Ac-DEVD-CHO

Alias: Caspase-3 Inhibitor I; N-Ac-Asp-Glu-Val-Asp-CHO; Ac-DEVD CHO; Ac DEVD-CHO; Ac DEVD CHO
Cat No.:V2777 Purity: ≥98%
Ac-DEVD-CHO is a potent and specific aldehyde inhibitor of Group II caspases with Ki values of 0.2 nM and 0.3 nM for for caspase-3 and caspase-7, respectively.
Ac-DEVD-CHO Chemical Structure CAS No.: 169332-60-9
Product category: Caspase
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Ac-DEVD-CHO is a potent and specific aldehyde inhibitor of Group II caspases with Ki values of 0.2 nM and 0.3 nM for for caspase-3 and caspase-7, respectively. Weak caspase-2 inhibition. This aldehyde only moderately inhibits caspase-2 (Ki = 1.7 μM), which only cleaves the tetrapeptide substrate. Ac-DEVD-CHO has a broad inhibitory effect on group III caspases, with Ki values ranging from 1 to 300 nM. Even when given after the onset of ischemia, Ac-DEVD-CHO'scaspase-3inhibition significantly improves the stunned myocardium's post-ischemic contractile recovery in the isolated working-heart rat model. Ac-DEVD-CHO appears to have protection mechanisms that are separate from apoptosis. Ac-DEVD-CHO did not prevent troponin I cleavage.

Biological Activity I Assay Protocols (From Reference)
Targets
Caspase 3 (Ki = 0.23 nM); Caspase-8 (Ki = 0.92 nM); Caspase-7 (Ki = 1.6 nM); Caspase-10 (Ki = 12 nM); Caspase-1 (Ki = 18 nM); Caspase-6 (Ki = 31 nM); Caspase-9 (Ki = 60 nM); Caspase-4 (Ki = 132 nM); Caspase-5 (Ki = 205 nM); Caspase-2 (Ki = 1710 nM)
ln Vitro
Ac-DEVD-CHO is a potent inhibitor of caspase-3 (Ki = 230 pM). In contrast, this aldehyde only slightly inhibits caspase-2 (Ki = 1.7 μM) and exhibits poor cleavage of the tetrapeptide substrate. With Ki values ranging from 1 to 300 nM, Ac-DEVD-CHO significantly inhibits Group III caspases[1]. Even when administered after the onset of ischemia, Ac-DEVD-CHO'scaspase-3inhibition significantly improves post-ischemic contractile recovery of stunned myocardium in the isolated working-heart rat model. Ac-DEVD-CHO'sprotectivemechanism(s) seem to operate independently of apoptosis. Ac-DEVD-CHO[2] did not inhibit troponin I cleavage.
ln Vivo
Receiving Ac-DEVD-CHO at the time of MI causes a 61% decrease in the expression of activated caspase-3 in cardiomyocytes (p<0.05) and an 84% decrease in cardiomyocyte apoptosis in young animals. Caspase inhibition, however, had no impact on cardiomyocyte apoptosis or activated caspase-3 expression in the aging mice[4]. Ac-DEVD-CHO inhibited and/or postponed the development of photoreceptor cell damage in rats, as well as slows the disease's progression in rd gene-carrying mice, which typically experience retinal degeneration in their early years of life[2].
Cell Assay
OCLs are incubated with RANKL and treated with 0.5 mM SIN for 24 hours, either with or without the particular caspase-3 inhibitor Ac-DEVD-CHO (10 μM). After the treatment, the cells are rinsed with PBS and stained for 15 min with 10 μM Hoechst 33258 dye. A fluorescent microscope is used to take pictures of the staining cells. By counting the number of cells with apoptotic nuclear condensation in each well, the differences are measured[4].
Animal Protocol
3 mg/kg; i.p.
C57Bl6 mice.
References

[1]. J Biol Chem . 1998 Dec 4;273(49):32608-13.

[2]. J Am Coll Cardiol . 2001 Dec;38(7):2063-70.

[3]. Mol Cell Biol . 2006 Nov;26(21):7880-91.

[4]. Cardiovasc Ther . 2013 Dec;31(6):e102-10.

[5] Acta Histochem. 2003, 36(4):263-270.

These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C20H30N4O11
Molecular Weight
502.47
Exact Mass
502.1911
Elemental Analysis
C, 47.81; H, 6.02; N, 11.15; O, 35.02
CAS #
169332-60-9
Related CAS #
169332-60-9
Appearance
Solid powder
SMILES
CC(C)[C@@H](C(=O)N[C@@H](CC(=O)O)C=O)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)C
InChi Key
UMBVAPCONCILTL-MRHIQRDNSA-N
InChi Code
InChI=1S/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
Chemical Name
(4S)-4-[[(2S)-2-acetamido-3-carboxypropanoyl]amino]-5-[[(2S)-1-[[(2S)-1-carboxy-3-oxopropan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-5-oxopentanoic acid
Synonyms
Caspase-3 Inhibitor I; N-Ac-Asp-Glu-Val-Asp-CHO; Ac-DEVD CHO; Ac DEVD-CHO; Ac DEVD CHO
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: ~10 mM
Water: ~100 mg/mL (~199.0 mM)
Ethanol: N/A
Solubility (In Vivo)
Solubility in Formulation 1: 100 mg/mL (199.02 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.9902 mL 9.9508 mL 19.9017 mL
5 mM 0.3980 mL 1.9902 mL 3.9803 mL
10 mM 0.1990 mL 0.9951 mL 1.9902 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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Biological Data
  • Ac-DEVD-CHO

    Apaf-1, but not caspase-9, is dispensable for TNF-induced cell death.2006 Nov;26(21):7880-91.
  • An external file that holds a picture, illustration, etc. Object name is zmb0210662950004.jpg

    Caspase-9 is activated by two distinct mechanisms in response to TNF.2006 Nov;26(21):7880-91.

  • Ac-DEVD-CHO
    Caspase-9 triggers apoptosome-dependent and -independent LMP in response to TNF.2006 Nov;26(21):7880-91.
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