292632-98-5,MFCD03093402
Catalog No.:AA002XTK

292632-98-5 | L-Phenylalaninamide, N-[(2R,4R,5S)-5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-

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Purity
Availability
Price(USD)
Quantity
  
1mg
98%
in stock  
$127.00   $89.00
- +
5mg
98%
in stock  
$322.00   $226.00
- +
10mg
98%
in stock  
$619.00   $433.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
Technical Information
Catalog Number:
AA002XTK
Chemical Name:
L-Phenylalaninamide, N-[(2R,4R,5S)-5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-
CAS Number:
292632-98-5
Molecular Formula:
C39H52N4O6
Molecular Weight:
672.8534
MDL Number:
MFCD03093402
SMILES:
CC(C[C@@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)NC(=O)[C@@H](C[C@H]([C@@H](NC(=O)OC(C)(C)C)Cc1ccccc1)O)Cc1ccccc1)C
Properties
Properties
 
Form:
Solid  
MP:
209-211°C  
Storage:
Keep in dry area;-20 ℃;  

Computed Properties
 
Complexity:
1030  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
49  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
5  
Isotope Atom Count:
0  
Rotatable Bond Count:
19  
Undefined Atom Stereocenter Count:
0  
Undefined Bond Stereocenter Count:
0  
XLogP3:
5.9  

Literature

Title: Biological significance and therapeutic implication of resveratrol-inhibited Wnt, Notch and STAT3 signaling in cervical cancer cells.

Journal: Genes & cancer 20140501

Title: Dopamine induces apoptosis in APPswe-expressing Neuro2A cells following Pepstatin-sensitive proteolysis of APP in acid compartments.

Journal: Brain research 20120830

Title: Development of clickable active site-directed photoaffinity probes for γ-secretase.

Journal: Bioorganic & medicinal chemistry letters 20120415

Title: First and second generation γ-secretase modulators (GSMs) modulate amyloid-β (Aβ) peptide production through different mechanisms.

Journal: The Journal of biological chemistry 20120406

Title: Inhibition of the Notch-Hey1 axis blocks embryonal rhabdomyosarcoma tumorigenesis.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20111201

Title: Presenilin-1 regulates neural progenitor cell differentiation in the adult brain.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20110216

Title: Surface expression and limited proteolysis of ADAM10 are increased by a dominant negative inhibitor of dynamin.

Journal: BMC cell biology 20110101

Title: Characterization of a Drosophila Alzheimer's disease model: pharmacological rescue of cognitive defects.

Journal: PloS one 20110101

Title: Human ROBO1 is cleaved by metalloproteinases and gamma-secretase and migrates to the nucleus in cancer cells.

Journal: FEBS letters 20100702

Title: Design, synthesis, and biological evaluation of a novel class of gamma-secretase modulators with PPARgamma activity.

Journal: Journal of medicinal chemistry 20100624

Title: A GPCR/secretase complex regulates beta- and gamma-secretase specificity for Abeta production and contributes to AD pathogenesis.

Journal: Cell research 20100201

Title: Recent advances in the identification of gamma-secretase inhibitors to clinically test the Abeta oligomer hypothesis of Alzheimer's disease.

Journal: Journal of medicinal chemistry 20091022

Title: Nitrous oxide plus isoflurane induces apoptosis and increases beta-amyloid protein levels.

Journal: Anesthesiology 20091001

Title: The common inhalational anesthetic sevoflurane induces apoptosis and increases beta-amyloid protein levels.

Journal: Archives of neurology 20090501

Title: Nutlin-3 up-regulates the expression of Notch1 in both myeloid and lymphoid leukemic cells, as part of a negative feedback antiapoptotic mechanism.

Journal: Blood 20090430

Title: Plasmodium falciparum signal peptide peptidase is a promising drug target against blood stage malaria.

Journal: Biochemical and biophysical research communications 20090313

Title: Suppression of Notch signaling in the neonatal mouse ovary decreases primordial follicle formation.

Journal: Endocrinology 20090201

Title: The cytotoxicity of gamma-secretase inhibitor I to breast cancer cells is mediated by proteasome inhibition, not by gamma-secretase inhibition.

Journal: Breast cancer research : BCR 20090101

Title: The inhalation anesthetic desflurane induces caspase activation and increases amyloid beta-protein levels under hypoxic conditions.

Journal: The Journal of biological chemistry 20080502

Title: In vitro validation of gamma-secretase inhibitors alone or in combination with other anti-cancer drugs for the treatment of T-cell acute lymphoblastic leukemia.

Journal: Haematologica 20080401

Title: Identification of gamma-secretase inhibitor potency determinants on presenilin.

Journal: The Journal of biological chemistry 20080201

Title: Abeta46 is processed to Abeta40 and Abeta43, but not to Abeta42, in the low density membrane domains.

Journal: The Journal of biological chemistry 20080111

Title: Signal peptide peptidase and gamma-secretase share equivalent inhibitor binding pharmacology.

Journal: The Journal of biological chemistry 20071221

Title: Gamma-secretase inhibitors exerts antitumor activity via down-regulation of Notch and Nuclear factor kappa B in human tongue carcinoma cells.

Journal: Oral diseases 20071101

Title: Insensitivity to Abeta42-lowering nonsteroidal anti-inflammatory drugs and gamma-secretase inhibitors is common among aggressive presenilin-1 mutations.

Journal: The Journal of biological chemistry 20070824

Title: The same gamma-secretase accounts for the multiple intramembrane cleavages of APP.

Journal: Journal of neurochemistry 20070301

Title: Novel processing of Notch 1 within its intracellular domain by a cysteine protease.

Journal: Neuro-degenerative diseases 20070101

Title: A novel tricyclic pyrone compound ameliorates cell death associated with intracellular amyloid-beta oligomeric complexes.

Journal: Journal of neurochemistry 20060701

Title: C-terminal fragment of presenilin is the molecular target of a dipeptidic gamma-secretase-specific inhibitor DAPT (N-[N-(3,5-difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester).

Journal: The Journal of biological chemistry 20060526

Title: Up-regulation of the Notch ligand Delta-like 4 inhibits VEGF-induced endothelial cell function.

Journal: Blood 20060201

Title: A presenilin-independent aspartyl protease prefers the gamma-42 site cleavage.

Journal: Journal of neurochemistry 20060101

Title: Eosinophilic differentiation is promoted by blockage of Notch signaling with a gamma-secretase inhibitor.

Journal: European journal of immunology 20051001

Title: Cell-autonomous notch signaling regulates endothelial cell branching and proliferation during vascular tubulogenesis.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050601

Title: Inhibition of angiogenesis and tumor growth by beta and gamma-secretase inhibitors.

Journal: European journal of pharmacology 20050502

Title: Transition-state analogue gamma-secretase inhibitors stabilize a 900 kDa presenilin/nicastrin complex.

Journal: Biochemistry 20050322

Title: Presenilin-dependent processing and nuclear function of gamma-protocadherins.

Journal: The Journal of biological chemistry 20050311

Title: Presenilin attenuates receptor-mediated signaling and synaptic function.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience 20050209

Title: Stereoselective synthesis of photoreactive peptidomimetic gamma-secretase inhibitors.

Journal: The Journal of organic chemistry 20041015

Title: PEN-2 enhances gamma-cleavage after presenilin heterodimer formation.

Journal: Journal of neurochemistry 20040901

Title: JLK isocoumarin inhibitors: selective gamma-secretase inhibitors that do not interfere with notch pathway in vitro or in vivo.

Journal: Journal of neuroscience research 20031101

Title: The mechanism of gamma-secretase: multiple inhibitor binding sites for transition state analogs and small molecule inhibitors.

Journal: The Journal of biological chemistry 20030801

Title: Catalytic site-directed gamma-secretase complex inhibitors do not discriminate pharmacologically between Notch S3 and beta-APP cleavages.

Journal: Biochemistry 20030624

Title: Presenilin-dependent gamma-secretase activity mediates the intramembranous cleavage of CD44.

Journal: Oncogene 20030313

Title: Distinct mechanisms by mutant presenilin 1 and 2 leading to increased intracellular levels of amyloid beta-protein 42 in Chinese hamster ovary cells.

Journal: Biochemistry 20030204

Title: Synthesis and gamma-secretase activity of APP substrate-based hydroxyethylene dipeptide isosteres.

Journal: Bioorganic & medicinal chemistry letters 20030106

Title: Presenilin-dependent intramembrane proteolysis of CD44 leads to the liberation of its intracellular domain and the secretion of an Abeta-like peptide.

Journal: The Journal of biological chemistry 20021122

Title: Linear non-competitive inhibition of solubilized human gamma-secretase by pepstatin A methylester, L685458, sulfonamides, and benzodiazepines.

Journal: The Journal of biological chemistry 20020830

Title: Presenilin-dependent gamma-secretase activity modulates neurite outgrowth.

Journal: Neurobiology of disease 20020201

Title: gamma-Secretase: characterization and implication for Alzheimer disease therapy.

Journal: Neurobiology of aging 20020101

Title: gamma -Secretase cleavage and nuclear localization of ErbB-4 receptor tyrosine kinase.

Journal: Science (New York, N.Y.) 20011207

Title: Gamma-secretase: a catalyst of Alzheimer disease and signal transduction.

Journal: Molecular interventions 20011001

Title: Endoproteolysis of the ER stress transducer ATF6 in the presence of functionally inactive presenilins.

Journal: Neurobiology of disease 20010801

Title: Secretase targets for Alzheimer's disease: identification and therapeutic potential.

Journal: Journal of medicinal chemistry 20010621

Title: L-685,458, an aspartyl protease transition state mimic, is a potent inhibitor of amyloid beta-protein precursor gamma-secretase activity.

Journal: Biochemistry 20000801

Title: Shearman, M.S., Beher, D., Clarke, E.E., Lewis, H.D., Harrison, T., Hunt, P.,

Title: Guanghui Yang, et al. Structural basis of γ-secretase inhibition and modulation by small molecule drugs. Cell. 2021 Jan 21;184(2):521-533.e14.

Title: Jonas Sjölund, et al. Suppression of renal cell carcinoma growth by inhibition of Notch signaling in vitro and in vivo. J Clin Invest. 2008 Jan;118(1):217-28.

Title: Kazunori Kawaguchi, et al. Jagged1 DNA Copy Number Variation Is Associated with Poor Outcome in Liver Cancer. Am J Pathol. 2016 Aug;186(8):2055-2067.

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SDS
Tags:292632-98-5 Molecular Formula|292632-98-5 MDL|292632-98-5 SMILES|292632-98-5 L-Phenylalaninamide, N-[(2R,4R,5S)-5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-
Catalog No.: AA002XTK
292632-98-5,MFCD03093402
292632-98-5 | L-Phenylalaninamide, N-[(2R,4R,5S)-5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-
Pack Size: 1mg
Purity: 98%
in stock
$127.00 $89.00
Pack Size: 5mg
Purity: 98%
in stock
$322.00 $226.00
Pack Size: 10mg
Purity: 98%
in stock
$619.00 $433.00
Quantity
- +
Add to Card
Order Now
bulk Quotation Request
Technical Information
Catalog Number: AA002XTK
Chemical Name: L-Phenylalaninamide, N-[(2R,4R,5S)-5-[[(1,1-dimethylethoxy)carbonyl]amino]-4-hydroxy-1-oxo-6-phenyl-2-(phenylmethyl)hexyl]-L-leucyl-
CAS Number: 292632-98-5
Molecular Formula: C39H52N4O6
Molecular Weight: 672.8534
MDL Number: MFCD03093402
SMILES: CC(C[C@@H](C(=O)N[C@H](C(=O)N)Cc1ccccc1)NC(=O)[C@@H](C[C@H]([C@@H](NC(=O)OC(C)(C)C)Cc1ccccc1)O)Cc1ccccc1)C
Properties
Form: Solid  
MP: 209-211°C  
Storage: Keep in dry area;-20 ℃;  
Complexity: 1030  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 5  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 49  
Hydrogen Bond Acceptor Count: 6  
Hydrogen Bond Donor Count: 5  
Isotope Atom Count: 0  
Rotatable Bond Count: 19  
Undefined Atom Stereocenter Count: 0  
Undefined Bond Stereocenter Count: 0  
XLogP3: 5.9  
Literature fold

Title: Biological significance and therapeutic implication of resveratrol-inhibited Wnt, Notch and STAT3 signaling in cervical cancer cells.

Journal: Genes & cancer20140501

Title: Dopamine induces apoptosis in APPswe-expressing Neuro2A cells following Pepstatin-sensitive proteolysis of APP in acid compartments.

Journal: Brain research20120830

Title: Development of clickable active site-directed photoaffinity probes for γ-secretase.

Journal: Bioorganic & medicinal chemistry letters20120415

Title: First and second generation γ-secretase modulators (GSMs) modulate amyloid-β (Aβ) peptide production through different mechanisms.

Journal: The Journal of biological chemistry20120406

Title: Inhibition of the Notch-Hey1 axis blocks embryonal rhabdomyosarcoma tumorigenesis.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research20111201

Title: Presenilin-1 regulates neural progenitor cell differentiation in the adult brain.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20110216

Title: Surface expression and limited proteolysis of ADAM10 are increased by a dominant negative inhibitor of dynamin.

Journal: BMC cell biology20110101

Title: Characterization of a Drosophila Alzheimer's disease model: pharmacological rescue of cognitive defects.

Journal: PloS one20110101

Title: Human ROBO1 is cleaved by metalloproteinases and gamma-secretase and migrates to the nucleus in cancer cells.

Journal: FEBS letters20100702

Title: Design, synthesis, and biological evaluation of a novel class of gamma-secretase modulators with PPARgamma activity.

Journal: Journal of medicinal chemistry20100624

Title: A GPCR/secretase complex regulates beta- and gamma-secretase specificity for Abeta production and contributes to AD pathogenesis.

Journal: Cell research20100201

Title: Recent advances in the identification of gamma-secretase inhibitors to clinically test the Abeta oligomer hypothesis of Alzheimer's disease.

Journal: Journal of medicinal chemistry20091022

Title: Nitrous oxide plus isoflurane induces apoptosis and increases beta-amyloid protein levels.

Journal: Anesthesiology20091001

Title: The common inhalational anesthetic sevoflurane induces apoptosis and increases beta-amyloid protein levels.

Journal: Archives of neurology20090501

Title: Nutlin-3 up-regulates the expression of Notch1 in both myeloid and lymphoid leukemic cells, as part of a negative feedback antiapoptotic mechanism.

Journal: Blood20090430

Title: Plasmodium falciparum signal peptide peptidase is a promising drug target against blood stage malaria.

Journal: Biochemical and biophysical research communications20090313

Title: Suppression of Notch signaling in the neonatal mouse ovary decreases primordial follicle formation.

Journal: Endocrinology20090201

Title: The cytotoxicity of gamma-secretase inhibitor I to breast cancer cells is mediated by proteasome inhibition, not by gamma-secretase inhibition.

Journal: Breast cancer research : BCR20090101

Title: The inhalation anesthetic desflurane induces caspase activation and increases amyloid beta-protein levels under hypoxic conditions.

Journal: The Journal of biological chemistry20080502

Title: In vitro validation of gamma-secretase inhibitors alone or in combination with other anti-cancer drugs for the treatment of T-cell acute lymphoblastic leukemia.

Journal: Haematologica20080401

Title: Identification of gamma-secretase inhibitor potency determinants on presenilin.

Journal: The Journal of biological chemistry20080201

Title: Abeta46 is processed to Abeta40 and Abeta43, but not to Abeta42, in the low density membrane domains.

Journal: The Journal of biological chemistry20080111

Title: Signal peptide peptidase and gamma-secretase share equivalent inhibitor binding pharmacology.

Journal: The Journal of biological chemistry20071221

Title: Gamma-secretase inhibitors exerts antitumor activity via down-regulation of Notch and Nuclear factor kappa B in human tongue carcinoma cells.

Journal: Oral diseases20071101

Title: Insensitivity to Abeta42-lowering nonsteroidal anti-inflammatory drugs and gamma-secretase inhibitors is common among aggressive presenilin-1 mutations.

Journal: The Journal of biological chemistry20070824

Title: The same gamma-secretase accounts for the multiple intramembrane cleavages of APP.

Journal: Journal of neurochemistry20070301

Title: Novel processing of Notch 1 within its intracellular domain by a cysteine protease.

Journal: Neuro-degenerative diseases20070101

Title: A novel tricyclic pyrone compound ameliorates cell death associated with intracellular amyloid-beta oligomeric complexes.

Journal: Journal of neurochemistry20060701

Title: C-terminal fragment of presenilin is the molecular target of a dipeptidic gamma-secretase-specific inhibitor DAPT (N-[N-(3,5-difluorophenacetyl)-L-alanyl]-S-phenylglycine t-butyl ester).

Journal: The Journal of biological chemistry20060526

Title: Up-regulation of the Notch ligand Delta-like 4 inhibits VEGF-induced endothelial cell function.

Journal: Blood20060201

Title: A presenilin-independent aspartyl protease prefers the gamma-42 site cleavage.

Journal: Journal of neurochemistry20060101

Title: Eosinophilic differentiation is promoted by blockage of Notch signaling with a gamma-secretase inhibitor.

Journal: European journal of immunology20051001

Title: Cell-autonomous notch signaling regulates endothelial cell branching and proliferation during vascular tubulogenesis.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology20050601

Title: Inhibition of angiogenesis and tumor growth by beta and gamma-secretase inhibitors.

Journal: European journal of pharmacology20050502

Title: Transition-state analogue gamma-secretase inhibitors stabilize a 900 kDa presenilin/nicastrin complex.

Journal: Biochemistry20050322

Title: Presenilin-dependent processing and nuclear function of gamma-protocadherins.

Journal: The Journal of biological chemistry20050311

Title: Presenilin attenuates receptor-mediated signaling and synaptic function.

Journal: The Journal of neuroscience : the official journal of the Society for Neuroscience20050209

Title: Stereoselective synthesis of photoreactive peptidomimetic gamma-secretase inhibitors.

Journal: The Journal of organic chemistry20041015

Title: PEN-2 enhances gamma-cleavage after presenilin heterodimer formation.

Journal: Journal of neurochemistry20040901

Title: JLK isocoumarin inhibitors: selective gamma-secretase inhibitors that do not interfere with notch pathway in vitro or in vivo.

Journal: Journal of neuroscience research20031101

Title: The mechanism of gamma-secretase: multiple inhibitor binding sites for transition state analogs and small molecule inhibitors.

Journal: The Journal of biological chemistry20030801

Title: Catalytic site-directed gamma-secretase complex inhibitors do not discriminate pharmacologically between Notch S3 and beta-APP cleavages.

Journal: Biochemistry20030624

Title: Presenilin-dependent gamma-secretase activity mediates the intramembranous cleavage of CD44.

Journal: Oncogene20030313

Title: Distinct mechanisms by mutant presenilin 1 and 2 leading to increased intracellular levels of amyloid beta-protein 42 in Chinese hamster ovary cells.

Journal: Biochemistry20030204

Title: Synthesis and gamma-secretase activity of APP substrate-based hydroxyethylene dipeptide isosteres.

Journal: Bioorganic & medicinal chemistry letters20030106

Title: Presenilin-dependent intramembrane proteolysis of CD44 leads to the liberation of its intracellular domain and the secretion of an Abeta-like peptide.

Journal: The Journal of biological chemistry20021122

Title: Linear non-competitive inhibition of solubilized human gamma-secretase by pepstatin A methylester, L685458, sulfonamides, and benzodiazepines.

Journal: The Journal of biological chemistry20020830

Title: Presenilin-dependent gamma-secretase activity modulates neurite outgrowth.

Journal: Neurobiology of disease20020201

Title: gamma-Secretase: characterization and implication for Alzheimer disease therapy.

Journal: Neurobiology of aging20020101

Title: gamma -Secretase cleavage and nuclear localization of ErbB-4 receptor tyrosine kinase.

Journal: Science (New York, N.Y.)20011207

Title: Gamma-secretase: a catalyst of Alzheimer disease and signal transduction.

Journal: Molecular interventions20011001

Title: Endoproteolysis of the ER stress transducer ATF6 in the presence of functionally inactive presenilins.

Journal: Neurobiology of disease20010801

Title: Secretase targets for Alzheimer's disease: identification and therapeutic potential.

Journal: Journal of medicinal chemistry20010621

Title: L-685,458, an aspartyl protease transition state mimic, is a potent inhibitor of amyloid beta-protein precursor gamma-secretase activity.

Journal: Biochemistry20000801

Title: Shearman, M.S., Beher, D., Clarke, E.E., Lewis, H.D., Harrison, T., Hunt, P.,

Title: Guanghui Yang, et al. Structural basis of γ-secretase inhibition and modulation by small molecule drugs. Cell. 2021 Jan 21;184(2):521-533.e14.

Title: Jonas Sjölund, et al. Suppression of renal cell carcinoma growth by inhibition of Notch signaling in vitro and in vivo. J Clin Invest. 2008 Jan;118(1):217-28.

Title: Kazunori Kawaguchi, et al. Jagged1 DNA Copy Number Variation Is Associated with Poor Outcome in Liver Cancer. Am J Pathol. 2016 Aug;186(8):2055-2067.

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