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DAPT - ≥98%, high purity , CAS No.208255-80-5

  • Moligand™
  • ≥98%
Item Number
D126677
Grouped product items
SKUSizeAvailabilityPrice Qty
D126677-10mg
10mg
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
$112.90
D126677-25mg
25mg
In stock
$254.90
D126677-50mg
50mg
In stock
$350.90
D126677-250mg
250mg
In stock
$1,579.90
D126677-1g
1g
In stock
$5,686.90

γ-Secretase inhibitor

Basic Description

Synonymsdapt|208255-80-5|DAPT (GSI-IX)|GSI-IX|gamma-Secretase Inhibitor IX|tert-butyl (2S)-2-[[(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoyl]amino]-2-phenylacetate|CHEBI:86193|C23H26F2N2O4|DAPT (GMP)|(S)-tert-butyl 2-((S)-2-(2-(3,5-difluorophenyl)acetamid
Specifications & PurityMoligand™, ≥98%
Biochemical and Physiological MechanismsDAPT is a potent and specific inhibitor of γ-secretase. It has been shown to cause a reduction in Aβ40 and Aβ42 levels in human primary neuronal cultures (IC50 values are 115 and 200 nM for total Aβ40 and Aβ42 respectively). There is evidence that DAPT do
Storage TempStore at 2-8°C,Argon charged
Shipped InWet ice
GradeMoligand™
NoteWherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

DAPT (GSI-IX) is a novel γ-secretase inhibitor, which inhibits Aβ production with IC50 of 20 nM in HEK 293 cells.
A potent and specific inhibitor of γ-secretase.

Associated Targets

HDAC6 Tclin Histone deacetylase 6 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

APH1A Tbio Gamma-secretase subunit APH-1A 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

PSEN1 Tchem Presenilin-1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

NOTCH1 Tchem Neurogenic locus notch homolog protein 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name tert-butyl (2S)-2-[[(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoyl]amino]-2-phenylacetate
INCHI 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-XOBRGWDASA-N
Canonical SMILES CC(C(=O)NC(C1=CC=CC=C1)C(=O)OC(C)(C)C)NC(=O)CC2=CC(=CC(=C2)F)F
Isomeric SMILES C[C@@H](C(=O)N[C@@H](C1=CC=CC=C1)C(=O)OC(C)(C)C)NC(=O)CC2=CC(=CC(=C2)F)F
WGK Germany 3
Alternate CAS 208255-80-5
PubChem CID 5311272
MeSH Entry Terms DAPT butylester;DAPT peptide;GSI-IX cpd;N-(2FPhAc)Ala-phenyl-Gly t-butyl ester;N-(N-(3,5-difluorophenacetyl)alanyl)-S-phenylglycine t-butyl ester;N-(N-(3,5-difluorophenacetyl)alanyl)phenylglycine t-butyl ester;N-(N-(3,5-difluorophenacetyl)alanyl)phenylgly
Molecular Weight 432.46

Certificates

Certificate of Analysis(COA)

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7 results found

Lot NumberCertificate TypeDateItem
L2201745Certificate of AnalysisSep 11, 2024 D126677
L2201755Certificate of AnalysisSep 11, 2024 D126677
L2201758Certificate of AnalysisSep 11, 2024 D126677
L2201759Certificate of AnalysisSep 11, 2024 D126677
A2412082Certificate of AnalysisNov 14, 2022 D126677
L2201740Certificate of AnalysisNov 14, 2022 D126677
B1525030Certificate of AnalysisSep 16, 2022 D126677

Chemical and Physical Properties

SolubilitySoluble in DMSO (15 mg/mL), ethanol (~1 mg/mL), dichloromethane, DMF (~25 mg/mL), and 1:9 solution of DMF:PBS(pH 7.2) (~0.1 mg/mL).
SensitivityHeat sensitive

Safety and Hazards(GHS)

WGK Germany 3

Related Documents

FAQs and Articles

References

1. Dovey HF, John V, Anderson JP, Chen LZ, de Saint Andrieu P, Fang LY, Freedman SB, Folmer B, Goldbach E, Holsztynska EJ et al..  (2001)  Functional gamma-secretase inhibitors reduce beta-amyloid peptide levels in brain..  J Neurochem,  76  (1): (173-81).  [PMID:11145990]
2. Iben LG, Olson RE, Balanda LA, Jayachandra S, Robertson BJ, Hay V, Corradi J, Prasad CV, Zaczek R, Albright CF et al..  (2007)  Signal peptide peptidase and gamma-secretase share equivalent inhibitor binding pharmacology..  J Biol Chem,  282  (51): (36829-36).  [PMID:17932033]
3. Czerwinski A, Valenzuela F, Afonine P, Dauter M, Dauter Z.  (2010)  N-{N-[2-(3,5-Difluorophenyl)acetyl]-(S)-alanyl}-(S)-phenylglycine tert-butyl ester (DAPT): an inhibitor of γ-secretase, revealing fine electronic and hydrogen-bonding features..  Acta Crystallogr C,  66  (Pt 12): (o585-8).  [PMID:21123889]
4. Fukusumi H et al..  (2021)  Alpha-synuclein dynamics in induced pluripotent stem cell-derived dopaminergic neurons from a Parkinson's disease patient (PARK4) with SNCA triplication..  FEBS Open Bio,  11  (2): (354-366).  [PMID:33301617]
5. Vladar EK et al..  (2016)  Airway epithelial homeostasis and planar cell polarity signaling depend on multiciliated cell differentiation..  JCI Insight,  (13):   [PMID:27570836]
6. Wang P et al..  (2017)  Basic fibroblast growth factor reduces scar by inhibiting the differentiation of epidermal stem cells to myofibroblasts via the Notch1/Jagged1 pathway..  Stem Cell Res Ther,  (114).  [PMID:28511663]
7. Loo LSW et al..  (2020)  BCL-xL/BCL2L1 is a critical anti-apoptotic protein that promotes the survival of differentiating pancreatic cells from human pluripotent stem cells..  Cell Death Dis,  11  (5): (378).  [PMID:32424151]
8. Chen X et al..  (2019)  C1q/tumor necrosis factor-related protein-3 improves renal fibrosis via inhibiting notch signaling pathways..  J Cell Physiol,  234  (12): (22352-22364).  [PMID:31074042]
9. McKinley KL et al..  (2018)  Cellular aspect ratio and cell division mechanics underlie the patterning of cell progeny in diverse mammalian epithelia..  Elife,    [PMID:29897330]
10. Zhan C et al..  (2021)  Effect of the Notch4/Dll4 signaling pathway in early gestational intrauterine infection on lung development..  Exp Ther Med,  22  (3): (972).  [PMID:34335914]
11. Zhou L et al..  (2020)  Emodin inhibiting neutrophil elastase-induced epithelial-mesenchymal transition through Notch1 signalling in alveolar epithelial cells..  J Cell Mol Med,  24  (20): (11998-12007).  [PMID:32935466]
12. Gahan JM et al..  (2017)  Functional studies on the role of Notch signaling in Hydractinia development..  Dev Biol,  428  (224-231).  [PMID:28601529]
13. Yamada M et al..  (2018)  Furin inhibitor protects against neuronal cell death induced by activated NMDA receptors..  Sci Rep,  (5212).  [PMID:29581474]
14. Fleming T et al..  (2019)  Growth Hormone Neuroprotection Against Kainate Excitotoxicity in the Retina is Mediated by Notch/PTEN/Akt Signaling..  Invest Ophthalmol Vis Sci,  60  (14): (4532-4547).  [PMID:31675424]
15. Zhai Z et al..  (2020)  Inflammasome Sensor NLRP1 Confers Acquired Drug Resistance to Temozolomide in Human Melanoma..  Cancers (Basel),  12  (9):   [PMID:32899791]
16. Li K et al..  (2021)  M6A associated TSUC7 inhibition contributed to Erlotinib resistance in lung adenocarcinoma through a notch signaling activation dependent way..  J Exp Clin Cancer Res,  40  (325).  [PMID:34656164]
17. Zhao D et al..  (2017)  Notch Signaling Pathway Regulates Angiogenesis via Endothelial Cell in 3D Co-Culture Model..  J Cell Physiol,  232  (6): (1548-1558).  [PMID:27861873]
18. Tan LS et al..  (2021)  Protocol for the generation of pancreatic and hepatic progenitors from human pluripotent stem cells for gene regulatory assays..  STAR Protoc,  (2): (100471).  [PMID:33997805]
19. Lang C et al..  (2019)  Single-Cell Sequencing of iPSC-Dopamine Neurons Reconstructs Disease Progression and Identifies HDAC4 as a Regulator of Parkinson Cell Phenotypes..  Cell Stem Cell,  24  (93-106.e6).  [PMID:30503143]
20. Ngan SY et al..  (2022)  Stage-Specific Generation of Human Pluripotent Stem Cell Derived Lung Models to Measure CFTR Function..  Curr Protoc,  (e341).  [PMID:35025140]
21. Capaccione KM & Pine SR.  (2013)  The Notch signaling pathway as a mediator of tumor survival..  Carcinogenesis,  34  (7): (1420-30).  [PMID:23585460]
22. Wei H et al..  (2020)  Up-regulation of miR-139-5p protects diabetic mice from liver tissue damage and oxidative stress through inhibiting Notch signaling pathway..  Acta Biochim Biophys Sin (Shanghai),  52  (4): (390-400).  [PMID:32293663]
23. Zakhari JS et al..  (2018)  Vasculogenic and angiogenic potential of adipose stromal vascular fraction cell populations in vitro..  In Vitro Cell Dev Biol Anim,  54  (32-40).  [PMID:29197029]
24. Linaro D et al..  (2019)  Xenotransplanted Human Cortical Neurons Reveal Species-Specific Development and Functional Integration into Mouse Visual Circuits..  Neuron,  104  (5): (972-986.e6).  [PMID:31761708]

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