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D5942

DAPT

Name: DAPT
Brand: SIGMA

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

Synonym(s):

GSI-IX, LY-374973, N-[N-(3,5-Difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester

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About This Item

Empirical Formula (Hill Notation):

C₂₃H₂₆F₂N₂O₄

CAS Number:

208255-80-5

Molecular Weight:

432.46

UNSPSC Code:

12352200

PubChem Substance ID:

24893987

NACRES:

NA.77

MDL number:

MFCD04974585

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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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

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

γ-secretase inhibitor, blocks Notch signaling.

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.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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