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ChemicalBook--->CAS DataBase List--->143313-51-3

143313-51-3

143313-51-3 Structure

143313-51-3 Structure
IdentificationBack Directory
[Name]

AC-YVAD-CHO
[CAS]

143313-51-3
[Synonyms]

YVAD-CHO
L-709049
AC-YVAD-CHO
ICE INHIBITOR
ICE INHIBITOR I
AC-YVAD-ALDEHYDE
CASPASE INHIBITOR I
TYR-VAL-ALA-ASP-CHO
ACETYL-YVAD-ALDEHYDE
BIOTINYL-AC-YVAD-CHO
CASPASE-1 INHIBITOR I
Ac-YVAD-CHO, L-709049
AC-YVAD-CHO USP/EP/BP
AC-TYR-VAL-ALA-ASP-CHO
CELL-PERMEABLE YVAD-CHO
N-AC-TYR-VAL-ALA-ASP-CHO
Acetyl-Tyr-Val-Ala-Asp-cho
N-Acetyl-Tyr-Val-Ala-Asp-al
N-ACETYL-TYR-VAL-ALA-GLU-AL
CASPASE 1 (ICE) INHIBITOR I
AC-TYR-VAL-ALA-ASP-ALDEHYDE
ICE (CASPASE I) INHIBITOR I
Caspase 1 (ICE) Inhibitor 2
N-Ac-Tyr-Val-Ala-Asp-Aldehyde
CASPASE-1 INHIBITOR (ALDEHYDE)
N-acetyl-Tyr-Val-Ala-aspartinal
BIOTINYL-AC-TYR-VAL-ALA-ASP-CHO
ACETYL-TYR-VAL-ALA-ASP-ALDEHYDE
AC-TYR-VAL-ALA-ASP-H (ALDEHYDE)
Acetyl-tyrosyl-valyl-alanyl-aspartal
IL-1BETA CONVERTING ENZYME INHIBITOR
IL-1BETA CONVERTING ENZYME INHIBITOR I
Acetyl-tyrosyl-valyl-alanyl-aspartinal
Ac-YVAD-CHO (N-Ac-Tyr-Val-Ala-Asp-CHO)
N-ACETYL-TYR-VAL-ALA-ASP-CHO (ALDEHYDE)
AC-TYR-VAL-ALA-ASP-ALDEHYDE (PSEUDO ACID)
ACETYL-YVAD ALDEHYDE L-709,049, SYNTHETI C
IL-1BETA CONVERTING ENZYME (ICE) INHIBITOR I
ACETYL-L-TYROSYL-L-VALYL-L-ALANYL-L-ASPART-1-AL
(S)-N-Acetyl-L-tyrosyl-L-valyl-N-(2-carboxy-1-formylethyl)-L-alaninamide
N-ACETYL-L-TYROSYL-L-VALYL-N-[(1S)-2-CARBOXYL-1-FORMYLETHYL]-L-ALANINAMIDE
L-Alaninamide, N-acetyl-L-tyrosyl-L-valyl-N-[(1S)-2-carboxy-1-formylethyl]-
N-ACETYL-ALA-ALA-VAL-ALA-LEU-LEU-PRO-ALA-VAL-LEU-LEU-ALA-LEU-LEU-ALA-PRO-TYR-VAL-ALA-ASP-CHO (ALDEHYDE)
[Molecular Formula]

C23H32N4O8
[MDL Number]

MFCD00237123
[MOL File]

143313-51-3.mol
[Molecular Weight]

492.52
Chemical PropertiesBack Directory
[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)
[form ]

Powder
[pka]

4.20±0.10(Predicted)
[color ]

White to off-white
[Sensitive ]

Moisture Sensitive
Safety DataBack Directory
[WGK Germany ]

3
Hazard InformationBack Directory
[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
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