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    Oxaliplatin
    Oxaliplatin

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    This product is for research use only, not for human use. We do not sell to patients.
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    InvivoChem Cat #: V0057
    CAS #: 61825-94-3Purity ≥98%

    Description: Oxaliplatin (also known as L-OHP; JM83; RP54780; SR96669) is an organoplatinum complex (1,2-diaminocyclohexane (DACH) and with an oxalate ligand) that inhibits DNA synthesis by forming DNA adducts in RT4, TCCSUP, A2780, HT-29, U-373MG, U-87MG, SK-MEL-2, and HT-144 cells. The platinum atom of oxaliplatin is complexed with 1,2-diaminocyclohexane (DACH) and with an oxalate ligand as a 'leaving group.' After displacement of the labile oxalate ligand leaving group, active oxaliplatin derivatives, such as monoaquo and diaquo DACH platinum, alkylate macromolecules, forming both inter- and intra-strand platinum-DNA crosslinks, which result in inhibition of DNA replication and transcription and cell-cycle nonspecific cytotoxicity.

    References: Ann Oncol. 1998 Oct;9(10):1053-71; Expert Opin Investig Drugs. 2009 Nov;18(11):1595-604. 

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    Molecular Weight (MW)397.29
    FormulaC8H14N2O4Pt
    CAS No.61825-94-3
    Storage-20℃ for 3 years in powder form
    -80℃ for 2 years in solvent
    Solubility (In vitro)DMSO: <1 mg/mL
    Water: <1 mg/mL
    Ethanol:<1 mg/mL
    Other info

    Chemical Name: [(1R,2R)-cyclohexane-1,2-diamine](ethanedioato-O,O')platinum(II)

    InChi Key: ZROHGHOFXNOHSO-UHFFFAOYSA-L

    InChi Code: InChI=1S/C6H14N2.C2H2O4.Pt/c7-5-3-1-2-4-6(5)8;3-1(4)2(5)6;/h5-6H,1-4,7-8H2;(H,3,4)(H,5,6);/q;;+2/p-2

    SMILES Code: O=C1[O-][Pt+2]2([O-]C1=O)[NH2]C3CCCCC3[NH2]2

    SynonymsL-OHP; diaminocyclohexane oxalatoplatinum; oxalatoplatin; oxalatoplatinum; US brand name: Eloxatin Foreign brand names: Dacotin; Dacplat; Eloxatine; Abbreviations: 1OHP; LOHP; Code names: JM83; RP54780; SR96669.


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    In Vitro

    In vitro activity: The main mechanism of action of Oxaliplatin is mediated through the formation of DNA–adducts. Oxaliplatin induces primary and secondary DNA lesions that lead to cell apoptosis. Oxaliplatin is active against human melanoma cell lines C32 and G361 with IC50 of 0.98 mM and 0.14 mM, respectively. Oxaliplatin effectively inhibits bladder carcinoma cell lines RT4 and TCCSUP, ovarian carcinoma cell line A2780, colon carcinoma cell line HT-29, glioblastoma cell lines U-373MG and U-87MG, and melanoma cell lines SK-MEL-2 and HT-144 with IC50 of 11 μM, 15 μM, 0.17 μM, 0.97 μM, 2.95 μM, 17.6 μM, 30.9 μM and 7.85 μM, respectively.


    Cell Assay: The cytotoxicity studies are carried out with the sulforhodamine-B microculture colorimetrie assay. Typically, cells (RT4, TCCSUP, A2780, HT-29, U-373MG, U-87MG, SK-MEL-2 and HT-144 cell lines) are plated into 96-well plates on day 0 and exposed to Oxaliplatin on day 1; the sulforhodamine-B assay is carried out 48 h after Oxaliplatin exposure. The plates are incubated at 37 °C in 5% CO2 and 100% relative humidity at all times except when adding Oxaliplatin and during the final assay period. The initial number of cells plated for the assay ranged from 2-20 × 103 cells/50 /nL/well. The numbers of cells for plating and the drug exposure time are based on pilot studies using the criteria that (a) the cells in control wells are still in the log phase of growth on the day of the assay; (b) the maximum absorbance for the untreated controls on the day of the assay is in the range of 1.0 to 1.5; and (c) cells go through >2 doublings during the drug exposure. Eight wells are used per concentration. The plates are read at 570 and/or 540 nm using a Biotek Instruments model EL309 microplate reader interfaced with an IBM PC-compatible computer. The data are transferred and transformed into a LOTUS 1-2-3 format by the computer program DATALOG, and survival fractions are calculated by comparing the drug treated with control. 

    In VivoA weekly i.p. injection of Oxaliplatin at 10 mg/kg to nude mice bearing hepatocellular HCCLM3 tumors significantly reduces tumor volume and apoptotic index. Oxaliplatin (5mg/kg, i.v. on days 1, 5 and 9) is active on T-leukemia-lymphoma L40 AKR with T/C of 1.77. Oxaliplatin is also efficient on intracerebrally grafted L1210 leukemia, MA 16-C xenografts, B16 melanoma xenografts, Lewis lung xenografts and C26 colon carcinoma xenografts. Oxaliplatin induces impairment of retrograde neuronal transport in mice. 
    Animal modelHuman hepatocellular carcinoma xenografts HCCLM3 
    Formulation & DosageDissolved in water; 10 mg/kg; i.p. injection. 
    References

    Ann Oncol. 1998 Oct;9(10):1053-71; Expert Opin Investig Drugs. 2009 Nov;18(11):1595-604. 


    These protocols are for reference only. InvivoChem does not independently validate these methods.

     

    6-Mercaptopurine (6-MP) Monohydrate(1)

    Oxaliplatin: Western blot analysis of survivin expression in untreated (A) and Oxaliplatin treated (B) HCT 116 whole cell lysates. Note down regulation of survivin expression in lane B. Antibody tested: survivin (D-8).



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