases and nucleophiles that may react with the acrylamide functionality (literature).
  • Prevent moisture ingress into anhydrous DMSO stocks; water can accelerate degradation pathways.
• First-aid overview (general):
  • Skin/eye contact: Rinse with water for ≥15 minutes; remove contaminated clothing; seek medical attention per SDS.
  • Inhalation: Move to fresh air; seek medical attention.
  • Ingestion: Rinse mouth; seek medical attention.
• Waste: Collect organic solutions and contaminated disposables as hazardous chemical waste per institutional/EHS guidance.

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

Solvent Selection

Ibrutinib-biotin behaves as an amphiphilic, high-MW small-molecule probe. Practical solvent selection focuses on stock preparation and subsequent dilution into biological media.

• Primary stock solvent (recommended, literature):
  • Anhydrous DMSO (≥99.9%) provides reliable solubility and chemical stability for many biotinylated probes.
• Co-solvents and vehicles (general):
  • DMF can substitute for DMSO when required; ethanol is less preferred due to limited solubility and volatility.
  • For aqueous working solutions, pre-dilute DMSO stock into buffer while vortexing; keep final DMSO ≤0.1–1% v/v in cell/lysate contexts (literature practice). Carrier proteins (e.g., 0.1% BSA) can reduce nonspecific adsorption.
• Buffer compatibility (general):
  • Neutral pH (7.2–7.6) PBS/HEPES buffers commonly used for labeling and pull-down workflows.
  • Avoid prolonged exposure to strong bases or primary/secondary amines at elevated pH that may react with the acrylamide moiety (literature).
• Comparison (general):
  • DMSO: highest solvency and stability; hygroscopic, so manage water content.
  • DMF: good solvency; higher volatility/odor, moisture sensitive.
  • Aqueous-only: often insufficient without co-solvent due to hydrophobic ibrutinib core despite the biotin headgroup.

Storage and Reconstitution

• Storage (item-specific): Store at −80°C (per product data). Minimize light exposure and moisture ingress. Keep container tightly closed.
• Shipping (item-specific): Shipped on dry ice packs + cold packs (per product data).
• Stability: Not specified for this item; refer to CoA/Spec Sheet. Avoid repeated freeze–thaw cycles to maintain integrity of the electrophilic warhead and overall probe.
• Reconstitution (general guidance):
  • Use anhydrous DMSO to prepare concentrated stock solutions under dry, inert conditions when feasible. Vortex thoroughly to fully dissolve; gentle warming (room temperature) may assist dissolution.
  • Sterile-filtering DMSO stocks (PTFE syringe filter) can reduce particulate contamination when sterile technique is required.
  • Aliquot stocks into single-use vials to prevent multiple freeze–thaw cycles; store aliquots at −80°C.
• Working solutions (general):
  • Prepare immediately before use by diluting the DMSO stock into the assay buffer with vigorous mixing to avoid precipitation. Keep final DMSO content low to maintain cell and protein integrity.

Always refer to the item’s CoA and SDS for product-specific guidance and stability information.

Structure and Identity

Ibrutinib-biotin is a biotinylated derivative of the covalent kinase-binding small molecule ibrutinib, configured for affinity capture with streptavidin systems. The exact linker architecture can vary among vendors; consult the item’s CoA for definitive structural identifiers.

• Item-specific identifiers:
  • CAS: 1599432-18-4
  • 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):
  • Contains the ibrutinib pharmacophore bearing an electrophilic acrylamide (Michael acceptor) moiety capable of covalent bond formation with nucleophilic cysteine residues in proteins (literature).
  • Biotin headgroup (ureido-thiolane bicyclic structure) for high-affinity binding to streptavidin/avidin systems (literature).
  • Typically connected via an alkyl/PEG-based linker to minimize steric interference during target binding and to facilitate capture (literature).
  • 2D description in words (general): A tri-substituted anilide/arylamine kinase-binding scaffold bearing an acrylamide side chain is tethered through a flexible linker to a biotin moiety featuring a fused ureido-imidazolidinone and tetrahydrothiophene ring; terminal valeric acid amide typical of biotin is preserved (literature).

Note: Exact stereochemistry, linker length, and point of attachment are item-specific and must be confirmed from the CoA/SDS and catalog structure drawing.

Synthetic Utility

As supplied, Ibrutinib-biotin is an end-use affinity probe rather than a general synthetic building block.

• Utility profile (general):
  • Employed to immobilize or enrich probe-bound proteins via streptavidin capture for analytical workflows (immunoblot, LC–MS/MS).
  • Can serve as a competitive ligand in assay development to benchmark selectivity relative to the parent scaffold.
• Not typically used for:
  • Multistep organic synthesis as a reagent or intermediate, given the specialized linker/biotin architecture and electrophilic warhead.

Researchers seeking synthetic transformations on the ibrutinib core or biotin linker should consult primary literature and consider precursor intermediates or click-chemistry handles (e.g., alkyne/azide-tagged analogs) in place of a terminal biotin for modular conjugation.

Target Specificity

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

Note: Target binding profiles, on/off-target engagement, and any validated protein captures are not provided in the current product data. Users should consult the literature and perform competition controls with the parent compound to establish specificity under their assay conditions.

Perguntas frequentes

How should this product be stored?

Store at ?80 °C. Ultra-low temperature storage is required to maintain the specified shelf life.

How is this product shipped?

This product ships frozen with dry ice and cold packs. Unpack on arrival and transfer it to the storage condition stated above; handle dry ice with insulated gloves in a ventilated area.

What are the CAS number, molecular formula and molecular weight?

The CAS Number is 1599432-18-4, the molecular formula is C56H80N12O9S, and the molecular weight is 1097.37 g/mol.

What documentation is provided?

Available product documentation, including Certificates of Analysis (COA), Safety Data Sheets (SDS), and specification sheets, is shown in the product document area. Document availability and access follow the current site policy.