Ac-YVAD-AFC

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Ac-YVAD-AFC

Ac-YVAD-AFC | 219137-85-6

Catalog Number A18-0005
Category Fluorescent Enzyme Substrates
Molecular Formula C33H36F3N5O10
Molecular Weight 719.66
Catalog Number Size Price Quantity
A18-0005 -- $--

Product Introduction

Ac-YVAD-AFC is a fluorogenic substrate for caspase-1 and caspase-4. Caspase activity can be quantified by fluorescent detection of free AFC (7-amino-4-trifluoromethylcoumarin), which is excited at 400 nm and emits at 505 nm.

Chemical Information

Synonyms Caspase-1 Substrate VI (Fluorogenic); Ac-Tyr-Val-Ala-Asp-7-amino-4-Trifluoromethlcoumarin; N-acetyl-L-tyrosyl-L-valyl-L-alanyl-N-[2-oxo-4-(trifluoromethyl)-2H-1-benzopyran-7-yl]-L-α-asparagine
Purity ≥95%
IUPAC Name (3S)-3-[[(2S)-2-[[(2S)-2-[[(2S)-2-acetamido-3-(4-hydroxyphenyl)propanoyl]amino]-3-methylbutanoyl]amino]propanoyl]amino]-4-oxo-4-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]butanoic acid
Canonical SMILES CC(C)C(C(=O)NC(C)C(=O)NC(CC(=O)O)C(=O)NC1=CC2=C(C=C1)C(=CC(=O)O2)C(F)(F)F)NC(=O)C(CC3=CC=C(C=C3)O)NC(=O)C
InChI InChI=1S/C33H36F3N5O10/c1-15(2)28(41-31(49)23(38-17(4)42)11-18-5-8-20(43)9-6-18)32(50)37-16(3)29(47)40-24(14-26(44)45)30(48)39-19-7-10-21-22(33(34,35)36)13-27(46)51-25(21)12-19/h5-10,12-13,15-16,23-24,28,43H,11,14H2,1-4H3,(H,37,50)(H,38,42)(H,39,48)(H,40,47)(H,41,49)(H,44,45)/t16-,23-,24-,28-/m0/s1
InChI Key GWKJISJKNKIJNP-DEQDFGQZSA-N
Solubility Soluble in DMSO (Slightly), Methanol (Silghtly)
Density 1.42 g/cm3
Appearance Off-White to Pale Beige Solid
Boiling Point 1084.64°C at 760 mmHg
Melting Point >190°C (dec.)
  • Product Specification
  • Application
Excitation 400 nm
Emission 505 nm
Storage Store at -20°C

Ac-YVAD-AFC, a synthetic compound utilized in caspase-1 research, boasts a myriad of applications across diverse domains. Here are four key applications of Ac-YVAD-AFC:

Inflammation Research: Positioned at the cutting edge of inflammation studies, Ac-YVAD-AFC emerges as a pivotal instrument to assess caspase-1 activity, a central player in the inflammatory cascade. By unraveling the intricacies of caspase-1 dynamics, researchers unearth profound insights into the mechanisms fueling inflammation, paving the path for innovative anti-inflammatory interventions. Particularly impactful in diseases marked by inflammation, such as rheumatoid arthritis and inflammatory bowel disease, this compound propels the field towards tailored therapeutic strategies.

Apoptosis Studies: Within the realm of apoptosis research, Ac-YVAD-AFC stands as a cornerstone for monitoring caspase-1 activation during programmed cell death. Through state-of-the-art fluorescence assays, scientists quantitatively analyze caspase-1 activity, shedding light on its intricate role in cell apoptosis. This knowledge catalyzes the development of treatments for conditions where apoptosis regulation falters, such as cancer and neurodegenerative diseases, propelling advancements in precision medicine.

Drug Screening: In the arena of drug discovery, Ac-YVAD-AFC shines as a potent tool for screening potential caspase-1 inhibitors. Employing this compound in high-throughput assays, researchers pinpoint compounds effectively halting caspase-1 activity, holding promise for therapeutic applications in combating excessive inflammation and cell demise observed in various pathological conditions. This approach expedites the pursuit of precise interventions targeting caspase-1 dysregulation.

Biological Assays: Serving as a catalyst for biochemical assays, Ac-YVAD-AFC acts as a versatile substrate for evaluating enzymatic activity. Upon cleavage by active caspase-1, the compound emits a fluorescent signal, enabling precise detection and quantification. This methodology facilitates a comprehensive exploration of enzyme kinetics and the influence of various modulators on caspase-1 activity, enriching our understanding of cellular processes at a molecular level.

Computed Properties

XLogP3 1.8
Hydrogen Bond Donor Count 7
Hydrogen Bond Acceptor Count 13
Rotatable Bond Count 14
Exact Mass 719.24142685 g/mol
Monoisotopic Mass 719.24142685 g/mol
Topological Polar Surface Area 229Ų
Heavy Atom Count 51
Formal Charge 0
Complexity 1360
Isotope Atom Count 0
Defined Atom Stereocenter Count 4
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
Covalently-Bonded Unit Count 1
Compound Is Canonicalized Yes

Patents

Publication NumberTitlePriority Date
US-2014309247-A1 Systems And Methods For Detecting Scalp Follicular Inflammation In Humans 2013-04-15
US-2013096050-A1 Highly active polypeptides and methods of making and using the same 2010-04-22
US-2018193422-A1 Highly active polypeptides and methods of making and using the same 2010-04-22
US-9782454-B2 Highly active polypeptides and methods of making and using the same 2010-04-22
US-10772934-B2 Highly active polypeptides and methods of making and using the same 2010-04-22
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