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Triphenylphosphinechlorogold (Chloro(triphenylphosphine)gold(I))

Cat No.:V68902 Purity: ≥98%
Triphenylphosphinechlorogold is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Triphenylphosphinechlorogold (Chloro(triphenylphosphine)gold(I))
Triphenylphosphinechlorogold (Chloro(triphenylphosphine)gold(I)) Chemical Structure CAS No.: 14243-64-2
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
250mg
Other Sizes
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Product Description
Triphenylphosphinechlorogold is a biochemical compound that may be utilized as a biomaterial or organic/chemical reagent for biomedical research.
Triphenylphosphinechlorogold (Chloro(triphenylphosphine)gold(I)) (CAS 14243-64-2) is a gold(I) coordination complex with molecular formula C₁₈H₁₅AuClP and molecular weight 494.71 g/mol. It is a gold complex that demonstrates significant lipoxygenase (LOX) inhibitory activity, leading to cell cycle arrest and apoptosis in cancer cells. The compound catalyzes the peroxidation of linoleic acid and shows antiproliferative effects against cancer cell lines. It is a forefront reagent in gold chemistry as an apoptotic agent for cancer cells.
Biological Activity I Assay Protocols (From Reference)
Targets
Triphenylphosphinechlorogold targets apoptosis induction in cancer cells. Its mechanism of action involves significant lipoxygenase (LOX) inhibitory activity, leading to cell cycle arrest and apoptosis. A weak interaction with DNA may be involved in its mechanism of action. The compound induces apoptosis through mechanisms that differ from traditional chemotherapeutics like cisplatin. It also acts as a catalyst in various biochemical reactions.
ln Vitro
In vitro, triphenylphosphinechlorogold demonstrates significant lipoxygenase (LOX) inhibitory activity. It shows antiproliferative effects against breast cancer cell lines. The compound has been investigated for its antiproliferative activity against human breast adenocarcinoma cells, and it has been confirmed that the complex has no in vitro toxicity against normal human fetal lung fibroblast cells. It induces apoptosis in cancer cells.
ln Vivo
In vivo data for triphenylphosphinechlorogold are limited. The compound has been studied for its anticancer activity, but specific in vivo pharmacokinetic and pharmacodynamic data are not well-documented. As a gold(I) complex, it may have potential for in vivo applications in cancer therapy, but further studies are needed. The compound's in vivo relevance is primarily through its antiproliferative and apoptotic effects observed in vitro.
Enzyme Assay
For in vitro enzyme inhibition assays, triphenylphosphinechlorogold is evaluated for lipoxygenase (LOX) inhibitory activity. Enzyme activity is measured spectrophotometrically using linoleic acid as substrate. The compound (0.01-100 µM) is pre-incubated with the enzyme for 5-10 minutes at 25°C before substrate addition. IC₅₀ values are calculated from dose-response curves. The compound demonstrates significant LOX inhibitory activity.
Cell Assay
For in vitro cell-based experiments, triphenylphosphinechlorogold is evaluated for antiproliferative and apoptotic activity against cancer cell lines such as breast adenocarcinoma cells. Cells are seeded in 96-well plates and treated with the compound at various concentrations (typically 0.1-100 µM) for 24-72 hours. Cell viability is assessed using MTT or resazurin-based assays. Apoptosis is measured using flow cytometry with Annexin V/PI staining.
Animal Protocol
In vivo animal studies for triphenylphosphinechlorogold are limited. For anticancer drug candidates derived from this compound, efficacy studies would typically be performed in mouse xenograft models of cancer. Standard in vivo protocols involve administration to tumor-bearing mice via intravenous or intraperitoneal injection, with measurement of tumor volume over time. Specific protocols for this compound are not well-documented in the public literature.
ADME/Pharmacokinetics
Pharmacokinetic properties of triphenylphosphinechlorogold are not extensively characterized. The compound has a molecular weight of 494.71 g/mol. As a gold(I) complex with a lipophilic triphenylphosphine ligand, it is expected to have moderate lipophilicity and potential for membrane permeability. The compound's gold center may interact with thiol-containing biomolecules. Empirical pharmacokinetic data (half-life, clearance, bioavailability) are not available in the public literature.
Toxicity/Toxicokinetics
Triphenylphosphinechlorogold is a research chemical and should be handled with appropriate laboratory safety precautions. As a gold complex, it may cause skin and eye irritation. The compound should be stored under appropriate conditions. Specific LD₅₀ values, acute toxicity classifications, and chronic toxicity data are not available in the public literature. Standard safety practices include the use of personal protective equipment and working in a fume hood.
Additional Infomation
Triphenylphosphinechlorogold (Chloro(triphenylphosphine)gold(I), CAS 14243-64-2) is primarily a research-grade chemical, not an FDA-approved pharmaceutical drug. Its primary applications are in cancer research as an apoptotic agent. The compound demonstrates significant lipoxygenase inhibitory activity and antiproliferative effects against cancer cell lines. It induces apoptosis through mechanisms that differ from traditional chemotherapeutics. No clinical trials or approved indications exist for this compound.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C18H15AUCLP
Molecular Weight
494.71
Exact Mass
494.026
CAS #
14243-64-2
PubChem CID
10874691
Appearance
White to off-white solid powder
Boiling Point
360ºC at 760 mmHg
Melting Point
248-249°C
Flash Point
181.7ºC
Vapour Pressure
4.74E-05mmHg at 25°C
LogP
4.131
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
0
Rotatable Bond Count
3
Heavy Atom Count
21
Complexity
204
Defined Atom Stereocenter Count
0
SMILES
[Au]Cl.P(C1C([H])=C([H])C([H])=C([H])C=1[H])(C1C([H])=C([H])C([H])=C([H])C=1[H])C1C([H])=C([H])C([H])=C([H])C=1[H]
InChi Key
IFPWCRBNZXUWGC-UHFFFAOYSA-M
InChi Code
InChI=1S/C18H15P.Au.ClH/c1-4-10-16(11-5-1)19(17-12-6-2-7-13-17)18-14-8-3-9-15-18;;/h1-15H;;1H/q;+1;/p-1
Chemical Name
chlorogold;triphenylphosphane
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: (1). This product requires protection from light (avoid light exposure) during transportation and storage.  (2). Please store this product in a sealed and protected environment (e.g. under nitrogen), avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
Solubility (In Vivo)
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.

Injection Formulations
(e.g. IP/IV/IM/SC)
Injection Formulation 1: DMSO : Tween 80: Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution 50 μL Tween 80 850 μL Saline)
*Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution.
Injection Formulation 2: DMSO : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO 400 μLPEG300 50 μL Tween 80 450 μL Saline)
Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO 900 μL Corn oil)
Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals).
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Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO 900 μL (20% SBE-β-CD in saline)]
*Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.
Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin 500 μL Saline)
Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO 100 μLPEG300 200 μL castor oil 650 μL Saline)
Injection Formulation 7: Ethanol : Cremophor : Saline = 10: 10 : 80 (i.e. 100 μL Ethanol 100 μL Cremophor 800 μL Saline)
Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline
Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH 900 μL Corn oil)
Injection Formulation 10: EtOH : PEG300Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH 400 μLPEG300 50 μL Tween 80 450 μL Saline)


Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium)
Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose
Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals).
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Oral Formulation 3: Dissolved in PEG400
Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose
Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose
Oral Formulation 6: Mixing with food powders


Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0214 mL 10.1069 mL 20.2139 mL
5 mM 0.4043 mL 2.0214 mL 4.0428 mL
10 mM 0.2021 mL 1.0107 mL 2.0214 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
  • Calculate the Volume of solution required to dissolve a compound of known mass to a desired concentration
  • Calculate the Concentration of a solution resulting from a known mass of compound in a specific volume
An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
  • To calculate molar mass of a chemical compound, please enter the chemical/molecular formula and click the “Calculate’ button.
Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
  • Click the “Calculate” button
  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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