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DAPT (chemical)

DAPT is a chemical compound used in the study of the Notch signaling pathway.[1] DAPT is a γ-secretase inhibitor. It indirectly inhibits Notch, which is a substrate for γ-secretase.[2]

DAPT
Names
Systematic IUPAC name
tert-Butyl (S)-{(2S)-2-[2-(3,5-difluorophenyl)acetamido]propanamido}phenylacetate
Other names
gamma-Secretase Inhibitor IX; GSI-IX; LY-374973; N-[N-(3,5-Difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester
Identifiers
  • 208255-80-5
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:86193
ChEMBL
  • ChEMBL255682
ChemSpider
  • 4470783
  • 5311272
  • DTXSID00415519
  • 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
    Key: DWJXYEABWRJFSP-XOBRGWDASA-N
  • 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
Properties
C23H26F2N2O4
Molar mass 432.468 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

In a mouse model of Alzheimer's disease, DAPT reduces the levels of beta-amyloid.[3]

References

  1. ^ Geling, A.; Steiner, H.; Willem, M.; Bally-Cuif, L.; Haass, C. (2002). "A gamma-secretase inhibitor blocks Notch signaling in vivo and causes a severe neurogenic phenotype in zebrafish". EMBO Reports. 3 (7): 688–694. doi:10.1093/embo-reports/kvf124. PMC 1084181. PMID 12101103.
  2. ^ "DAPT". Sigma-Aldrich.
  3. ^ Dovey, H. F.; John, V.; Anderson, J. P.; Chen, L. Z.; De Saint Andrieu, P.; Fang, L. Y.; Freedman, S. B.; Folmer, B.; Goldbach, E.; Holsztynska, E. J.; Hu, K. L.; Johnson-Wood, K. L.; Kennedy, S. L.; Kholodenko, D.; Knops, J. E.; Latimer, L. H.; Lee, M.; Liao, Z.; Lieberburg, I. M.; Motter, R. N.; Mutter, L. C.; Nietz, J.; Quinn, K. P.; Sacchi, K. L.; Seubert, P. A.; Shopp, G. M.; Thorsett, E. D.; Tung, J. S.; Wu, J.; et al. (2001). "Functional gamma-secretase inhibitors reduce beta-amyloid peptide levels in brain". Journal of Neurochemistry. 76 (1): 173–81. doi:10.1046/j.1471-4159.2001.00012.x. PMID 11145990.

dapt, chemical, dapt, chemical, compound, used, study, notch, signaling, pathway, dapt, secretase, inhibitor, indirectly, inhibits, notch, which, substrate, secretase, dapt, namessystematic, iupac, name, tert, butyl, difluorophenyl, acetamido, propanamido, phe. DAPT is a chemical compound used in the study of the Notch signaling pathway 1 DAPT is a g secretase inhibitor It indirectly inhibits Notch which is a substrate for g secretase 2 DAPT NamesSystematic IUPAC name tert Butyl S 2S 2 2 3 5 difluorophenyl acetamido propanamido phenylacetateOther names gamma Secretase Inhibitor IX GSI IX LY 374973 N N 3 5 Difluorophenacetyl L alanyl S phenylglycine t butyl esterIdentifiersCAS Number 208255 80 53D model JSmol Interactive imageChEBI CHEBI 86193ChEMBL ChEMBL255682ChemSpider 4470783PubChem CID 5311272CompTox Dashboard EPA DTXSID00415519InChI 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 s1Key DWJXYEABWRJFSP XOBRGWDASA NSMILES 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 FPropertiesChemical formula C 23H 26F 2N 2O 4Molar mass 432 468 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references In a mouse model of Alzheimer s disease DAPT reduces the levels of beta amyloid 3 References Edit Geling A Steiner H Willem M Bally Cuif L Haass C 2002 A gamma secretase inhibitor blocks Notch signaling in vivo and causes a severe neurogenic phenotype in zebrafish EMBO Reports 3 7 688 694 doi 10 1093 embo reports kvf124 PMC 1084181 PMID 12101103 DAPT Sigma Aldrich Dovey H F John V Anderson J P Chen L Z De Saint Andrieu P Fang L Y Freedman S B Folmer B Goldbach E Holsztynska E J Hu K L Johnson Wood K L Kennedy S L Kholodenko D Knops J E Latimer L H Lee M Liao Z Lieberburg I M Motter R N Mutter L C Nietz J Quinn K P Sacchi K L Seubert P A Shopp G M Thorsett E D Tung J S Wu J et al 2001 Functional gamma secretase inhibitors reduce beta amyloid peptide levels in brain Journal of Neurochemistry 76 1 173 81 doi 10 1046 j 1471 4159 2001 00012 x PMID 11145990 Retrieved from https en wikipedia org w index php title DAPT chemical amp oldid 1152506580, wikipedia, wiki, book, books, library,

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