yingweiwo

I2959

Alias: 106797-53-9; 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone; 2-Hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methylpropan-1-one; 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one; Darocur 2959; Irgacure 2959; 2-Hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone; 1-Propanone, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-;
I2959 has been widely used as a photoinitiator for photochemical cross-linking of hydrogels, and the combination of I2959 and CMA hydrogels has been used as bioink for 3D bioprinting applications.
I2959
I2959 Chemical Structure CAS No.: 106797-53-9
Product category: Biochemical Assay Reagents
This product is for research use only, not for human use. We do not sell to patients.
Size Price
Other Sizes
Official Supplier of:
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text
Alternate Text

 

  • Business Relationship with 5000+ Clients Globally
  • Major Universities, Research Institutions, Biotech & Pharma
  • Citations by Top Journals: Nature, Cell, Science, etc.
Top Publications Citing lnvivochem Products
Purity & Quality Control Documentation

Purity: ≥98%

Product Description
I2959 is widely used as a photoinitiator for photochemical cross-linking of hydrogels, and the combination of I2959 and CMA hydrogel has been used as a bio-ink for biological 3D printing applications. In addition, I2959 has a high free radical generation efficiency and is cytotoxic to rapidly dividing cell lines.
Biological Activity I Assay Protocols (From Reference)
Targets
Photoinitiator
ln Vitro
Method for encapsulating Saos-2 cells in photochemically cross-linked CMA hydrogels[1]:
(1) The human osteosarcoma cell line (Saos-2 cells) was expanded in RPMI medium containing 15% FBS, 1% L-glutamine, and 1% penicillin/streptomycin.
(2) Cells were suspended in a neutralized CMA solution (containing 0.02% or 0.1% I2959 concentration).
(3) 45 µL of cell suspension was added to each well of a 96-well plate, followed by incubation at 37℃ for 30 min for gelation (5000 cells/gel).
(4) The gels were exposed to ultraviolet light (365 nm) for two different durations (1 min or 10 min) for photo-crosslinking. Hydrogels not exposed to UV light served as controls for cellular studies.
(5) Cell-laden hydrogels were cultured in α-MEM medium containing 50 µg/mL ascorbic acid, 10 mM β-glycerophosphate, 10% FBS, and 1% penicillin/streptomycin for up to 14 days.
Cell Assay
Saos-2 Cell Encapsulation within Photochemically Crosslinked CMA Hydrogels:[1]
Human osteosarcoma cell line (Saos-2 cells) were expanded in RPMI culture medium supplemented with 15% FBS, 1% L-glutamine, and 1% penicillin/streptomycin. To encapsulate Saos-2 cells (P32) within the CMA hydrogels, cells were first suspended in neutralized CMA solution (with I2959 or VA086 at desired concentrations – 0.02% or 0.1%). Forty five µl of cell suspension was added into each well of a 96-well plate and incubated at 37 °C for 30 min for gelation (5,000 cells/gel). Following this, gels were photocrosslinked by exposing them to UV light (365 nm) for two different times (i.e., 1 min or 10 min). Hydrogels not exposed to UV light were used as controls for cell studies. Cell encapsulated hydrogels were cultured in α-MEM medium supplemented with 50 µg/ml ascorbic acid, 10 mM β-glycerophosphate, 10% FBS, and 1% penicillin/streptomycin for up to 14 days.
Toxicity/Toxicokinetics
The oral LD50 in rats was 4082 mg/kg. Sensory organs and special senses: color vision: eye; behavior: seizures or effects on the epileptic threshold; lungs, pleura, or respiration: dyspnea. National Technical Information Service, OTS0533940
References

[1]. Thuy-Uyen Nguyen, et al. Photochemically crosslinked cell-laden methacrylated collagen hydrogels with high cell viability and functionality. J Biomed Mater Res A. 2019 Jul;107(7):1541-1550.

Additional Infomation
Irgacure 2959 (I2959) is widely used as a photoinitiator for photochemical crosslinking of hydrogels. However, the free radicals generated by I2959 have been reported to be highly cytotoxic. This study used two different photoinitiators (I2959 and VA086) to photochemically crosslink methacrylated collagen (CMA) hydrogels and investigated the effects of photoinitiator type, concentration (0.02% and 0.1%), and crosslinking time (1 min and 10 min) on gel morphology, compressive modulus, and stability. Furthermore, Saos-2 cells were encapsulated in the hydrogels, and the effects of photochemical crosslinking conditions on cell viability, metabolic activity, and osteoblast function were evaluated. Scanning electron microscopy revealed that photochemical crosslinking reduced the porosity of the hydrogel, resulting in a decrease in its water retention capacity compared to the uncrosslinked hydrogel. On the other hand, photochemical crosslinking improved the stability of the CMA hydrogel (p < 0.05). Uniaxial compression tests showed that increasing the concentration of photoinitiator significantly improved the compressive modulus of CMA hydrogel (p < 0.05). Live and dead cell staining results showed that the cell viability of VA086 cross-linked hydrogel was higher than that of I2959 cross-linked hydrogel (p < 0.05), indicating that VA086 has better cell compatibility than I2959. In addition, Alizarin Red S staining showed that cell-mediated mineralization on VA086 cross-linked hydrogel was significantly enhanced (p < 0.05), indicating that Saos-2 cells can still maintain their normal function in the presence of VA086. In summary, these results indicate that VA086 is a more biocompatible photoinitiator than I2959 and can be used to generate photochemically cross-linked CMA hydrogels for application in tissue engineering. [1]
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C12H16O4
Molecular Weight
224.26
Exact Mass
224.105
CAS #
106797-53-9
PubChem CID
86266
Appearance
White to off-white solid powder
Density
1.2±0.1 g/cm3
Boiling Point
405.0±25.0 °C at 760 mmHg
Melting Point
88-90 °C(lit.)
Flash Point
155.8±16.7 °C
Vapour Pressure
0.0±1.0 mmHg at 25°C
Index of Refraction
1.545
LogP
0.23
Hydrogen Bond Donor Count
2
Hydrogen Bond Acceptor Count
4
Rotatable Bond Count
5
Heavy Atom Count
16
Complexity
229
Defined Atom Stereocenter Count
0
SMILES
O([H])C(C([H])([H])[H])(C([H])([H])[H])C(C1C([H])=C([H])C(=C([H])C=1[H])OC([H])([H])C([H])([H])O[H])=O
InChi Key
GJKGAPPUXSSCFI-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H16O4/c1-12(2,15)11(14)9-3-5-10(6-4-9)16-8-7-13/h3-6,13,15H,7-8H2,1-2H3
Chemical Name
2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one
Synonyms
106797-53-9; 2-Hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone; 2-Hydroxy-1-(4-(2-hydroxyethoxy)phenyl)-2-methylpropan-1-one; 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methylpropan-1-one; Darocur 2959; Irgacure 2959; 2-Hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-1-propanone; 1-Propanone, 2-hydroxy-1-[4-(2-hydroxyethoxy)phenyl]-2-methyl-;
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

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)
DMSO : ~100 mg/mL (~445.91 mM; with ultrasonication)
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).
View More

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).
View More

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 4.4591 mL 22.2955 mL 44.5911 mL
5 mM 0.8918 mL 4.4591 mL 8.9182 mL
10 mM 0.4459 mL 2.2296 mL 4.4591 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.
/

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.)
+
+
+

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.

Contact Us