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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
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565790
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Overview

Replacement Information

Key Specifications Table

CAS #Empirical Formula
209986-17-4C₂₇H₂₄F₂N₄O₃

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565790-1MG
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      		 Glass bottle 1 mg
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      565790-500UG
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          		 Plastic ampoule 500 μg
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          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
          Catalog Number GTIN
          565790-1MG 04055977191851
          565790-500UG 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.