AC-YVAD-CHO
AC-YVAD-CHO Basic information
- Product Name:
- AC-YVAD-CHO
- Synonyms:
-
- N-ACETYL-L-TYROSYL-L-VALYL-N-[(1S)-2-CARBOXYL-1-FORMYLETHYL]-L-ALANINAMIDE
- N-ACETYL-TYR-VAL-ALA-ASP-CHO (ALDEHYDE)
- N-ACETYL-TYR-VAL-ALA-GLU-AL
- N-AC-TYR-VAL-ALA-ASP-CHO
- N-ACETYL-ALA-ALA-VAL-ALA-LEU-LEU-PRO-ALA-VAL-LEU-LEU-ALA-LEU-LEU-ALA-PRO-TYR-VAL-ALA-ASP-CHO (ALDEHYDE)
- TYR-VAL-ALA-ASP-CHO
- YVAD-CHO
- ICE INHIBITOR
- CAS:
- 143313-51-3
- MF:
- C23H32N4O8
- MW:
- 492.52
- Product Categories:
-
- Caspases/Apoptosis
- peptide
- Pepetides
- peptides
- Mol File:
- 143313-51-3.mol
AC-YVAD-CHO Chemical Properties
- Boiling point:
- 937.7±65.0 °C(Predicted)
- Density
- 1.276±0.06 g/cm3(Predicted)
- storage temp.
- −20°C
- solubility
- DMF:30.0(Max Conc. mg/mL);60.91(Max Conc. mM)
DMSO:30.0(Max Conc. mg/mL);60.91(Max Conc. mM)
Ethanol:30.0(Max Conc. mg/mL);60.91(Max Conc. mM)
PBS (pH 7.2):5.0(Max Conc. mg/mL);10.15(Max Conc. mM) - pka
- 4.20±0.10(Predicted)
- form
- Powder
- color
- White to off-white
- Sensitive
- Moisture Sensitive
MSDS
- Language:English Provider:SigmaAldrich
AC-YVAD-CHO Usage And Synthesis
Description
Ac-YVAD-CHO is an inhibitor of caspase-1/interleukin-1β converting enzyme (ICE; Ki = 0.76 nM) and an acetylated form of the caspase-1 inhibitor YVAD-CHO . It is selective for caspase-1 over caspase-4, -5, -8, -9, and -10 (Kis = 163-970 nM), as well as over caspase-2, -3, -6, and -7 (Kis = >10,000 nM for all). It inhibits activation of caspase-1 and IL-1β in a cell-free assay using LPS-treated THP-1 cell homogenates when used at a concentration of 5 μM. Ac-YVAD-CHO (12.5 μmol/kg) reduces pancreatic levels of IL-18 and serum levels of IL-1β, as well as reduces pyroptosis of pancreatic cells, in a mouse model of cerulein-induced acute pancreatitis but does not decrease pancreatic expression of NOD-like receptor protein 3 (NLRP3). It increases susceptibility to lethal E. coli infection but prevents LPS-induced death in C3H/HeN mice when administered at doses of 5 and 10 mg/kg, respectively.
Uses
A potent, specific, and reversible inhibitor of caspases-1, -4 and -5
in vivo
Ac-YVAD-CHO (30 mg/kg; i.p.; 6 hours) suppresses IL-1β levels in blood of P. acnes-sensitized mice[1].
Ac-YVAD-CHO (2-8 μg, intrastriatal infusion) attenuates Quinolinic acid (QA)-induced apoptosis in rat striatum[2].
Ac-YVAD-CHO (10 and 50 mg/kg; i.p.; 1 hour) is cleared from the blood rapidly, and drops precipitously to approximately 1 and 0.2 μM at 30 and 60 minutes after injection[1].
| Animal Model: | P. acnes-sensitized mice[1] |
| Dosage: | 50 mg/kg |
| Administration: | I.p.; |
| Result: | Suppressed IL-1β levels in blood. |
| Animal Model: | Quinolinic acid-treated Rats[2] |
| Dosage: | 2-8 μg |
| Administration: | Intrastriatal infusion. |
| Result: | Attenuated Quinolinic acid (QA)-induced increases in p53 and apoptosis in rat striatum. Inhibited QA-induced increases in caspase-1 activity and p53 protein levels, with no effect on QA-induced IκB-α degradation, NF-κB or AP-1 activation. |
IC 50
IL-1β; Caspase-1
References
[1] CHAPMAN K T. Synthesis of a potent, reversible inhibitor of interleukin-1β converting enzyme[J]. Bioorganic & Medicinal Chemistry Letters, 1992, 2 6: Pages 613-618. DOI: 10.1016/s0960-894x(01)81209-9
[2] JOHN G WALSH. Caspase-1 promiscuity is counterbalanced by rapid inactivation of processed enzyme.[J]. The Journal of Biological Chemistry, 2011: 32513-32524. DOI: 10.1074/jbc.m111.225862
[3] JIANHUA WANG . Cathepsin B aggravates acute pancreatitis by activating the NLRP3 inflammasome and promoting the caspase-1-induced pyroptosis[J]. International immunopharmacology, 2021, 94: Article 107496. DOI: 10.1016/j.intimp.2021.107496
[4] VISHWAS D JOSHI. Role of caspase 1 in murine antibacterial host defenses and lethal endotoxemia.[J]. Infection and Immunity, 2002, 70 12: 6896-6903. DOI: 10.1128/iai.70.12.6896-6903.2002
AC-YVAD-CHOSupplier
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AC-YVAD-CHO(143313-51-3)Related Product Information
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- AC-YVAD-AMC
- ICE INHIBITOR II, BIOTINYLATED,IL-1BETA CONVERTING ENZYME (ICE) INHIBITOR II, BIOTINYLATED
- BIOTIN-TYR-VAL-ALA-ASP-CHO