DAPT

AdipoGen Life Sciences
Product Code: AG-CR1-0016
CodeSizePrice
AG-CR1-0016-M0055 mg£70.00
Quantity:
AG-CR1-0016-M02525 mg£190.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
Ambient
Storage:
-20°C

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
N-[N-(3,5-Difluorophenacetyl-L-alanyl)]-S-phenylglycine tert.butyl ester
Appearance:
White to off-white solid.
CAS:
208255-80-5
EClass:
32160000
Form (Short):
liquid
Handling Advice:
After reconstitution, prepare aliquots and store at -20°C.Protect from light.
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
InChiKey:
DWJXYEABWRJFSP-XOBRGWDASA-N
Long Description:
Chemical. CAS: 208255-80-5. Formula: C23H26F2N2O4. MW: 432.5. Cell permeable gamma-secretase inhibitor (IC50 = 115 nM for total beta-amyloid, IC50 = 200 nM for beta-amyloid 1-42). Reduces Abeta levels in vivo. Blocks the proteolytic processing of neurotrophin receptor alike death domain protein (NRADD). Does not inhibit persenilinase. Notch processing inhibitor. Enhances neuronal differentiation independent of sonic hedgehog (Shh) signaling. CDK5 activity inhibitor. Apoptosis enhancer.
MDL:
MFCD04974585
Molecular Formula:
C23H26F2N2O4
Molecular Weight:
432.5
Other data:
Stock solutions are stable for up to 3 months when stored at -20°C.
Package Type:
Vial
Product Description:
Cell permeable gamma-secretase inhibitor (IC50 = 115 nM for total beta-amyloid, IC50 = 200 nM for beta-amyloid 1-42) [1]. Reduces Abeta levels in vivo [2]. Blocks the proteolytic processing of neurotrophin receptor alike death domain protein (NRADD) [3]. Does not inhibit persenilinase [4]. Notch processing inhibitor [5]. Enhances neuronal differentiation independent of sonic hedgehog (Shh) signaling [6]. CDK5 activity inhibitor [7]. Apoptosis enhancer [8]. Inhibitor of slurp-like1 expression in the floor plate of the neural tube.
Purity:
>98% (NMR)
SMILES:
C[C@H](NC(=O)CC1=CC(F)=CC(F)=C1)C(=O)N[C@H](C(=O)OC(C)(C)C)C1=CC=CC=C1
Solubility Chemicals:
Soluble in 100% ethanol, DMSO (20 mg/ml) or dichloromethane.
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

Functional gamma-secretase inhibitors reduce beta-amyloid peptide levels in brain: H.F. Dovey, et al.; J. Neurochem. 76, 173 (2001) | The gamma-secretase inhibitor N-[N-(3,5-difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester reduces A beta levels in vivo in plasma and cerebrospinal fluid in young (plaque-free) and aged (plaque-bearing) Tg2576 mice: T.A. Lanz, et al.; J. Pharmacol. Exp. Ther. 305, 864 (2003) | Release of a membrane-bound death domain by gamma-secretase processing of the p75NTR homolog NRADD: K. Gowrishankar, et al.; J. Cell. Sci. 117, 4099 (2004) | Presenilin endoproteolysis mediated by an aspartyl protease activity pharmacologically distinct from gamma-secretase: W.A. Campbell, et al.; J. Neurochem. 85, 1563 (2003) | A gamma-secretase inhibitor blocks Notch signaling in vivo and causes a severe neurogenic phenotype in zebrafish: A. Geling, et al.; EMBO Rep. 3, 688 (2002) | The notch response inhibitor DAPT enhances neuronal differentiation in embryonic stem cell-derived embryoid bodies independently of sonic hedgehog signaling: T.Q. Crawford & H. Roelink; Dev. Dyn. 236, 886 (2007) | The Notch signaling inhibitor DAPT down-regulates cdk5 activity and modulates the distribution of neuronal cytoskeletal proteins: J. Kanungo, et al.; J. Neurochem. 106, 2236 (2008) | DAPT enhances the apoptosis of human tongue carcinoma cells: B.E. Grottklau, et al.; Int. J. Oral Sci. 1, 81 (2009) | Developmental expression of the slurp-like1/ly2.3/ly97.3 and slurp-like2/ly2.2/ly97.2 genes during zebrafish early embryogenesis: A. Kawahara, et al.; Gene Expr. Pattern 30, 32 (2018) | 3D Bioprinted Human Cortical Neural Constructs Derived from Induced Pluripotent Stem Cells: F. Salaris, et al.; J. Clin. Med. 8, 1595 (2019) | Regulation and role of glycophagy in skeletal muscle energy metabolism: T.D. Heden, et al.; Autophagy ahead of print (2021)

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