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565790 γ-Secretase Inhibitor XXI, Compound E - CAS 209986-17-4 - Calbiochem

This g-secretase inhibitor, CAS 209986-17-4, is a cell-permeable, potent, selective, non-transition-state analog inhibitor of γ-secretase and Notch processing. Lowers Aβ levels in APP transgenic mice

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

Synonyms: (S,S)- 2-[2-(3,5-Difluorophenyl)-acetylamino]-N-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-propionamide, Compound E

Primary Target: γ-secretase and Notch processing Ab40 in CHO cells overexpressing wild type bAPP
565790
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
209986-17-4C₂₇H₂₄F₂N₄O₃

Products

Catalogue NumberPackaging Qty/Pack
565790-1MGCN Glass bottle 1 mg
565790-500UGCN Plastic ampoule 500 μg
Description
OverviewA cell-permeable, potent, selective, peptidomimetic, non-transition-state analog inhibitor of γ-secretase and Notch processing (IC50 = 300 pM for Aβ40 in CHO cells overexpressing wild type βAPP; 240 pM for Aβ40, 370 pM for Aβ42, and 320 pM for NICD, respectively, in HEK293 cells stably transfected with βAPP695 and mNotchΔE(M1727V); 100 pM for both Aβ40 and Aβ42 in SH-SY5Y cells stably transfected with SPA4CT). Lowers Aβ levels in several APP transgenic mouse models. Reported to bind to presenilins and suppress the proteolytic cleavage of transmembrane protein substrates, including APLP1 and APLP2, CD44, ErbB4, E-cadherin, low density lipoprotein receptor-related proteins, Notch ligands, and p75NTR. Only weakly affects presenilinase activity at much higher concentrations (200-400 µM).
Catalogue Number565790
Brand Family Calbiochem®
Synonyms(S,S)- 2-[2-(3,5-Difluorophenyl)-acetylamino]-N-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-propionamide, Compound E
References
ReferencesMilano, J., et al. 2004. Toxicol. Sci. 82, 341.
Jung, K.M., et al. 2003. J. Biol. Chem. 278, 42161.
Murakami, D., et al. 2003. Oncogene 22, 1511.
Campbell, W.A., et al. 2003. J. Neurochem. 85, 1563.
Berechid, B.E., et al., 2002. J. Biol. Chem. 277, 8154.
Lee, H.J., et al. 2002. J. Biol. Chem. 277, 6318.
May, P., et al. 2002. J. Biol. Chem. 277, 18736.
Scheinfeld, M.H., et al. 2002. J. Biol. Chem. 277, 44195.
Ni, C. Y., et al. 2001. Science 294, 2179.
Beher, D., et al. 2001. J. Biol. Chem. 276, 45394.
Doerfler, P., et al. 2001. Proc. Natl. Acad. Sci. USA 98, 9312.
Seiffert, D., et al. 2000. J. Biol. Chem. 275, 34086.
Product Information
CAS number209986-17-4
ATP CompetitiveN
FormWhite solid
Hill FormulaC₂₇H₂₄F₂N₄O₃
Chemical formulaC₂₇H₂₄F₂N₄O₃
ReversibleN
Structure formula ImageStructure formula Image
Applications
Biological Information
Primary Targetγ-secretase and Notch processing Ab40 in CHO cells overexpressing wild type bAPP
Primary Target IC<sub>50</sub>300 pM for Aβ40 in CHO cells overexpressing wild typeβAPP; 240 pM for Aβ40, 370 pM for Aβ42, and 320 pM for NICD, respectively, in HEK293 cells stably transfected with βAPP695 and mNotchΔE(M1727V); 100 pM for both Aβ40
Purity≥95% 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
565790-1MGCN 04055977191851
565790-500UGCN 04055977191868

Documentation

γ-Secretase Inhibitor XXI, Compound E - CAS 209986-17-4 - Calbiochem SDS

Title

Safety Data Sheet (SDS) 

γ-Secretase Inhibitor XXI, Compound E - CAS 209986-17-4 - Calbiochem Certificates of Analysis

TitleLot Number
565790

References

Reference overview
Milano, J., et al. 2004. Toxicol. Sci. 82, 341.
Jung, K.M., et al. 2003. J. Biol. Chem. 278, 42161.
Murakami, D., et al. 2003. Oncogene 22, 1511.
Campbell, W.A., et al. 2003. J. Neurochem. 85, 1563.
Berechid, B.E., et al., 2002. J. Biol. Chem. 277, 8154.
Lee, H.J., et al. 2002. J. Biol. Chem. 277, 6318.
May, P., et al. 2002. J. Biol. Chem. 277, 18736.
Scheinfeld, M.H., et al. 2002. J. Biol. Chem. 277, 44195.
Ni, C. Y., et al. 2001. Science 294, 2179.
Beher, D., et al. 2001. J. Biol. Chem. 276, 45394.
Doerfler, P., et al. 2001. Proc. Natl. Acad. Sci. USA 98, 9312.
Seiffert, D., et al. 2000. J. Biol. Chem. 275, 34086.
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.

Revision04-April-2011 RFH
Synonyms(S,S)- 2-[2-(3,5-Difluorophenyl)-acetylamino]-N-(1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-propionamide, Compound E
DescriptionA cell-permeable, potent, selective, peptidomimetic, non-transition-state analog inhibitor of γ-secretase and Notch processing (IC50 = 300 pM for Aβ40 in CHO cells overexpressing wild type βAPP; 240 pM for Aβ40, 370 pM for Aβ42, and 320 pM for NICD, respectively, in HEK293 cells stably transfected with βAPP695 and mNotchΔE(M1727V); 100 pM for both Aβ40 and Aβ42 in SH-SY5Y cells stably transfected with SPA4CT). Lowers Aβ levels in several APP transgenic mouse models. Reported to bind to presenilins and suppress the proteolytic cleavage of transmembrane protein substrates, including APLP1 and APLP2, CD44, ErbB4, E-cadherin, low density lipoprotein receptor-related proteins, Notch ligands, and p75NTR. Only weakly affects presenilinase activity at much higher concentrations (200-400 µM).
FormWhite solid
Intert gas (Yes/No) Packaged under inert gas
CAS number209986-17-4
Chemical formulaC₂₇H₂₄F₂N₄O₃
Structure formulaStructure formula
Purity≥95% by HPLC
SolubilityDMSO (10 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
ReferencesMilano, J., et al. 2004. Toxicol. Sci. 82, 341.
Jung, K.M., et al. 2003. J. Biol. Chem. 278, 42161.
Murakami, D., et al. 2003. Oncogene 22, 1511.
Campbell, W.A., et al. 2003. J. Neurochem. 85, 1563.
Berechid, B.E., et al., 2002. J. Biol. Chem. 277, 8154.
Lee, H.J., et al. 2002. J. Biol. Chem. 277, 6318.
May, P., et al. 2002. J. Biol. Chem. 277, 18736.
Scheinfeld, M.H., et al. 2002. J. Biol. Chem. 277, 44195.
Ni, C. Y., et al. 2001. Science 294, 2179.
Beher, D., et al. 2001. J. Biol. Chem. 276, 45394.
Doerfler, P., et al. 2001. Proc. Natl. Acad. Sci. USA 98, 9312.
Seiffert, D., et al. 2000. J. Biol. Chem. 275, 34086.