D5942

DAPT

≥98% (HPLC), solid, γ-secretase inhibitor

• Synonym(s): GSI-IX, LY-374973, N-[N-(3,5-Difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester
• Empirical Formula (Hill Notation): C₂₃H₂₆F₂N₂O₄
• CAS Number: 208255-80-5
• Molecular Weight: 432.46
• MDL number: MFCD04974585
• UNSPSC Code: 12352200
• PubChem Substance ID: 24893987
• NACRES: NA.77

Properties

• product name: DAPT, ≥98% (HPLC), solid
• biological source: synthetic (organic)
• Quality Level: 100
• Assay: ≥98% (HPLC)
• form: solid
• color: white
• solubility: DMSO: ~18 mg/mL
• originator: Eli Lilly
• storage temp.: 2-8°C
• SMILES string: C[C@H](NC(=O)Cc1cc(F)cc(F)c1)C(=O)N[C@@H](C(=O)OC(C)(C)C)c2ccccc2
• InChI: 1S/C23H26F2N2O4/c1-14(26-19(28)12-15-10-17(24)13-18(25)11-15)21(29)27-20(16-8-6-5-7-9-16)22(30)31-23(2,3)4/h5-11,13-14,20H,12H2,1-4H3,(H,26,28)(H,27,29)/t14-,20+/m0/s1
• InChI key: DWJXYEABWRJFSP-VBKZILBWSA-N
• Gene Information: human ... APH1A(51107) , APH1B(83464) , NCSTN(23385) , NOTCH1(4851) , NOTCH2(4853) , NOTCH3(4854) , NOTCH4(4855) , PSEN1(5663) , PSEN2(5664) , PSENEN(55851) ; mouse ... Aph1a(226548) , Aph1b(208117) , Ncstn(59287) , Notch1(18128) , Notch2(18129) , Notch3(18131) , Notch4(18132) , Psen1(19164) , Psen2(19165) , Psenen(66340) ; rat ... Aph1a(365872) , Aph1b(300802) , Ncstn(289231) , Notch1(25496) , Notch2(29492) , Notch3(56761) , Notch4(406162) , Psen1(29192) , Psen2(81751) , Psenen(292788)

Description

Application

DAPT has been used: as acomponent in neuronal differentiation medium (NDM) to initiate cortical neuronpatterning, as a Notch signaling inhibitor to study its effects on hair cellregeneration in zebrafish, as a γ-secretase inhibitor to block the Notchpathway to evaluate its effects on rat pulmonary artery smooth muscle cells(PASMC) proliferation

Biochem/physiol Actions

DAPT is a γ-secretase inhibitor and indirectly an inhibitor of Notch, a γ-secretase substrate. Other γ-secretase substrates include LDL receptor-related protein, E-cadherin and ErbB-4. As an inhibitor of γ-secretase, DAPT may be useful in the study of β-amyloid (Aβ) formation. DAPT has been shown to inhibit Notch signaling in studies of autoimmune and lymphoproliferative diseases, such as ALPS and lupus erythematosus (SLE), as well as in cancer cell growth, angiogenesis, and differentiation of human induced pluripotent stem cells (hIPSC).

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

This compound was developed by Eli Lilly. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves