An inhibitor of γ-secretase
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Compound E

Item No. 15579

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(1S)-2-[[(3S)-2,3-dihydro-1-methyl-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl]amino]-1-methyl-2-oxoethyl]-3,5-difluoro-benzeneacetamide
CAS Number
209986-17-4
Synonyms
  • γ-Secretase Inhibitor XXI
Molecular Formula
C27H24F2N4O3
Formula Weight
490.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS (pH7.2) (1:30): 0.03 mg/mlDMSO: 20 mg/mlEthanol: 2 mg/ml
λmax
228 nm
SMILES
O=C1[C@@H](NC([C@H](C)NC(CC2=CC(F)=CC(F)=C2)=O)=O)N=C(C3=CC=CC=C3)C4=C(C=CC=C4)N1C
InChi Code
InChI=1S/C27H24F2N4O3/c1-16(30-23(34)14-17-12-19(28)15-20(29)13-17)26(35)32-25-27(36)33(2)22-11-7-6-10-21(22)24(31-25)18-8-4-3-5-9-18/h3-13,15-16,25H,14H2,1-2H3,(H,30,34)(H,32,35)/t16-,25+/m0/s1
InChi Key
JNGZXGGOCLZBFB-IVCQMTBJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $208

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    1 mg

    $355

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    Product Description

    Compound E is a potent, cell-permeable, and selective inhibitor of γ-secretase, blocking the cleavage of both APP and Notch CTFs with IC50 values of ~0.3 nM.1,2,3 Compound E induces neuronal differentiation, impairs ovarian folliculogenesis, and suppresses thymocyte development by preventing Notch activation by γ-secretase.4,5,6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Seiffert, D., Bradley, J.D., Rominger, C.M., et al. Presenilin-1 and -2 are molecular targets for γ-secretase inhibitors. The Journal of Biological Chemisty 275(44), 34086-34091 (2000).

    2. Beher, D., Wrigley, J.D.J., Nadin, A., et al. Pharmacological knock-down of the presenilin 1 heterodimer by a novel g -secretase inhibitor. Implications for presenilin biology. The Journal of Biological Chemisty 276(48), 45394-45402 (2001).

    3. Zhao, G., Mao, G., Tan, J., et al. Identification of a new presenilin-dependent ζ-cleavage site within the transmembrane domain of amyloid precursor protein. The Journal of Biological Chemisty 279(49), 50647-50650 (2004).

    4. Ferrari-Toninelli, G., Bonini, S.A., Uberti, D., et al. Targeting Notch pathway induces growth inhibition and differentiation of neuroblastoma cells. Neuro. Oncol. 12(12), 1231-1243 (2010).

    5. Jovanovic, V.P., Sauer, C.M., Shawber, C.J., et al. Intraovarian regulation of gonadotropin-dependent folliculogenesis depends on notch receptor signaling pathways not involving Delta-like ligand 4 (Dll4). Reprod. Biol. Endocrinol. 11, 43 (2013).

    6. Doerfler, P., Shearman, M.S., and Perlmutter, R.M. Presenilin-dependent γ-secretase activity modulates thymocyte development. Proc. Natl. Acad. Sci. USA 98(16), 9312-9317 (2001).

    Product Citations

    Sloas, D.C., Tran, J.C., Marzilli, A.M., et al. Tension-tuned receptors for synthetic mechanotransduction and intercellular force detection. Nat. Biotechnol. 41(9), 1287-1295 (2023).