A1341
N-Acetyl-Glu-Ser-Met-Asp-al
≥90% (HPLC), powder
Synonym(s):
Ac-ESMD-CHO
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About This Item
Empirical Formula (Hill Notation):
C19H30N4O10S
CAS Number:
Molecular Weight:
506.53
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352202
MDL number:
Assay:
≥90% (HPLC)
Form:
powder
assay
≥90% (HPLC)
form
powder
color
white
solubility
H2O: 1 mg/mL
storage temp.
−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
InChI key
TVTYMGFOGZRIHG-XUXIUFHCSA-N
General description
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 Actions
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 Ki of approximately 1300 nM, which makes it a weaker inhibitor than other inhibitor tetrapeptide analogs.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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