A1341

N-Acetyl-Glu-Ser-Met-Asp-al

≥90% (HPLC), powder

• Synonym(e): Ac-ESMD-CHO
• Empirische Formel (Hill-System): C₁₉H₃₀N₄O₁₀S
• CAS-Nummer: 191338-87-1
• Molekulargewicht: 506.53
• MDL-Nummer: MFCD01318859
• UNSPSC-Code: 12352202
• PubChem Substanz-ID: 329770361
• NACRES: NA.77

Eigenschaften

• Assay: ≥90% (HPLC)
• Form: powder
• Farbe: white
• Löslichkeit: H₂O: 1 mg/mL
• Lagertemp.: −20°C
• SMILES String: CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CCC(O)=O)NC(C)=O)C(=O)N[C@@H](CC(O)=O)C=O
• InChI: 1S/C19H30N4O10S/c1-10(26)20-12(3-4-15(27)28)18(32)23-14(9-25)19(33)22-13(5-6-34-2)17(31)21-11(8-24)7-16(29)30/h8,11-14,25H,3-7,9H2,1-2H3,(H,20,26)(H,21,31)(H,22,33)(H,23,32)(H,27,28)(H,29,30)/t11-,12-,13-,14-/m0/s1
• InChIKey: TVTYMGFOGZRIHG-XUXIUFHCSA-N

Beschreibung

Allgemeine Beschreibung

N-Acetyl-Glu-Ser-Met-Asp-aldehyde (Ac-ESMD-CHO) is a tetrapeptide analog that act to inhibit the activity of caspase-3 and caspase-7 proteins, which are involved in apoptosis. Ac-ESMD-CHO has been shown to block formation of the caspase-3 p17 and p12 subunits, induce accumulation of the p20 precursor peptide, inhibit 25-hydroxycholesterol-induced apoptosis in rat Sertoli cells and also to bind caspase-7.

Biochem./physiol. Wirkung

In the caspase-3 precursor, procaspase-3, the ESMD amino acid sequence has been identified as a cleavage site for producing the p17 and p12 subunits of mature caspase 3; Ac-ESMD-CHO has been shown to inhibit the protease that cleaves procaspase-3 at this site. Ac-ESMD-CHO binds caspase-7 and inhibits with a K_i of approximately 1300 nM, which makes it a weaker inhibitor than other inhibitor tetrapeptide analogs.

Sicherheitshinweise

• Lagerklassenschlüssel: 11 - Combustible Solids
• WGK: WGK 3
• Flammpunkt (°F): Not applicable
• Flammpunkt (°C): Not applicable
• Persönliche Schutzausrüstung: Eyeshields, Gloves, type N95 (US)