1,4,-IP₂ - Moligand™ , CAS No.47055-78-7

CAS: 47055-78-7 Cat. No.: I607066 PubChem CID: 25203530

GRADE & PURITY Moligand™

Synonyms

1D-myo-inositol 1,4-bisphosphate | inositol 1,4-bis(phosphate)

Storage

Room temperature

Specifications

Sinónimos

1D-myo-inositol 1,4-bisphosphate | inositol 1,4-bis(phosphate)

Especificaciones y pureza

Moligand™

Condiciones de almacenamiento de almacenamiento

Room temperature

Grado

Moligand™

Nombres e identificadores

• Sonrisas canónicas: O[C@@H]1C(OP(=O)([O-])[O-])[C@H](O)[C@H](C([C@@H]1O)OP(=O)([O-])[O-])O
• IUPAC Name: [(2R,3S,5R,6R)-2,3,5,6-tetrahydroxy-4-phosphonatooxycyclohexyl] phosphate
• InChIKey: PELZSPZCXGTUMR-MBEOBJKWSA-J
• INCHI: 1S/C6H14O12P2/c7-1-2(8)6(18-20(14,15)16)4(10)3(9)5(1)17-19(11,12)13/h1-10H,(H2,11,12,13)(H2,14,15,16)/p-4/t1-,2-,3-,4+,5?,6?/m1/s1
• Isómeros SMILES: [C@H]1([C@H](C([C@H]([C@H](C1OP(=O)([O-])[O-])O)O)OP(=O)([O-])[O-])O)O
• PubChem CID: 25203530

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic oxygen compounds
    • Clase Organooxygen compounds
      • Subclass Alcohols and polyols
        • Level5 Cyclic alcohols and derivatives
          • Level6 Cyclitols and derivatives
            • Level7 Inositol phosphates

• Kingdom: Organic compounds
• Superclass: Organic oxygen compounds
• Clase: Organooxygen compounds
• Subclass: Alcohols and polyols
• Intermediate Tree Nodes: Cyclic alcohols and derivatives - Cyclitols and derivatives
• Direct Parent: Inositol phosphates
• Alternative Parents: Cyclohexanols Alkyl phosphates Polyols Organic oxides Hydrocarbon derivatives Organic anions
• Molecular Framework: Aliphatic homomonocyclic compounds
• Substituents: Inositol phosphate - Cyclohexanol - Alkyl phosphate - Phosphoric acid ester - Organic phosphoric acid derivative - Secondary alcohol - Polyol - Organic oxide - Hydrocarbon derivative - Organic anion - Aliphatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as inositol phosphates. These are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety.
• External Descriptors: Not available

Data sources

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.

DOI: 10.1186/s13321-016-0174-y

Application Protocols

No tested applications or recommended protocols are provided for this specific item in the Product Data.

Per policy, only product-validated protocols would be listed here. Please refer to the CoA/Spec Sheet for any lot-specific test methods or contact Technical Support with details of your assay (target, buffer, concentration range) for tailored guidance.

General reminder: For research use only.

Biological Roles

Literature/general context (not product specifications):

• Pathway placement: Inositol 1,4-bisphosphate (IP2) is part of the inositol phosphate network derived from phosphatidylinositol phosphates. It appears as a dephosphorylation product of IP3 and as a substrate for kinases that regenerate higher-order inositol phosphates.
• Cellular functions: While IP3 is the canonical Ca2+-mobilizing messenger, IP2 species can modulate binding to certain phospho-ligand recognition domains and participate in phosphate turnover and signaling crosstalk. Their intracellular levels reflect the activity of inositol phosphate kinases/phosphatases.
• Enzymatic interconversions: IP2 is generated by inositol polyphosphate 5-phosphatases and others acting on IP3, and can be phosphorylated by specific kinases to yield IP3 isomers. Multiple positional isomers exist (e.g., Ins(1,4)P2 vs. Ins(3,4)P2), each with distinct enzyme specificities.
• Analytical marker: IP2 levels provide readouts for PLC pathway activity and phosphomonoesterase function; used as calibration standards in metabolic flux analyses.

Important note: The exact isomer and salt form of this catalog item are not specified here; consult the CoA/Spec Sheet to align assays with the correct biological isomer.

Buffer Applications

This molecule is not a conventional buffer component. However, it is commonly prepared and handled in buffered aqueous media for biochemical assays.

General guidance (not product-specific):

• Stock preparation: dissolve in deionized water or desired assay buffer (e.g., 10–50 mM HEPES, pH 7.2–7.5; 100–150 mM NaCl). Adjust pH minimally if needed to aid dissolution; avoid strong acids/bases that can promote phosphate ester hydrolysis.
• Chelation/ions: maintain consistent Mg2+/Ca2+ levels in the buffer according to assay design; polyphosphates can weakly coordinate divalent cations, which may influence enzyme activities.
• Additives: 0.01–0.1% carrier protein (e.g., BSA) or 0.005–0.05% nonionic surfactant can reduce adsorption losses in low-concentration binding assays—verify target compatibility.
• Sterility: filter-sterilize (0.22 µm) if using in cell-derived systems or long assays; store sterile aliquots at 2–8°C for short term as needed.

Note: Buffer recipes and pH ranges are general literature practices for handling inositol phosphates; they are not specifications for this item.

Green Alternatives

Green chemistry considerations focus on solvent systems and assay design rather than replacing the ligand itself.

• Preferred media: aqueous buffers (HEPES, MOPS, phosphate, Tris) at neutral pH provide the greenest environment for preparing and using IP2-class compounds. Avoid halogenated solvents entirely.
• Minimizing DMSO: where possible, dissolve directly in water/buffer to eliminate DMSO. If required for HTS logistics, keep DMSO ≤10 mM stock and dilute promptly into buffer to very low final percentages.
• Waste reduction: consolidate aqueous assay waste; neutralize and dispose through standard aqueous organic waste streams to minimize halogenated waste.

Comparison of dissolution media (general guidance):

• Water/buffer: highest EHS profile (preferred), excellent solubility, compatible with biology.
• Alcohol/water mixtures (≤20% alcohol): sometimes helpful for wetting; moderate EHS; ensure no effect on target proteins.
• DMSO: convenient for plate-based work but can affect protein stability and binding; limit concentration and ensure proper controls.

Operational tips:

• Use reusable glass vials and low-waste filtration (syringe filters over centrifugal devices) when sterility is required.
• Prepare concentrated aqueous stocks and dispense by acoustic or positive-displacement systems to reduce plastics use.

Pharmaceutical Uses

No pharmacopeial status, excipient role, or manufacturing specifications are provided for this item.

Context (general, non-clinical):

• Inositol phosphates are primarily research tools in drug discovery for studying phosphoinositide signaling and enzyme inhibitor assessment. They are not typical formulation excipients.
• Use is confined to in vitro and ex vivo research applications, assay development, and analytical standards.

Compliance note:

• For research use only. Not for human or veterinary use. No therapeutic or clinical claims are made or implied for this product.

Physical Properties

Item-specific measured specifications:

• Appearance: 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.
• Boiling point, melting point, density, refractive index, water/peroxide/metal content, UV cutoff: Not specified for this item; refer to CoA/Spec Sheet.

General/literature properties for inositol bisphosphates (for context only; not product specifications):

• Physical form: typically a solid (often hygroscopic) when isolated as the free acid or inorganic salt.
• Solubility: highly soluble in water and aqueous buffers; negligible solubility in nonpolar organic solvents. Solubility in alcohols varies with counterion and hydration state.
• Acid–base behavior: multiple acidic protons associated with the phosphate groups; overall poly-anionic at neutral pH (exact pKa values depend on substitution pattern and salt form).
• Hygroscopicity: phosphate salts can absorb moisture; solutions are stable in water with appropriate pH control.

Practical notes (general):

• Prepare stock solutions in deionized water or suitable buffered saline; adjust pH carefully to avoid hydrolysis of phosphate esters under strongly acidic/basic conditions.
• Filter-sterilize aqueous stocks when sterility is required; avoid repeated freeze–thaw to limit potential precipitation due to counterion effects.

Quality and Grades

• Grade/Purity: Moligand™ (as provided). Moligand-designated items are typically curated for small-molecule screening, chemogenomics, binding studies, and assay development. The emphasis is on identity and suitability as a ligand or probe rather than on low-UV chromatography specifications.

What Moligand™ generally implies (general guidance; verify with CoA/Spec Sheet):

• Identity control: authentication by appropriate spectroscopic/analytical methods (e.g., NMR, MS, or LC-MS) to support screening applications.
• Purity: suitable for discovery screening and biochemical assays; exact assay and purity metrics are item-specific and must be confirmed on the CoA.
• Counterion/hydration: for phosphate-containing ligands, salt form and hydration state can influence solubility and assay response; consult the CoA for exact composition to ensure reproducibility.

What is not specified for this item:

• Exact purity percentage, stabilizers, residual solvents, water content, and metal limits: Not specified for this item; refer to CoA/Spec Sheet.

Practical implications:

• For quantitative biochemistry, document and control buffer pH and ionic strength, as phosphate speciation can affect binding.
• For HTS/fragment-like use, prepare fresh aliquots to minimize adsorption to plastics; confirm identity matching (CAS/CID) in LIMS prior to hit follow-up.

Reaction and Applications

This product is primarily intended as a biochemical ligand/standard rather than a synthetic reagent.

Research/application contexts (literature/general):

• Signal transduction studies: inositol phosphates (including IP2) are metabolic intermediates within the phosphatidylinositol cycle; IP2 can be used as a reference standard in HPLC/CE-MS profiling of cellular inositol phosphates.
• Enzymology: substrate or product analog in assays of inositol phosphate kinases and phosphatases (e.g., dephosphorylation of IP3 to IP2, or phosphorylation of IP2 to IP3). Useful for kinetic benchmarking and inhibitor screening.
• Protein–ligand interactions: probe for phospho-ligand binding pockets (e.g., PH-domain-related interactions, although affinity is typically lower than IP3/PI(4,5)P2 headgroups). Can aid in mapping electrostatic contributions.
• Analytical calibration: preparation of standard curves for quantitative LC-MS/MS when monitoring inositol phosphate pools.

Practical guidance:

• Maintain consistent pH (typically 7.0–7.5) and ionic strength to ensure reproducible ionization state.
• For enzyme assays, include Mg2+/ATP only if required by the enzyme; note that free divalent cations can form weak complexes with polyphosphates—titrate Mg2+ carefully.
• Store working stocks in single-use aliquots to minimize adsorption and bioburden; verify concentration by phosphate assay or quantitative NMR when high accuracy is needed.

Note: No specific manufacturer application notes were provided for this SKU; the above reflects common uses of inositol bisphosphate standards in research workflows.

Reaction Conditions

Conventional organic reaction conditions are not generally applicable due to the compound’s polarity and charge. Instead, consider biochemical/aqueous conditions relevant to its typical uses.

General assay/biochemical conditions (literature guidance; not item-specific):

• Enzyme assays (phosphatases/kinases):
  • Buffer: 25–50 mM HEPES or Tris, pH 7.0–7.5; 100–150 mM NaCl.
  • Cofactors: Mg2+ (1–5 mM) when ATP-dependent kinases are involved; adjust free Mg2+ carefully.
  • Temperature: 20–37°C depending on enzyme source; typical reaction times 10–120 min.
  • Detection: malachite green phosphate assay for inorganic phosphate release, HPLC/CE or LC-MS for intact inositol phosphate profiling.
• Binding assays (protein–ligand):
  • Buffer: HEPES/Tris at pH 7.4; 0.005–0.05% nonionic surfactant to reduce nonspecific binding if compatible.
  • Ionic strength: 100–150 mM NaCl; include DTT/TCEP (0.5–2 mM) if protein requires reducing conditions.

Operational notes:

• Avoid extremes of pH (<5 or >9) to limit phosphate ester hydrolysis.
• Pre-clear solutions by 0.22 µm filtration to prevent particulates from affecting kinetic measurements.

All numeric ranges above are literature norms and should be optimized per target; they are not specifications for this catalog item.

Safety and Handling

Authoritative safety data for this specific catalog item are not provided here; always consult the SDS.

Item-specific hazard data (from Product Data):

• GHS Classification: Not specified for this item; refer to SDS.
• Signal Word: Not specified for this item; refer to SDS.
• H-Statements/Pictograms: Not specified for this item; refer to SDS.

General laboratory handling guidance for phosphate-containing polyols (context, not item-specific):

• PPE: wear lab coat, safety glasses, and appropriate chemically resistant gloves. Use in a clean area to avoid bioburden if preparing assay stocks.
• Inhalation/ingestion: avoid dust generation; handle powders gently and use local exhaust if weighing fine solids.
• Skin/eye contact: wash thoroughly with water following contact; seek medical attention if irritation persists.
• Incompatibilities: avoid strong acids or bases that may hydrolyze phosphate esters; avoid strong dehydrating agents and oxidizers.
• Spill response: contain solids by damp wiping to minimize dust; for solutions, absorb with inert material and rinse area with water.
• Waste: dispose according to institutional and local regulations for aqueous phosphate-containing organic waste.

Special risks: This class is nonvolatile and not flammable under normal conditions; primary concerns are dust inhalation and microbial contamination of aqueous stocks used in biochemical assays.

Note: For research use only, not for human or veterinary use.

Solvent Selection

Applicability: 1,4,-IP₂ (inositol bisphosphate class) is a highly polar, poly-anionic molecule at neutral pH. Solvent choice is driven by ionic character and intended biochemical application.

Recommended solvents (general guidance):

• Primary: water, physiological buffers (HEPES, Tris, PBS) adjusted to pH 6.5–7.5. Use chelexed water/buffers if metal-sensitive assays are planned.
• Secondary: minimal percentages of water-miscible organics (≤10–20% v/v) such as methanol or ethanol to assist dissolution when required by assay format; confirm compatibility with biological targets.

Usually unsuitable:

• Nonpolar aprotic solvents (hexanes, toluene) and weakly polar ethers/esters (e.g., MTBE, ethyl acetate) due to negligible solubility.
• Anhydrous DMSO: some inositol phosphates show limited DMSO solubility and can precipitate upon aqueous dilution. If DMSO use is required, pre-dilute into buffer rapidly with vortexing and keep final DMSO ≤1–2%.

Practical tips:

• Pre-wet vials with buffer to limit adsorption; use low-bind plastics or glass.
• Adjust ionic strength (e.g., 50–150 mM NaCl) to mimic physiological conditions for protein-binding assays.
• Filter through 0.22 µm for sterility-sensitive applications.

Comparison (context):

• IP2 vs. IP3/IP6: lower charge generally offers higher solubility in modest organic content but still prefers aqueous media. IP6 (phytic acid) is more chelating and sensitive to divalent cations; IP2 typically shows less metal binding.

Storage and Reconstitution

Item-specific storage/shipping (from Product Data):

• Storage Conditions: Room temperature.
• Shipped In: Not specified for this item; refer to CoA/Spec Sheet.

General guidance for phosphate-rich polyols (context; not a specification):

• Upon receipt: keep tightly capped in a desiccated environment to limit moisture uptake. If sterility is important, open in a clean environment.
• Reconstitution: dissolve in high-purity water or assay buffer at the desired concentration. Adjust pH gently if needed. Filter-sterilize (0.22 µm) for sterile applications.
• Working solutions: store aliquots at 2–8°C for short term (days to a week) or at −20°C for longer-term storage, avoiding repeated freeze–thaw. Verify stability in your specific buffer system.
• Container choice: use glass or low-bind polypropylene to minimize adsorption, especially at low micromolar concentrations.

Always defer to the lot-specific CoA/Spec Sheet for any definitive instructions on storage stability, salt form, hydration state, and concentration verification.

Structure and Identity

Brief overview: The product name “1,4,-IP₂” typically denotes the inositol 1,4-bisphosphate family (often written as Ins(1,4)P2 or IP2). Exact isomer, salt form, and stereochemistry (e.g., myo-inositol core; free acid vs. sodium/ammonium salt) are not specified in this listing.

Item-specific identifiers (from Product Data):

• SKU: I607066
• CAS: 47055-78-7
• CID: 25203530
• InChIKey: 275293 (as provided)
• 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 (literature/general description for “IP2” class):

• Core scaffold: cyclohexane-like myo-inositol ring (six-membered, chair conformation) bearing hydroxyls at each carbon.
• Functional groups: two phosphate mono-/diesters attached to vicinal hydroxyls at positions 1 and 4 of the inositol ring (phosphomonoester groups; protonation state/salt not specified).
• Charge state: typically poly-anionic at neutral pH due to phosphate acidity (exact pKa values and counterions depend on salt form; not specified for this item).
• 2D depiction in words: a six-membered carbocycle with axial/equatorial hydroxyl pattern; phosphate groups esterified at C1 and C4, remaining positions hydroxylated.

Important note: The precise stereochemistry (e.g., myo vs. other inositol isomers), protonation, and counterion composition must be verified against the item-specific CoA/Spec Sheet.

Synthetic Utility

This compound is primarily a biochemical standard/ligand and is not commonly employed as a synthetic reagent in organic synthesis.

General/literature context:

• Functional handles: multiple hydroxyls and two phosphate esters render the scaffold highly polar; selective protection/deprotection and phosphorylation are central to the synthesis of inositol phosphates, but IP2 itself is rarely used as a precursor in downstream organic synthesis.
• Derivatization: formation of reporter-tagged analogs (e.g., fluorescent, biotinylated) is typically achieved on protected inositol scaffolds; direct modification of IP2 in water is challenging due to charge and lack of chemoselectivity.
• Analytical utility: serves as a reference standard in synthetic method validation (e.g., confirmation of phosphorylation patterns by NMR, LC-MS) and as a benchmark in chemoenzymatic phosphorylation/dephosphorylation studies.

Takeaway: For synthetic chemistry, IP2’s highest value is as a characterized comparison standard or as a substrate/product in enzyme-catalyzed transformations, rather than as a building block for constructing new small molecules.

Target Specificity

Item-specific biological target information is not provided for this SKU.

• Antigen/epitope, clone/isotype, species reactivity, or any target-binding validation data: Not specified for this item; refer to CoA/Spec Sheet.

Context (general): Inositol bisphosphates can bind to basic pockets on certain proteins (e.g., domains that recognize phosphoinositide headgroups), but specificity and affinity are highly dependent on isomer, charge state, and protein architecture. Users should validate binding against their specific target under assay-relevant conditions.

Preguntas frecuentes

What is Moligand??

Moligand? is one of Aladdin Scientific's premium product lines, formulated for high-purity applications across multiple workflows. Compared to standard grades in the same workflow, Moligand? products typically offer tighter specifications, more rigorous QC, and stronger lot-to-lot consistency.

How should this product be stored?

Store at room temperature.

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

The CAS Number is 47055-78-7. InChIKey PELZSPZCXGTUMR-MBEOBJKWSA-J.

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.