Ac-DEVD-AFC - BioReagent, ≥98% , CAS No.201608-14-2

CAS: 201608-14-2 Cat. No.: A769903 Molecular Weight: 729.61

GRADE & PURITY BioReagent, ≥98%

Synonyms

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin | NAc-Asp-Glu-Val-Asp-AFC | Ac-Asp-Glu-Val-Asp-AFC

Storage

Protected from light,Store at -20°C,Desiccated,Avoid repeated freezing and thawing

Shipped In

Ice chest + Ice pads

Application

Apoptosis, Cell signaling, Drug screening, Enzyme activity assay

Overview

A fluorogenic substrate for caspase 3, a protease that is rapidly activated when cells are exposed to apoptotic conditions and that cleaves poly(ADP-ribose) polymerase. The 7-amido-4-trifluoromethylcoumarin (AFC) derivative has better membrane permeability than the 7-amido-4-methylcoumarin (AMC) derivative.A fluorogenic substrate for caspase 3; has better membrane permeability than the 7-amido-4-methylcoumarin derivative.

Specifications

Synonyms

N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin | NAc-Asp-Glu-Val-Asp-AFC | Ac-Asp-Glu-Val-Asp-AFC

Specifications & Purity

BioReagent, ≥98%

Stability And Storage

Store at -20℃ long term (24 months).  Upon reconstitution, it is recommended to aliquot. Avoid freeze/thaw cycle. Store in the dark. Desiccated.

Storage

Protected from light, Store at -20°C, Desiccated, Avoid repeated freezing and thawing

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

BioReagent

Purity

≥98%

Names and Identifiers

• Canonical Smiles: CC(C)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(CCC(=O)O)NC(=O)C(CC(=O)O)NC(=O)C
• IUPAC Name: (4S)-4-[[(2S)-2-acetamido-3-carboxypropanoyl]amino]-5-[[(2S)-1-[[(2S)-3-carboxy-1-oxo-1-[[2-oxo-4-(trifluoromethyl)chromen-7-yl]amino]propan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-5-oxopentanoic acid
• InChIKey: GZDRODOYEFEHGG-NUDCOPPTSA-N
• INCHI: 1S/C30H34F3N5O13/c1-12(2)25(38-26(47)17(6-7-21(40)41)36-28(49)18(10-22(42)43)34-13(3)39)29(50)37-19(11-23(44)45)27(48)35-14-4-5-15-16(30(31,32)33)9-24(46)51-20(15)8-14/h4-5,8-9,12,17-19,25H,6-7,10-11H2,1-3H3,(H,34,39)(H,35,48)(H,36,49)(H,37,50)(H,38,47)(H,40,41)(H,42,43)(H,44,45)/t17-,18-,19-,25-/m0/s1
• Isomeric SMILES: CC(C)[C@@H](C(=O)N[C@@H](CC(=O)O)C(=O)NC1=CC2=C(C=C1)C(=CC(=O)O2)C(F)(F)F)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(=O)O)NC(=O)C
• Molecular Weight: 729.61

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Peptides
          • Level6 Oligopeptides

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Peptides
• Direct Parent: Oligopeptides
• Alternative Parents: Glutamic acid and derivatives Aspartic acid and derivatives Valine and derivatives N-acyl-alpha amino acids and derivatives Alpha amino acid amides Coumarins and derivatives 1-benzopyrans Tricarboxylic acids and derivatives N-arylamides Pyranones and derivatives Benzenoids N-acyl amines Acetamides Heteroaromatic compounds Secondary carboxylic acid amides Lactones Oxacyclic compounds Carboxylic acids Carbonyl compounds Hydrocarbon derivatives Organic oxides Alkyl fluorides Organofluorides Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Alpha-oligopeptide - Glutamic acid or derivatives - Aspartic acid or derivatives - Valine or derivatives - N-acyl-alpha amino acid or derivatives - Alpha-amino acid amide - Coumarin - N-substituted-alpha-amino acid - Alpha-amino acid or derivatives - Benzopyran - 1-benzopyran - Tricarboxylic acid or derivatives - N-arylamide - Pyranone - Fatty amide - N-acyl-amine - Pyran - Fatty acyl - Benzenoid - Acetamide - Heteroaromatic compound - Secondary carboxylic acid amide - Carboxamide group - Lactone - Organoheterocyclic compound - Oxacycle - Carboxylic acid - Organopnictogen compound - Alkyl halide - Alkyl fluoride - Hydrocarbon derivative - Organohalogen compound - Organofluoride - Carbonyl group - Organic oxide - Organonitrogen compound - Organooxygen compound - Organic oxygen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in 20% ACN/H2O.
• Molecular Weight: 729.600 g/mol
• XLogP3: -0.800
• Hydrogen Bond Donor Count: 8
• Hydrogen Bond Acceptor Count: 16
• Rotatable Bond Count: 17
• Exact Mass: 729.211 Da
• Monoisotopic Mass: 729.211 Da
• Topological Polar Surface Area: 284.000 Ų
• Heavy Atom Count: 51
• Formal Charge: 0
• Complexity: 1430.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 4
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1