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044723 DAPT CAS: 208255-80-5

Specifications
References
CAS Number
208255-80-5
Grade
Highly Purified
MDL Number
MFCD04974585
Molecular Formula
C₂₃H₂₆F₂N₂O₄
Molecular Weight
432.5
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
-20°C
(S)-Tert-butyl 2-((S)-2-(2-(3,5-difluorophenyl)acetamido)propanamido)-2-phenylacetate; N-S-phenylglycine tert.butyl ester; GSI-IX; Secretase, gamma Inhibitor IX

Cell permeable gamma-secretase inhibitor (IC50 = 115nM for total beta-amyloid, IC50 = 200nM 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.

Synonyms
N-[N-(3,5-Difluorophenacetyl-L-alanyl)]-S-phenylglycine tert.butyl ester
CAS Number
208255-80-5
Molecular Weight
432.5
Molecular Formula
C₂₃H₂₆F₂N₂O₄
Solubility
100% ethanol, DMSO (20mg/ml) or dichloromethane
Appearance
Supplied as a white to off-white solid.
Purity
≥98% (NMR)
Storage and Stability
Store at 4°C. Caution: Light-sensitive. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards
 All products should be handled by qualified personnel only, trained in laboratory procedures.
References
1. Functional gamma-secretase inhibitors reduce beta-amyloid peptide levels in brain: H.F. Dovey, et al.; J. Neurochem. 76, 173 (2001).|2. The gamma-secretase inhibitor N--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).|3. 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).|4. Presenilin endoproteolysis mediated by an aspartyl protease activity pharmacologically distinct from gamma-secretase: W.A. Campbell, et al.; J. Neurochem. 85, 1563 (2003).|5. 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).|6. 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).|7. 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).|8. DAPT enhances the apoptosis of human tongue carcinoma cells: B.E. Grottklau, et al.; Int. J. Oral Sci. 1, 81 (2009).
USBio References
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