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662107

Sigma-Aldrich

UbcH13 Inhibitor, NSC697923

The UbcH13 Inhibitor, NSC697923 controls the biological activity of UbcH13. This small molecule/inhibitor is primarily used for Protease Inhibitors applications.

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Synonym(s):
UbcH13 Inhibitor, NSC697923, NSC697923, UBE2N Inhibitor, Ubiquitin-Conjugating Enzyme E2 N Inhibitor, 2-Nitro-5-tosylfuran, Ubc13 Inhibitor
Empirical Formula (Hill Notation):
C11H9NO5S
CAS Number:
343351-67-7
Molecular Weight:
267.26
MDL number:
MFCD01925132
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

off-white

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

2-8°C

SMILES string

O=S(C1=CC=C(O1)[N+]([O-])=O)(C2=CC=C(C)C=C2)=O

InChI

1S/C11H9NO5S/c1-8-2-4-9(5-3-8)18(15,16)11-7-6-10(17-11)12(13)14/h2-7H,1H3

InChI key

GAUHIPWCDXOLCZ-UHFFFAOYSA-N

General description

A cell-permeable nitro-tosylfuran compound that selectively inhibits the E2 Ubiquitin-conjugating enzyme Ubc13- (Cat. No. 662103), but not UbcH5c-, catalyzed K63-linked polyUb chain formation by preventing Ubc13-Ub thioester bond formation. Effectively inhibits Ubc13-Uev1A (UBE2V1) E2 complex-mediated NF-κB activation (Effective Conc. = 2 µM in HEK293T, MEF, RAW264.7, and SUDHL-6 cultures), Ubc13-Mms2 (UBEV2) E2 complex-mediated DNA DSB (double-strand break) repair activation (Effective Conc. = 1 µM in U2OS cells), as well as Ubc13-dependent p53 nuclear export (Effective Conc.1 to 2 µM in OCI-Ly10 cells), but not Ubc13-independent NF-κB activation following TNF-α receptor stimulation. The combined NF-κB and p53 activation via Ubc13 inhibition is shown to be particularly effective against the proliferation of ABC (Activated B-cell-like; OCI-Ly3, OCI-Ly10) and GCB (Germinal center B-cell-like; OCI-Ly7, SUDHL-6) DLBCL (Diffuse Large B-Cell Lymphoma) lines, as well as primary DLBCL cultures, via apoptosis induction (Effective Conc.1 to 2 µM).
A cell-permeable nitrofuran compound that selectively inhibits the E2 Ubiquitin-conjugating enzyme Ubc13- (Cat. No. 438075), but not UbcH5c-, catalyzed K63-linked polyUb chain formation by preventing Ubc13-Ub thioester bond formation. Effectively inhibits Ubc13-Uev1A (UBE2V1) E2 complex-mediated NF-κB activation, Ubc13-Mms2 (UBEV2) E2 complex-mediated DNA DSB (double-strand break) repair activation, as well as Ubc13-dependent p53 nuclear export in cultures (1 to 2 µM). The combined NF-κB inhibition and p53 activation via Ubc13 inhibition is shown to be particularly effective against the proliferation of ABC (Activated B-cell-like) and GCB (Germinal center B-cell-like) DLBCL (Diffuse Large B-Cell Lymphoma) cell lines and primary DLBCL cultures via apoptosis induction (1 to 2 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Ubc13

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Other Notes

Pulvino, M., et al. 2012. Blood 1668.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

WGK

WGK 3

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Juana Serrano-Lopez et al.
eLife, 10 (2021-04-09)
Innate immune cellular effectors are actively consumed during systemic inflammation, but the systemic traffic and the mechanisms that support their replenishment remain unknown. Here, we demonstrate that acute systemic inflammation induces the emergent activation of a previously unrecognized system of

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