Z-VAD(OMe)-FMK - Moligand™,≥98% , CAS No.187389-52-2

CAS: 187389-52-2 Cat. No.: V275259 Peso molecular: 467.49 PubChem CID: 5497174

GRADE & PURITY Moligand™, ≥98%

Synonyms

(5-aminobenzo[a]phenoxazin-9-ylidene)-diethylazanium;chloride | Bio2_000951 | NCGC00163487-02 | 2-(N(omega)-L-arginine)succinic acid | benzyloxycarbonyl-Val-Ala-Asp(OMe) fluoromethyl ketone | benzyloxycarbonyl-Val-Ala-Asp(O-Me) fluoromethyl ketone | Benzy

Storage

Store at -20°C,Argon charged,Desiccated

Shipped In

Ice chest + Ice pads

Descripción general

Aplicación del producto：
Z-VAD-FMK se ha utilizado para inducir la fosforilación (p-MLKL) del dominio de quinasa de linaje mixto (MLKL) en células L929 para inducir la autofagia en células Jurkat y K562 para revertir los efectos letales del oxaliplatino o de la combinación de oxaliplatino con cloroquina (CQ) en las líneas celulares HCT116 y SW620 como inhibidor de caspasas para inhibir la apoptosis y evaluar el factor nuclear-kB, la proteína de choque térmico 70 (Hsp 70), el protooncogen (cmyc) y la proteína supresora de tumores p53

Specifications

Sinónimos

(5-aminobenzo[a]phenoxazin-9-ylidene)-diethylazanium;chloride | Bio2_000951 | NCGC00163487-02 | 2-(N(omega)-L-arginine)succinic acid | benzyloxycarbonyl-Val-Ala-Asp(OMe) fluoromethyl ketone | benzyloxycarbonyl-Val-Ala-Asp(O-Me) fluoromethyl ketone | Benzy

Especificaciones y pureza

Moligand™, ≥98%

Mecanismos bioquímicos y fisiológicos

Inhibidor pan-caspasa, irreversible y permeable a las células. Inhibe el procesamiento de caspasas y la inducción de apoptosis en células tumorales in vitro . Una vez en la célula, la esterasa endógena hidroliza los grupos metilo para formar la forma biol

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged, Desiccated

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Grado

Moligand™

Tipo de acción

INHIBITOR

Nota

Siempre que sea posible, prepare y utilice las soluciones el mismo día. Sin embargo, si necesita preparar soluciones madre con antelación, le recomendamos que almacene la solución como alícuotas en viales herméticamente cerrados a -20°C. Por lo general, podrán utilizarse durante una semana. Antes de su uso, y antes de abrir el vial, le recomendamos que deje que el producto se equilibre a temperatura ambiente durante al menos 1 hora. ¿Necesita más consejos sobre solubilidad, uso y manipulación? Visite nuestra página de preguntas frecuentes (FAQ) para obtener más información.

Pureza

≥98%

Nombres e identificadores

• Pubchem Sid: 504763901
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504763901
• Sonrisas canónicas: CC(C)C(C(=O)NC(C)C(=O)NC(CC(=O)OC)C(=O)CF)NC(=O)OCC1=CC=CC=C1
• IUPAC Name: methyl (3S)-5-fluoro-3-[[(2S)-2-[[(2S)-3-methyl-2-(phenylmethoxycarbonylamino)butanoyl]amino]propanoyl]amino]-4-oxopentanoate
• InChIKey: MIFGOLAMNLSLGH-QOKNQOGYSA-N
• INCHI: 1S/C22H30FN3O7/c1-13(2)19(26-22(31)33-12-15-8-6-5-7-9-15)21(30)24-14(3)20(29)25-16(17(27)11-23)10-18(28)32-4/h5-9,13-14,16,19H,10-12H2,1-4H3,(H,24,30)(H,25,29)(H,26,31)/t14-,16-,19-/m0/s1
• Isómeros SMILES: C[C@@H](C(=O)N[C@@H](CC(=O)OC)C(=O)CF)NC(=O)[C@H](C(C)C)NC(=O)OCC1=CC=CC=C1
• PubChem CID: 5497174
• Peso molecular: 467.49

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Clase Peptidomimetics
      • Subclass Hybrid peptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Clase: Peptidomimetics
• Subclass: Hybrid peptides
• Intermediate Tree Nodes: Not available
• Direct Parent: Hybrid peptides
• Alternative Parents: Dipeptides Valine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Alanine and derivatives Beta amino acids and derivatives Benzyloxycarbonyls Gamma-keto acids and derivatives Fatty acid methyl esters N-acyl amines Alpha-haloketones Carbamate esters Methyl esters Organic carbonic acids and derivatives Secondary carboxylic acid amides Monocarboxylic acids and derivatives Organic oxides Alkyl fluorides Organofluorides Organonitrogen compounds Hydrocarbon derivatives Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: Hybrid peptide - Alpha-dipeptide - Valine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Beta amino acid or derivatives - Alanine or derivatives - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Benzyloxycarbonyl - Gamma-keto acid - Fatty acid ester - Fatty acid methyl ester - Monocyclic benzene moiety - Fatty amide - Fatty acyl - Benzenoid - Keto acid - N-acyl-amine - Methyl ester - Carbamic acid ester - Alpha-haloketone - Carbonic acid derivative - Ketone - Secondary carboxylic acid amide - Carboxamide group - Carboxylic acid ester - Monocarboxylic acid or derivatives - Carboxylic acid derivative - Organic oxygen compound - Hydrocarbon derivative - Alkyl halide - Organic nitrogen compound - Carbonyl group - Organic oxide - Organopnictogen compound - Alkyl fluoride - Organohalogen compound - Organofluoride - Organonitrogen compound - Organooxygen compound - Aromatic homomonocyclic compound
• Descripción: This compound belongs to the class of organic compounds known as hybrid peptides. These are compounds containing at least two different types of amino acids (alpha, beta, gamma, delta) linked to each other through a peptide bond.
• External Descriptors: Not available

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

Objetivos asociados (humanos)

MAOA Tclin Monoamine oxidase A (11911 Activities)

Discover Target: MAOA

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

MAOB Tclin Monoamine oxidase B (8835 Activities)

Discover Target: MAOB

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

CASP3 Tchem Caspase-3 (3632 Activities)

Discover Target: CASP3

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

Jurkat (10389 Activities)

Explore this target

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

HeLa (62764 Activities)

Explore this target

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

Mecanismos de acción

Propiedades químicas y físicas

• Solubilidad: Soluble in DMSO to 20 mM
• Peso molecular: 467.500 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 14
• Exact Mass: 467.207 Da
• Monoisotopic Mass: 467.207 Da
• Topological Polar Surface Area: 140.000 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 695.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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

Referencias

1. Deshan Yao, Liuxiang Bao, Sichuan Wang, Meng Tan, Yuanyuan Xu, Tianxu Wu, Zhengang Zhang, Kaizheng Gong.  (2024)  Isoliquiritigenin alleviates myocardial ischemia-reperfusion injury by regulating the Nrf2/HO-1/SLC7A11/GPX4 axis in mice.  FREE RADICAL BIOLOGY AND MEDICINE,      [PMID:38734270] [10.1016/j.freeradbiomed.2024.05.012]

2. Chen Yuxing, Tao Yong, Huang Qiu, Xu Jingtao, Wang Zhenxin, Zhang Ye, Fu Guangxu, Tan Fuqiang, Feng Keyi, Ou Yunsheng.  (2025)  Hino-Fe Chelate Suppresses Osteosarcoma Progression through Dual Induction of Ferroptosis and NLRC4-mediated Pyroptosis: Mechanisms and Therapeutic Implications.  International Journal of Biological Sciences,  21  (11): (4872-4894).  [PMID:40860199] [10.7150/ijbs.113785]

3. Liyun Zheng, Zhongwei Zhao, Li Chen, Wenjing Yang, Giorgio Ercolani, Pan Qin, Bin Lin, Mengzhu Han, Qiaoyou Weng, Yeyu Zhang, Bin Wu, Minjiang Chen, Zouying Yao, Shiji Fang, Jiansong Ji.  (2025)  Astragalin Induces Immunogenic Cell Death in Liver Cancer by Targeting NQO2 to Promote ROS-Mediated Endoplasmic Reticulum Stress Pathway.  FREE RADICAL BIOLOGY AND MEDICINE,      [PMID:40749898] [10.1016/j.freeradbiomed.2025.07.047]

4. Lei Shu, Peili Luo, Chuanyu Ren, Ziwei Lai, Xuejuan Zhang, Chuanbin Wu, Xin Pan, Zhengwei Huang.  (2025)  Inhalable Fibroin Hybrid Liposomes for the Targeted Treatment of Lung Adenocarcinoma via Autophagy-Enhanced Ferroptosis.  ACS Nano,      [PMID:40878028] [10.1021/acsnano.5c09493]

5. Shichen Zhang, Lei Guo, Yixin Tang, Yixing Wang, Heshi Liu, Chang Liu, Xiuzhang Yan, Congcong Duan, Huanyan Dai, Bing Han, Caina Xu.  (2025)  Self-reinforced nanoreactor for apoptosis/ferroptosis synergistic therapy of head and neck squamous cell carcinoma.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.166941]

6. Bo Xu, Zezhu Zhou, Jiaqi Fang, Jianguang Wang, Kun Tao, Junjian Liu, Shuhao Liu.  (2023)  Exosomes derived from schwann cells alleviate mitochondrial dysfunction and necroptosis after spinal cord injury via AMPK signaling pathway-mediated mitophagy.  FREE RADICAL BIOLOGY AND MEDICINE,      [PMID:37640169] [10.1016/j.freeradbiomed.2023.08.026]

7. Bo Xu, Jiaqi Fang, Jianguang Wang, Xuehan Jin, Shengfu Liu, Kaihang Song, Ping Wang, Junjian Liu, Shuhao Liu.  (2023)  Inhibition of autophagy and RIP1/RIP3/MLKL-mediated necroptosis by edaravone attenuates blood spinal cord barrier disruption following spinal cord injury.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:37459660] [10.1016/j.biopha.2023.115165]

8. Ju Yang, Ping Liu, Dan Ma, Peng Zhao, Yan Zhang, Yinghao Lu, Yanju Li, Yi Huang, Ying Chen, Jishi Wang.  (2020)  Glucocorticoid resistance induced by ANXA5 overexpression in B-cell acute lymphoblastic leukemia.  PEDIATRIC HEMATOLOGY AND ONCOLOGY,      [PMID:33231128] [10.1080/08880018.2020.1810182]

9. Wu Chuanhong, Zhao Wenwen, Yu Jie, Li Shaojing, Lin Ligen, Chen Xiuping.  (2018)  Induction of ferroptosis and mitochondrial dysfunction by oxidative stress in PC12 cells.  Scientific Reports,  8  (1): (1-11).  [PMID:29330409] [10.1038/s41598-017-18935-1]

10. Fang Liu, Yaru Li, Yao Li, Zheng Wang, Xin Li, Yancheng Liu, Yanjun Zhao.  (2024)  Triggering multiple modalities of cell death via dual-responsive nanomedicines to address the narrow therapeutic window of β-lapachone.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:39270391] [10.1016/j.jcis.2024.09.063]

11. Yu-Zhang Wang, Wei-Hai Chen, Zi-Yi Han, Shi-Man Zhang, Ping Ji, Cheng Zhang, Jun-Long Liang, Xian-Zheng Zhang.  (2025)  Targeted tumor therapy with L-cyst(e)ine-addicted bacteria-nanodrug biohybrids.  Cell Metabolism,      [PMID:40215982] [10.1016/j.cmet.2025.03.012]