169332-60-9

Basic information

• Product Name: AC-DEVD-CHO
• Synonyms: N-ACETYL-L-ALPHA-ASPARTYL-L-ALPHA-GLUTAMYL-N-(2-CARBOXY-1-FORMYLETHYL)-L VALINAMIDE;N-AC-ASP-GLU-VAL-ASP-CHO;N-ACETYL-ASP-GLU-VAL-ASP-AL;N-ACETYL-ASP-GLU-VAL-ASP-CHO (ALDEHYDE);ACETYL-DEVD-ALDEHYDE;ACETYL-L-ASPARTYL-L-GLUTAMYL-L-VALYL-L-ASPART-1-AL;ACETYL-ASP-GLU-VAL-ASP-ALDEHYDE;AC-DEVD-CHO
• CAS NO: 169332-60-9
• Molecular Formula: C20H30N4O11
• Molecular Weight: 502.47
• Product Categories: Caspase 10;Caspase 3;Caspase 7;Caspase 8;Caspase Inhibitors;Caspase Inhibitors and Substrates;Peptides and Proteins;Peptides for Cell Biology;Protease Inhibitor Specificity Index;Protease Inhibitors;A to C;A-AM;Aldehydes;and Substrates;Apoptosis and Cell Cycle;Apoptosis Enzymes;Application Index;Bioactive Small Molecules;Biochemicals and Reagents;Building Blocks;C13-C60;Carbonyl Compounds;Caspases;Cell Biology;Cell Signaling and Neuroscience;Cell Signaling Enzymes;Chemical Synthesis;Enzyme Inhibitors;Enzyme Inhibitors by Enzyme;Enzymes;Inhibitors;Organic Building Blocks;Pepetides;peptides
• Mol File: 169332-60-9.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 1021.1°Cat760mmHg
• Flash Point: 571.3°C
• Appearance: white/powder
• Density: 1.374g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.535
• Storage Temp.: −20°C
• Solubility: H2O: 1 mg/mL
• PKA: 4.19±0.10(Predicted)
• Sensitive: Moisture Sensitive
• CAS DataBase Reference: AC-DEVD-CHO(CAS DataBase Reference)
• NIST Chemistry Reference: AC-DEVD-CHO(169332-60-9)
• EPA Substance Registry System: AC-DEVD-CHO(169332-60-9)

Safety Data

• WGK Germany: 3
• RTECS: EK7643000
• Hazardous Substances Data: 169332-60-9(Hazardous Substances Data)

Usage

Description

AC-DEVD-CHO, also known as N-Acetyl-Asp-Glu-Val-Asp-al, is a tetrapeptide with N-terminal acetylation and C-terminal aldehyde conjugation. It consists of two L-aspartic acid residues, an L-glutamyl residue, and an L-valine residue. AC-DEVD-CHO is a reversible inhibitor of interleukin-1beta converting enzyme (ICE) and also inhibits caspase-3 cleavage of poly(ADP-ribose) polymerase. It is an inhibitor of caspase-3/7.

Uses

Used in Biological Research:
AC-DEVD-CHO is used as a caspase inhibitor in muscle samples, smooth muscle cells, and Jurkat T-cells for studying the role of caspases in apoptosis and other biological processes.
Used in Pharmaceutical Industry:
AC-DEVD-CHO is used as a potential therapeutic agent for the development of drugs targeting caspase-3/7, which play a crucial role in the regulation of apoptosis. Inhibiting these caspases may help in the treatment of various diseases and conditions associated with uncontrolled cell death.

Biochem/physiol Actions

N-Acetyl-Asp-Glu-Val-Asp-al (Ac-DEVD-CHO) aids in the recovery of stunned myocardium by its caspase inhibition functionality.

InChI:InChI=1/C20H30N4O11/c1-9(2)17(20(35)22-11(8-25)6-15(29)30)24-18(33)12(4-5-14(27)28)23-19(34)13(7-16(31)32)21-10(3)26/h8-9,11-13,17H,4-7H2,1-3H3,(H,21,26)(H,22,35)(H,23,34)(H,24,33)(H,27,28)(H,29,30)(H,31,32)/t11-,12-,13-,17-/m0/s1

Upstream product

• 7732-18-5 water 

Relevant articles and documents

PEPTIDYL DERIVATIVES AS INHIBITORS OF PRO-APOPTOTIC CYSTEINE PROTEINASES

Compounds having the formula I:R 1 COAA. sup.1 AA. sup.2 AA 3 NHYare inhibitors of apopain, an enzyme involved in the process of apoptosis. These compounds are useful as research tools as well as in the treatment of any condition in which reduced apoptosis would be beneficial, including immune deficiency syndromes (including AIDS), type I diabetes, pathogenic infections, cardiovascular and neurological injury, alopecia, aging, Parkinson's disease and Alzheimer's disease.