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AC-YVAD-AMC (N-Acetyl-Tyr-Val-Ala-Asp-7-amido-4-methylcoumarin) is a sensitive fluorogenic substrate used in scientific research, specifically for studying enzymes. It is predominantly utilized to measure caspase-1 activity, an enzyme associated with programmed cell death. Moreover, the chemical can serve as an important tool in biochemical assays aimed at investigating processes such as apoptosis (cell death) and inflammation. When cleaved by the Caspase-1 enzyme, AC-YVAD-AMC exhibits fluorescence, which facilitates the monitoring and detection of the enzyme's activity. It is important to handle this chemical with care due to its sensitive nature.

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  • L-a-Asparagine,N-acetyl-L-tyrosyl-L-valyl-L-alanyl-N-(4-methyl-2-oxo-2H-1-benzopyran-7-yl)-(9CI)

    Cas No: 149231-65-2

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  • 149231-65-2 Structure
  • Basic information

    1. Product Name: AC-YVAD-AMC
    2. Synonyms: IL-1BETA CONVERTING ENZYME SUBSTRATE III;IL-1B CONVERTING ENZYME SUBSTRATE III;IL-1BETA CONVERTING ENZYME (ICE) SUBSTRATE III;ICE SUBSTRATE III;CASPASE I SUBSTRATE III;CASPASE-1 SUBSTRATE (FLUOROGENIC);CASPASE-1 SUBSTRATE III, FLUOROGENIC;CASPASE-1 FLUOROGENIC SUBSTRATE
    3. CAS NO:149231-65-2
    4. Molecular Formula: C33H39N5O10
    5. Molecular Weight: 665.69
    6. EINECS: N/A
    7. Product Categories: peptide;Pepetides
    8. Mol File: 149231-65-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 1127.3 °C at 760 mmHg
    3. Flash Point: 635.6 °C
    4. Appearance: white/powder
    5. Density: 1.344 g/cm3
    6. Refractive Index: N/A
    7. Storage Temp.: −20°C
    8. Solubility: DMSO: 10 mM The solution is stable in the dark at −20
    9. CAS DataBase Reference: AC-YVAD-AMC(CAS DataBase Reference)
    10. NIST Chemistry Reference: AC-YVAD-AMC(149231-65-2)
    11. EPA Substance Registry System: AC-YVAD-AMC(149231-65-2)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany: 3
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 149231-65-2(Hazardous Substances Data)

149231-65-2 Usage

Uses

Used in Biochemical Assays:
AC-YVAD-AMC is used as a sensitive fluorogenic substrate for measuring caspase-1 activity, which is crucial in understanding programmed cell death, apoptosis, and inflammation.
Used in Scientific Research:
AC-YVAD-AMC is used as a research tool for investigating the role of caspase-1 in various biological processes, including cell death and inflammation. Its fluorescence upon cleavage by caspase-1 allows for the easy monitoring and detection of enzyme activity.
Used in Drug Development:
AC-YVAD-AMC can be used as a screening tool in the development of new drugs targeting caspase-1, helping to identify potential therapeutic agents that can modulate the enzyme's activity and potentially treat diseases associated with apoptosis and inflammation.

Check Digit Verification of cas no

The CAS Registry Mumber 149231-65-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,9,2,3 and 1 respectively; the second part has 2 digits, 6 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 149231-65:
(8*1)+(7*4)+(6*9)+(5*2)+(4*3)+(3*1)+(2*6)+(1*5)=132
132 % 10 = 2
So 149231-65-2 is a valid CAS Registry Number.

149231-65-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-[2-[[2-[[2-acetamido-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]propanoylamino]-4-[(4-methyl-2-oxochromen-7-yl)amino]-4-oxobutanoic acid

1.2 Other means of identification

Product number -
Other names Ac-Tyr-Val-Ala-Asp-AMC

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:149231-65-2 SDS

149231-65-2Downstream Products

149231-65-2Relevant articles and documents

A substrate combinatorial array for caspases

Lee, Dennis,Adams, Jerry L.,Brandt, Martin,DeWolf Jr., Walter E.,Keller, Paul M.,Levy, Mark A.

, p. 1667 - 1672 (2007/10/03)

An efficient strategy for the synthesis of a tetrapeptidyl substrate combinatorial array directed toward the caspases is described. Testing of this array with caspases 1 and 4 gave substrate hydrolytic profiles characteristic of each caspase, and permitted the identification of efficiently processed substrates. A comparison of this approach to that using a positional scanning library is presented.

Amino acids and peptides. XL. Synthesis of Ac-Tyr-Val-Ala-Asp-MCA using newly developed acetylating reagent

Taguchi,Hirano,Yokoi,Asada,Okada

, p. 1336 - 1339 (2007/10/02)

2-Acetoxy-3-benzyl-5-methyl-6-isobutylpyrazine was prepared by cyclization of H-Phe-Leu-CH2Cl, followed by acetylation with acetic anhydride. This pyrazine derivative can react with amino groups of amino acids or peptides to produce acetyl amin

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