AC-DEVD-AFC CAS 201608-14-2

Introduction：Basic information about AC-DEVD-AFC CAS 201608-14-2, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

AC-DEVD-AFC Basic information

• Product Name: AC-DEVD-AFC
• Synonyms: N-ACETYL-ASP-GLU-VAL-ASP 7-AMIDO-4-TRIFLUOROMETHYLCOUMARIN;N-ACETYL-ASP-GLU-VAL-ASP-(7-AMINO-4-TRIFLUOROMETHYLCOUMARIN);N-ACETYL-ASP-GLU-VAL-ASP-7-AMINO-4-TRIFLUOROMETHYLCOUMARIN AFC;CASPASE 3 (APOPAIN) SUBSTRATE 1F, FLUOROGENIC;CASPASE-3 SUBSTRATE (AFC);CASPASE-3 SUBSTRATE VII, FLUOROGENIC;CASPASE-3 FLUOROGENIC SUBSTRATE;FLUOROGENIC CASPASE 3 SUBSTRATE AC-DEVD-AFC
• CAS: 201608-14-2
• MF: C30H34F3N5O13
• MW: 729.61
• Product Categories: Pepetides;peptide;Caspases/Apoptosis
• Mol File: 201608-14-2.mol

AC-DEVD-AFC Chemical Properties

• Boiling point: 1152.7±65.0 °C(Predicted)
• density: 1.495±0.06 g/cm3(Predicted)
• storage temp.: -20°C
• solubility: H₂O: 1 mg/mL
• form: powder
• pka: 4.09±0.10(Predicted)
• color: white
• Water Solubility: H2O: 1mg/mL
• Sequence: N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoroMethylcoumarin
• InChIKey: GZDRODOYEFEHGG-NUDCOPPTSA-N
• SMILES: CC(C)[C@H](NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(O)=O)NC(C)=O)C(=O)N[C@@H](CC(O)=O)C(=O)Nc1ccc2c(OC(=O)C=C2C(F)(F)F)c1

Safety Information

• WGK Germany: 3
• Storage Class: 11 - Combustible Solids

AC-DEVD-AFC Usage And Synthesis

Uses

Ac-DEVD-AFC is a fluorogenic substrate for caspase-3 (CPP32) and related cysteine proteases, which emits a blue to green shift in fluorescence. It also acts as a substrate for granzyme B-processed caspase-6, caspase-7, caspase-8, and caspase-10. It is known that Ac-DEVD-AFC has a greater Stokes'' shift than Ac-DEVD-AMC once it has been cleaved. Since caspase-3 is an effector caspase, it is involved in the cleavage of many substrates which promote apoptosis. This indicator excites light at 400 nm and emits light at 505 nm. In addition, Ac-DEVD-AFC is modeled after Asp216 on caspase-3, the PARP cleavage site. Ac-DEVD-AFC is an essential indicator used to monitor the cellular effects of caspase-3.

Biological Activity

ac-devd-afc is a fluorogenic substrate for activated caspase-3 (cpp32) with km value of 9.7 μm, and related cysteine proteases [1][2].apoptosis is a process of programmed cell death that occurs in multicellular organisms. caspase are a family of protease enzymes playing essential roles in programmed cell death (including apoptosis, pyroptosis and necroptosis) and inflammation. caspase activation is a major event in apoptosis. caspase-3 cleaves and activates caspases 6 and 7, and is processed and activated by caspases 8, 9, and 10 [1][2][3].ac-devd-afc (n-acetyl-asp-glu-val-asp-7-amido-4-trifluoromethylcoumarin) is a fluorogenic substrate for activated caspase-3 and related caspases. during apoptosis, activated caspase-3 cleaves poly (adp-ribose) polymerase, which it specifically targets at the amino sequence asp-glu-val-asp (devd). sequence is based on parp cleavage at asp216 for caspase-3 [1][2]. caspase activity can be quantified by fluorescent detection of free afc (7-amino-4-trifluoromethylcoumarin) at excitation 400 nm and emission 505 nm [2].

Biochem/physiol Actions

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 derivative has better membrane permeability than the 7-amido-4-methylcoumarin derivative (A1086).

references

[1]. lazebnik ya1, kaufmann sh, desnoyers s, et al. cleavage of poly(adp-ribose) polymerase by a proteinase with properties like ice. nature. 1994 sep 22;371(6495):346-7.
[2]. xiang, j.,chao, d.t., and korsmeyer, s.j. bax-induced cell death may not require interleukin 1β-converting enzyme-like proteases. proceedings of the national academy of sciences of the united states of america 93, 14559-14563 (1996).