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505477 NAE Inhibitor, MLN4924 - CAS 951950-33-7 - Calbiochem

NAE Inhibitor, MLN4924, CAS 951950-33-7, is an AMP mimetic that forms a NAE-catalyzed NEDD8 adduct, which acts as a tight-binding, ATP-competitive NAE inhibitor (IC50 = 4.7 nM).

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

Synonyms: NEDD8-Activating Enzyme Inhibitor, ((1S,2S,4R)-4-(4-((1S)-2,3-Dihydro-1H-inden-1-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-hydroxycyclopentyl)methyl sulphamate

Primary Target: NEDD8-Activating Enzyme
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
951950-33-7C₂₁H₂₅N₅O₄S

Products

Catalogue NumberPackaging Qty/Pack
5.05477.0001 Glass bottle 5 mg
Description
OverviewA cell-permeable AMP mimetic that targets the NEDD8-activating E1 enzyme NAE nucleotide-binding site and undergoes a NAE-catalyzed covalent NEDD8 adduct formation, the adduct in turn acts as a tight-binding, ATP-competitive NAE inhibitor (IC50 = 4.7 nM), exhibiting much reduced or little potency against UAE/UBA1, UBA6/UBE1L2, SAE, ATG7, adenosine receptors A1/A2A/A2B/A3, or a panel of 12 cellular kinases. Selectively reduces cellular Ubc12-NEDD8, but not Ubc9-SUMO or Ubc10-Ub, thioester formation (ICmax = 90 nM in HCT-116 cultures in 24 h), resulting in cullin-RING ligases substrates elevation. Shown to inhibit the growth of various cancer cells both in cultures (IC50 from 50 nM to 1.03 µM) in vitro and in murine xenograft models (30 to 60 mg/kg via s.c.) in vivo via apoptosis induction.
Catalogue Number505477
Brand Family Calbiochem®
SynonymsNEDD8-Activating Enzyme Inhibitor, ((1S,2S,4R)-4-(4-((1S)-2,3-Dihydro-1H-inden-1-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-hydroxycyclopentyl)methyl sulphamate
References
ReferencesMilhollen, M.A., et al. 2010. Blood 116, 1515.
Brownell, J.E., et al. 2010. Mol. Cell 37, 102.
Soucy, T.A., et al. 2009. Nature 458, 73.
Product Information
CAS number951950-33-7
FormLight beige solid
Hill FormulaC₂₁H₂₅N₅O₄S
Chemical formulaC₂₁H₂₅N₅O₄S
ReversibleN
Structure formula ImageStructure formula Image
Quality LevelMQ100
Applications
ApplicationNAE Inhibitor, MLN4924, CAS 951950-33-7, is an AMP mimetic that forms a NAE-catalyzed NEDD8 adduct, which acts as a tight-binding, ATP-competitive NAE inhibitor (IC50 = 4.7 nM).
Biological Information
Primary TargetNEDD8-Activating Enzyme
Primary Target IC<sub>50</sub>4.7 nM)
Purity≥98% 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 1 month 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
5.05477.0001 04055977243857

Documentation

NAE Inhibitor, MLN4924 - CAS 951950-33-7 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

References

Reference overview
Milhollen, M.A., et al. 2010. Blood 116, 1515.
Brownell, J.E., et al. 2010. Mol. Cell 37, 102.
Soucy, T.A., et al. 2009. Nature 458, 73.
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.

Revision11-October-2013 JSW
SynonymsNEDD8-Activating Enzyme Inhibitor, ((1S,2S,4R)-4-(4-((1S)-2,3-Dihydro-1H-inden-1-ylamino)-7H-pyrrolo[2,3-d]pyrimidin-7-yl}-2-hydroxycyclopentyl)methyl sulphamate
DescriptionA cell-permeable AMP mimetic that targets the NEDD8-activating E1 enzyme NAE nucleotide-binding site and undergoes a NAE-catalyzed covalent NEDD8 adduct formation, the adduct in turn acts as a tight-binding, ATP-competitive NAE inhibitor (IC50 = 4.7 nM), exhibiting much reduced or little potency against Ub-activating enzyme UAE/UBA1, Ub-like modifier activating enzyme UBA6/UBE1L2, SUMO activating enzyme SAE, Ub-like modifier activating enzyme ATG7 (IC50 = 1.5, 1.8, 8.2, and >10 µM, respectively), adenosine receptors A1/A2A/A2B/A3, or a panel of 12 cellular kinases (IC50 >10 µM). Selectively reduces cellular Ubc12-NEDD8, but not Ubc9-SUMO or Ubc10-Ub, thioester formation (ICmax = 90 nM in HCT-116 cultures in 24 h), resulting in build-up of CRLs (cullin-RING ligases) substrates CDT1, NFE2L2/NRF2, and p27, without affecting overall cellular protein turnover. Shown to inhibit the growth of cancers of various origins both in cultures (IC50 from 50 nM to 1.03 µM) in vitro and in murine xenograft models (30 to 60 mg/kg; q.d. or b.i.d via s.c.) in vivo via apoptosis induction.
FormLight beige solid
Intert gas (Yes/No) Packaged under inert gas
CAS number951950-33-7
Chemical formulaC₂₁H₂₅N₅O₄S
Structure formulaStructure formula
Purity≥98% by HPLC
SolubilityDMSO (100 mg/ml). Use only fresh DMSO for reconstitution.
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 1 month at -20°C.
Toxicity Standard Handling
ReferencesMilhollen, M.A., et al. 2010. Blood 116, 1515.
Brownell, J.E., et al. 2010. Mol. Cell 37, 102.
Soucy, T.A., et al. 2009. Nature 458, 73.