DAPT - Moligand™, ≥98% , CAS No.208255-80-5

CAS: 208255-80-5 Cat. No.: D126677 Molecular Weight: 432.46

GRADE & PURITY Moligand™, ≥98%

Synonyms

Glycine, N-[2-(3,5-difluorophenyl)acetyl]-L-alanyl-2-phenyl-, 1,1-dimethylethyl ester, (2S)- | MRF-0000012 | (S)-tert-butyl 2-((S)-2-(2-(3,5-difluorophenyl)acetamido)propanamido)-2-phenylacetate | HY-13027G | KBio2_001007 | GSI IX | DWJXYEABWRJFSP-XOBRGWD

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

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.

Specifications

Synonyms

Glycine, N-[2-(3, 5-difluorophenyl)acetyl]-L-alanyl-2-phenyl-, 1, 1-dimethylethyl ester, (2S)- | MRF-0000012 | (S)-tert-butyl 2-((S)-2-(2-(3, 5-difluorophenyl)acetamido)propanamido)-2-phenylacetate | HY-13027G | KBio2_001007 | GSI IX | DWJXYEABWRJFSP-XOBRGWD

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

DAPT 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

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Note

Wherever 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.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 504763548
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763548
• Canonical Smiles: CC(C(=O)NC(C1=CC=CC=C1)C(=O)OC(C)(C)C)NC(=O)CC2=CC(=CC(=C2)F)F
• IUPAC Name: tert-butyl (2S)-2-[[(2S)-2-[[2-(3,5-difluorophenyl)acetyl]amino]propanoyl]amino]-2-phenylacetate
• InChIKey: DWJXYEABWRJFSP-XOBRGWDASA-N
• 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
• 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
• 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
• Reaxy-Rn: 24866565
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24866565&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Not available
• Direct Parent: Peptides
• Alternative Parents: Alpha amino acid esters N-acyl-alpha amino acids and derivatives Alpha amino acid amides Alanine and derivatives Phenylacetamides Fluorobenzenes Aryl fluorides Secondary carboxylic acid amides Carboxylic acid esters Monocarboxylic acids and derivatives Hydrocarbon derivatives Carbonyl compounds Organic oxides Organofluorides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Alpha peptide - Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Alanine or derivatives - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Phenylacetamide - Fluorobenzene - Halobenzene - Benzenoid - Aryl fluoride - Aryl halide - Monocyclic benzene moiety - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid ester - Monocarboxylic acid or derivatives - Organofluoride - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organic oxide - Organic oxygen compound - Organohalogen compound - Organopnictogen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
• External Descriptors: carboxylic ester - dipeptide - difluorobenzene

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PSEN1 Tchem Presenilin 1 (302 Activities)

Discover Target: PSEN1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Huh-7 (12904 Activities)

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SNU-475 (119 Activities)

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APH1A Tbio Gamma-secretase (4915 Activities)

Discover Target: APH1A

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

NOTCH1 Tchem Neurogenic locus notch homolog protein 1 (161 Activities)

Discover Target: NOTCH1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hep 3B2 (2332 Activities)

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Mahlavu (271 Activities)

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Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Cryptosporidium parvum (1150 Activities)

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Mus musculus (284745 Activities)

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rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

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MEB5 (13 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble 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).
• Sensitivity: light & heat sensitive
• Molecular Weight: 432.500 g/mol
• XLogP3: 3.700
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 432.186 Da
• Monoisotopic Mass: 432.186 Da
• Topological Polar Surface Area: 84.500 Ų
• Heavy Atom Count: 31
• Formal Charge: 0
• Complexity: 622.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 2
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Wenshuai Hao, Ruitao Cha, Mingzheng Wang, Juanjuan Li, Hongbo Guo, Ran Du, Fengshan Zhou, Xingyu Jiang.  (2023)  Ligand-Modified Gold Nanoparticles as Mitochondrial Modulators: Regulation of Intestinal Barrier and Therapy for Constipation.  ACS Nano,      [PMID:37449942] [10.1021/acsnano.3c01656]

2. Qiufang Chen, Bin Deng, Qing Luo, Guanbin Song.  (2020)  Deep tumor‐penetrated nanosystem eliminates cancer stem cell for highly efficient liver cancer therapy.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2020.127874]

3. Na Li, Baokun Tang, Tao Zhu.  (2024)  Efficient detection of carbendazim using an electrochemical sensor for a novel NiFeLDH@HsGY-NH2/MWCNTs heterostructure with lattice-strain.  Analytical Methods,  16  (38): (6529-6537).  [PMID:39248409] [10.1039/D4AY01265H]

4. Tang Xu, Wenshuai Hao, Ran Du, Dai Dai, Cuixia Wang, Suhua Li, Carol Sze Ki Lin, Ruitao Cha, Jianbin Yan, Chong Li.  (2024)  Mercaptoimidazole-capped gold nanoparticles as a potent agent against plant pathogenic fungi.  Journal of Materials Chemistry B,      [PMID:39344784] [10.1039/D4TB01032A]

5. Peipei Li, Jing Kang, Xiaojie Wu, Duo Wang, Yongjun Li, Nan Liang, Rui Du, Minjie Wang, Alideertu Dong, Yuliang Li.  (2024)  Mild phototherapy strategies for efficient treatment of bacterial keratitis while avoiding side effects.  Nano Today,      [PMID:] [10.1016/j.nantod.2024.102336]

6. Huimin Chen, Xin Li, Wenjiang Li, Aoao Lu, Chenguang Li, Qiang Li, Dabin Liu, Hongfei Ma, Binbin Wang.  (2025)  Porous organic polymers containing Tröger's base for enhanced NOx adsorption.  POLYMER DEGRADATION AND STABILITY,      [PMID:] [10.1016/j.polymdegradstab.2025.111548]

7. Chunxia Pang, Huanhuan You, Sijie Lei, Fan Su, Lili Liang, Zhanguo Li, Xiaoyan Lin, Yaping Zhang, Hao Zhang, Xunhai Pan, Yang Hu.  (2024)  Chemically tailored molecular surface modification of bamboo pulp fibers for manipulating the electret performance of electret filter media.  CARBOHYDRATE POLYMERS,      [PMID:38368109] [10.1016/j.carbpol.2024.121830]

8. Li Na, Mao Jingwei, Tang Haiying, Tan Xiaoyan, Bi Jian, Wu Hao, Chen Xiuli, Wang Yingde.  (2025)  FLT3 ligand regulates expansion of regulatory T-cells induced by regulatory dendritic cells isolated from gut-associated lymphoid tissues through the Notch pathway.  CHINESE MEDICAL JOURNAL,      [PMID:40211734] [10.1097/CM9.0000000000003493]