This product is not sterile and would require filter sterilization prior to use in cell culture. While not specifically tested for cell culture suitability, the material has been used successfully in culture applications by other scientists. Please see the link below to review an example of one such publication:
https://pubmed.ncbi.nlm.nih.gov/31266773/
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
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About This Item
Empirical Formula (Hill Notation):
C23H26F2N2O4
CAS Number:
Molecular Weight:
432.46
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Pricing and availability is not currently available.
Product Name
DAPT, ≥98% (HPLC), solid
biological source
synthetic (organic)
Quality Level
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)
Application
DAPT has been used: as acomponent in neuronal differentiation medium (NDM) to initiate cortical neuronpatterning[1], as a Notch signaling inhibitor to study its effects on hair cellregeneration in zebrafish[2], as a γ-secretase inhibitor to block the Notchpathway to evaluate its effects on rat pulmonary artery smooth muscle cells(PASMC) proliferation[3]
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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This Item | |||
|---|---|---|---|
| form solid | form solid | form powder | form lyophilized |
| assay ≥98% (HPLC) | assay >99% (HPLC) | assay >98% (HPLC) | assay ≥98% (HPLC) |
| Quality Level 100 | Quality Level 100 | Quality Level 100 | Quality Level 100 |
| storage temp. 2-8°C | storage temp. 2-8°C | storage temp. 2-8°C | storage temp. −20°C |
| solubility DMSO: ~18 mg/mL | solubility DMSO: soluble 22 mg/mL, H2O: soluble 8 mg/mL | solubility DMSO: soluble 18 mg/mL, H2O: insoluble | solubility DMSO: 20 mg/mL |
| originator Eli Lilly | originator - | originator - | originator - |
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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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Yu-Chen Ye et al.
Cancer research, 79(16), 4160-4172 (2019-07-04)
Tumor-associated macrophages (TAM) play pivotal roles in tumor progression and metastasis, but the contribution and regulation of different macrophage populations remain unclear. Here we show that Notch signaling plays distinct roles in regulating different TAM subsets in hepatocellular carcinoma (HCC).
Y Wang et al.
Nutrition, metabolism, and cardiovascular diseases : NMCD, 29(6), 639-651 (2019-04-08)
Early postnatal life is a critical developmental period that affects health of the whole life. Extrauterine growth restriction (EUGR) causes cardiovascular development problems and diseases, including pulmonary arterial hypertension (PAH). PAH is characterized by proliferation, migration, and anti-apoptosis of pulmonary
Masahiro Yoshioka et al.
Journal of experimental & clinical cancer research : CR, 36(1), 101-101 (2017-08-03)
Epidermal growth factor receptor (EGFR) plays a pivotal role in the pathophysiology of esophageal squamous cell carcinoma (ESCC). However, the clinical effects of EGFR inhibitors on ESCC are controversial. This study sought to identify the factors determining the therapeutic efficacy
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D5942-25MG | 04061833587089 |
| D5942-5MG | 04061833587096 |
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is this product sterile, ready to use on cell without filtration?
1 answer-
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where can I find the datasheet of the product ?
1 answer-
This product does not have a datasheet associated with it. The information available on the product page, Safety Data Sheet, and Certificate of Analysis are the primary sources of product information.
Please see the link below to review a sample Certificate of Analysis:
https://www.sigmaaldrich.com/certificates/sapfs/PROD/sap/certificate_pdfs/COFA/Q14/D5942-BULK0000240294.pdfIn addition, links to articles and peer-reviewed papers are made available on the product page. Please see the links below to review these publications:
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After dissolving DAPT(D5942) in DMSO, where should it be stored (long term or short term)?
1 answer-
This product is stable for up to 3 months at -20°C in DMSO.
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What is Product D5942, DAPT soluble in?
1 answer-
DAPT is soluble in DMSO at approximately 18 mg/ml.
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What is the Department of Transportation shipping information for this product?
1 answer-
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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Are solutions of Product D5942, DAPT stable?
1 answer-
Sigma has not evaluated the solution stability of DAPT. However, in a study of cultured insect cells, DAPT inhibited γ-secretase activity for 12 hours, which is indicative of its stability in solution at a presumed 37 °C temperature. Pitsi, D., and Octave, J.N., Presenilin 1 stabilizes the C-terminal fragment of the amyloid precursor protein independently of γ-secretase activity. J. Biol. Chem., 279(24), 25333-25338 (2004).
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Is Product D5942, DAPT, a reversible or irreversible inhibitor of beta secretase?
1 answer-
The literature indicates that in a treatment of PDAPP neuronal cultures with DAPT, removal of DAPT from the protocol restores amyloid precursor protein β production. This implies that DAPT may be a reversible inhibitor. Dovey, H.F., et al. Functional gamma-secretase inhibitors reduce beta-amyloid peptide levels in brain. J. Neurochem., 76(1), 173-181 (2001).
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