| Identification | Back 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 Properties | Back 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 | [InChIKey]
KQCBPHUOVBKBPQ-SJVNDZIOSA-N | [SMILES]
N([C@@H](CC(=O)O)C=O)[C@@H](C)C(=O)NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)C)Cc1ccc(cc1)O)C(C)C |
| Hazard Information | Back 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.
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| 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 |
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| Company Name: |
Alabiotech Inc.
|
| Tel: |
001-619-354-5251 |
| Website: |
www.alabiotech-e.com |
|