531552 Argonaute-2 Inhibitor, BCI-137 - Calbiochem

531552
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      Overview

      Replacement Information

      Key Specifications Table

      Empirical Formula
      C₁₁H₁₁N₃O₆S

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      Catalog Number AvailabilityPackaging Qty/Pack Price Quantity
      5.31552.0001
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          Glass bottle 25 mg
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          Description
          OverviewA cell-permeable, non-toxic dioxotetrahydroquinoxaline compound that mimics uridine and directly and reversibly interacts with the microRNA (miRNA) binding domain of Argonaute-2 (Ago2; KD = 126 µM) and significantly inhibits binding of miR-20a, miR-26a, miR-107, miR-223, and let-7a to Ago2. However, it does not affect Ago2 stability in cells. Displaces Ago2 from the miR-155 host gene promoter region (70% reduction in Ago2 association) and increases histone H4 acetylation (~300%) in NB4 leukemia cell line. Promotes retinoic acid-induced differentiation of NB4 cells to granulocytes.

          Please note that the molecular weight for this compound is batch-specific due to variable water content.
          Catalogue Number531552
          Brand Family Calbiochem®
          Synonyms2-(2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonamido) propanoic acid, N-((2,3-Dihydroxy-6-quinoxalinyl)sulfonyl)alanine, Ago2 Inhibitor, BCI137
          References
          ReferencesMasciarelli, S., et al. 2014. ACS Chem. Biol. 9, 1674.
          Product Information
          FormGrey-white solid
          Hill FormulaC₁₁H₁₁N₃O₆S
          Chemical formulaC₁₁H₁₁N₃O₆S
          ReversibleY
          Applications
          Biological Information
          Primary TargetArgonaute-2
          Primary Target IC<sub>50</sub>KD: 126 µM
          Purity≥97% by HPLC
          Physicochemical Information
          Cell permeableY
          Dimensions
          Materials Information
          Toxicological Information
          Safety Information according to GHS
          Safety Information
          Product Usage Statements
          Storage and Shipping Information
          Ship Code Ambient Temperature Only
          Toxicity Standard Handling
          Storage +2°C to +8°C
          Protect from Light Protect from light
          Do not freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
          Packaging Information
          Packaged under inert gas Packaged under inert gas
          Transport Information
          Supplemental Information
          Specifications

          Documentation

          Argonaute-2 Inhibitor, BCI-137 - Calbiochem SDS

          Title

          Safety Data Sheet (SDS) 

          References

          Reference overview
          Masciarelli, S., et al. 2014. ACS Chem. Biol. 9, 1674.
          Data Sheet

          Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

          Revision15-August-2014 JSW
          Synonyms2-(2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonamido) propanoic acid, N-((2,3-Dihydroxy-6-quinoxalinyl)sulfonyl)alanine, Ago2 Inhibitor, BCI137
          DescriptionA cell-permeable dioxotetrahydroquinoxaline compound that mimics uridine monophosphate for affinity interaction at the Argonaute-2 (Ago2) Mid domain (KD = 126 µM) and effectively inhibits Ago2 cellular miRNA loading in acute promyelocytic leukemia (APL) NB4 cultures (% inhibition by RIP = 79%/miR-107, 73%/let-7a, 73%/miR-223, 68%/miR-26a, 53%/miR-60a; 100 nM for 48 h) without affecting cellular Ago2 stability. Consistent with the involvement of Ago2 in heterochromatic miR-155HG silencing, BCI-137 is reported to decrease miR-155HG promoter region-associated Ago2 with a concomitant acetylation induction of the promoter region-associated histone H4 (70% reduced Ago2 association and 300% enhanced H4 acetylation, respectively, by ChIP; 10 µM). Likewise, Ago2 inhibition by BCI-137 is shown to boost Retinoic Acid-(RA, Cat. no. 554720) induced NB4 granulocyte differentiation as a result of greatly upregulated expression of the differentiation-related miRNAs (140% and 255% increased miR-26a and miR-223 level, respectively, compared to 100 nM RA stimulation alone for 96 h) without affecting NB4 proliferation or viability (up to 10 µM and 96 h with or without 100 nM RA stimulation).
          FormGrey-white solid
          Intert gas (Yes/No) Packaged under inert gas
          Chemical formulaC₁₁H₁₁N₃O₆S
          Purity≥97% by HPLC
          SolubilityDMSO (100 mg/ml)
          Storage +2°C to +8°C
          Protect from light
          Do Not Freeze Ok to freeze
          Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
          Toxicity Standard Handling
          ReferencesMasciarelli, S., et al. 2014. ACS Chem. Biol. 9, 1674.