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Chemical structure of Ac-Trp-Glu-His-Asp-AMC

GA20661

Ac-Trp-Glu-His-Asp-AMC

Also known as (4S)-4-[[(2S)-2-acetamido-3-(1H-indol-3-yl)propanoyl]amino]-5-[[(2S)-1-[[(2S)-3-carboxy-1-[(4-methyl-2-oxochromen-7-yl)amino]-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid

With a kcat/Km of 3·3 · 10? M?¹s?¹ the fluorogenic caspase-1 substrate Ac-WEHD-AMC is cleaved 50-fold more efficiently than I-1630· This result indicates that the optimal tetrapeptide recognition sequence for caspase-1 is Trp-Glu-His-Asp and not Tyr-Val-Ala-Asp

ChemicalCAS189275-74-9MW784.78FormulaC38H40N8O11
CAS number
189275-74-9
Molecular weight
784.78
Formula
C38H40N8O11
Solubility
Soluble in DMSO
InChIKey
NONBZTYCHSGHGG-KRCBVYEFSA-N
Catalogue number
GA20661
Brand
GLPBIO
Computed properties PubChem CID 25108637 · XLogP 0.1 · TPSA 291 Ų · H-bond donors 9
XLogP
0.1
TPSA
291 Ų
H-bond donors
9
H-bond acceptors
12
Rotatable bonds
18
Heavy atoms
57

SMILES CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)[C@H](CC(=O)O)NC(=O)[C@H](CC3=CN=CN3)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC4=CNC5=CC=CC=C54)NC(=O)C

Computed descriptors from PubChem (CID 25108637), public domain. Identity cross-checked against the supplier's molecular formula and weight — verify before use.

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