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531552 Argonaute-2 Inhibitor, BCI-137 - CAS 112170-24-8 - Calbiochem

A cell-permeable compound that directly and reversibly interacts with miRNA binding domain of Argonaute-2 (Kd = 126 µM) and inhibits binding of miR-20a, miR-26a, miR-107, miR-223 & let-7a to Ago2.

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 2-(2,3-Dioxo-1,2,3,4-tetrahydroquinoxaline-6-sulfonamido) propanoic acid, N-((2,3-Dihydroxy-6-quinoxalinyl)sulfonyl)alanine, Ago2 Inhibitor, BCI137

Primary Target: Argonaute-2
531552
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
112170-24-8C₁₁H₁₁N₃O₆S

Products

Catalogue NumberPackaging Qty/Pack
5315520001 Glass bottle 25 mg
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
CAS number112170-24-8
FormGrey-white solid
Hill FormulaC₁₁H₁₁N₃O₆S
Chemical formulaC₁₁H₁₁N₃O₆S
ReversibleY
Quality LevelMQ100
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
Global Trade Item Number
Catalogue Number GTIN
5315520001 04055977260380

Documentation

Argonaute-2 Inhibitor, BCI-137 - CAS 112170-24-8 - 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
CAS number112170-24-8
Chemical formulaC₁₁H₁₁N₃O₆S
Purity≥97% by HPLC
SolubilityDMSO (100 mg/ml)
Storage Protect from light
+2°C to +8°C
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.