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509704 Sigma-AldrichCdc34 Inhibitor, CC0651 - CAS 1319207-44-7 - Calbiochem

A cell-permeable, selective allosteric inhibitor of E2 ubiquitin-conjugating enzyme Cdc34 (IC₅₀ = 2.5 µM in a Sic1-SCFCdc4 assay).

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

MSDS
参考
Data Sheet

同义词: 4,5-Dideoxy-5-(3ʹ,5ʹ-dichloro-4-biphenylyl)-4-((methoxyacetyl)amino)-L-arabinonic acid, (2R,3S,4S)-5-(3ʹ,5ʹ-Dichloro-(1,1ʹ-biphenyl)-4-yl)-2,3-dihydroxy-4-(2 methoxyacetamido)pentanoic acid, Cdc34A Inhibitor, Ube2R1 Inhibitor, Ubc3 Inhibitor, E2R1 Inhibitor, UbcH3 Inhibitor

Primary Target: E2 ubiquitin-conjugating enzyme Cdc34

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概述

Replacement Information

重要规格表

CAS #	Empirical Formula
1319207-44-7	C₂₀H₂₁Cl₂NO₆

价格及供货情况

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Description
Overview	A cell-permeable biphenylylpentanoic acid compound that acts as a selective allosteric inhibitor of E2 ubiquitin-conjugating enzyme Cdc34 (IC₅₀ = 2.5 µM in a Sic1-SCF^Cdc4 assay) without affecting the activities of E1 or E3 ligases. Reported to act by trapping a weak interaction between ubiquitin and the E2 donor ubiquitin-binding site and may serve as a molecular bridge between Cdc34A and ubiquitin. Binds to Cdc34ACAT alone with an EC₅₀ value of 267 µM, but in the presence of ubiquitin, this affinity is significantly increased (EC₅₀ = 19 µM). Does not disrupt the interaction of Cdc34A with the RING domain of Rbx1 and is suggested to even moderately stabilize this interaction. Shown to inhibit p27^Kip1 ubiquitination (IC₅₀ = 1.72 µM) and reduce PC-3 cancer cells proliferation (~30 µM). Please note that the molecular weight for this compound is batch-specific due to variable water content.
Catalogue Number	509704
Brand Family	Calbiochem®
Synonyms	4,5-Dideoxy-5-(3ʹ,5ʹ-dichloro-4-biphenylyl)-4-((methoxyacetyl)amino)-L-arabinonic acid, (2R,3S,4S)-5-(3ʹ,5ʹ-Dichloro-(1,1ʹ-biphenyl)-4-yl)-2,3-dihydroxy-4-(2 methoxyacetamido)pentanoic acid, Cdc34A Inhibitor, Ube2R1 Inhibitor, Ubc3 Inhibitor, E2R1 Inhibitor, UbcH3 Inhibitor

References
References	Huang, H., et al. 2013. Nat. Chem. Biol. 10, 156. Ceccarelli, D.F., et al. 2011. Cell 145, 1075.

Product Information
CAS number	1319207-44-7
Form	Off-white powder
Hill Formula	C₂₀H₂₁Cl₂NO₆
Chemical formula	C₂₀H₂₁Cl₂NO₆
Reversible	Y
Quality Level	MQ100

Applications

Biological Information
Primary Target	E2 ubiquitin-conjugating enzyme Cdc34
Purity	≥98% by HPLC; ≥98% ee

Physicochemical Information
Cell permeable	Y

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	-20°C
Protect from Light	Protect from light
Do not freeze	Ok to freeze
Special Instructions	Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Packaging Information
Packaged under inert gas	Packaged under inert gas

Transport Information

Supplemental Information

Specifications

Global Trade Item Number
产品目录编号	GTIN
5.09704.0001	04055977241044

Documentation

Cdc34 Inhibitor, CC0651 - CAS 1319207-44-7 - Calbiochem MSDS

职位
物料安全数据表 (MSDS)

参考

参考信息概述
Huang, H., et al. 2013. Nat. Chem. Biol. 10, 156. Ceccarelli, D.F., et al. 2011. Cell 145, 1075.

数据表

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.

Revision	18-July-2014 JSW
Synonyms	4,5-Dideoxy-5-(3ʹ,5ʹ-dichloro-4-biphenylyl)-4-((methoxyacetyl)amino)-L-arabinonic acid, (2R,3S,4S)-5-(3ʹ,5ʹ-Dichloro-(1,1ʹ-biphenyl)-4-yl)-2,3-dihydroxy-4-(2 methoxyacetamido)pentanoic acid, Cdc34A Inhibitor, Ube2R1 Inhibitor, Ubc3 Inhibitor, E2R1 Inhibitor, UbcH3 Inhibitor
Description	A cell-permeable and aqueous soluble (~ 1 mg/mL or 2.26 mM at pH 7.4) biphenylylpentanoic acid that selectively inhibits human, but not yeast, E2 Ub-conjugating enzyme Cdc34- dependent substrates ubiquitinations in p27^kip1-SCF^Skp2, Sic1-SCF^Cdc4 (IC₅₀ = 1.72 & 2.5 µM, respectively), Cyclin E-SCF^Fbw7, IκBα-SCF^βTrCP ubiquitination assays and induces cellular p27^kip1 and cyclin E accumulation (30 µM for 16 h in PC-3 cultures), displaying no affinity or inhibitory activity against other E1 (Uba1), E2 (Cdc34B/Ube2R2,Ube2G1, UbeU1), HECT E3 (SMURF 2, UbcH7), or RING E3 (Rnf168) tested. CC0651 is shown to target Ub-bound Cdc34 with a 14-fold higher affinity than the non-Ub-bound Cdc34 via an allosteric binding pocket at the periphery of the Cdc34-Ub interface. In addition to inhibit the reactivity of the Cdc34-Ub complex via direct binding, the CC0651-bound Cdc34-Ub complex itself is reported to exhibit higher affinity toward SCF E3 complex and thereby exhibit a dominant negative effect by effectively competing against functional Cdc34-Ub complex for SCF binding.
Form	Off-white powder
Intert gas (Yes/No)	Packaged under inert gas
CAS number	1319207-44-7
Chemical formula	C₂₀H₂₁Cl₂NO₆
Purity	≥98% by HPLC; ≥98% ee
Solubility	DMSO (100 mg/ml)
Storage	Protect from light -20°C
Do Not Freeze	Ok to freeze
Special Instructions	Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
Toxicity	Standard Handling
References	Huang, H., et al. 2013. Nat. Chem. Biol. 10, 156. Ceccarelli, D.F., et al. 2011. Cell 145, 1075.

种类

Life Science Research > Inhibitors and Biochemicals > Small Molecules & Inhibitors > Proteases Inhibitors > Proteasome and Ubiquitination Pathway Inhibitors

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