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A6220

Sigma-Aldrich

N-Acetyl-Ile-Glu-Pro-Asp-7-amido-4-methylcoumarin

≥97% (HPLC), powder

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Synonym(s):
Ac-IEPD-AMC
Empirical Formula (Hill Notation):
C32H41N5O11
Molecular Weight:
671.69
MDL number:
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥97% (HPLC)

form

powder

solubility

DMSO/DMF: 1 mg/mL

shipped in

dry ice

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC(O)=O)C(=O)Nc2ccc3C(C)=CC(=O)Oc3c2

InChI

1S/C32H41N5O11/c1-5-16(2)28(33-18(4)38)31(46)35-21(10-11-25(39)40)32(47)37-12-6-7-23(37)30(45)36-22(15-26(41)42)29(44)34-19-8-9-20-17(3)13-27(43)48-24(20)14-19/h8-9,13-14,16,21-23,28H,5-7,10-12,15H2,1-4H3,(H,33,38)(H,34,44)(H,35,46)(H,36,45)(H,39,40)(H,41,42)/t16-,21-,22-,23-,28-/m0/s1

InChI key

XDMHHBKPMUGLEA-MNTOYCOOSA-N

Amino Acid Sequence

NAc-Ile-Glu-Pro-Asp-AMC

Substrates

Fluorogenic substrate for caspase 8 and granzyme B.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Simon Neumann et al.
PloS one, 7(8), e42526-e42526 (2012-08-24)
TNF-related apoptosis-inducing ligand (TRAIL) is a member of the tumor necrosis factor (TNF) ligand family that exerts its apoptotic activity in human cells by binding to two transmembrane receptors, TRAILR1 and TRAILR2. In cells co-expressing both receptors the particular contribution
J L Harris et al.
The Journal of biological chemistry, 273(42), 27364-27373 (1998-10-09)
Granzyme B is a protease involved in the induction of rapid target cell death by cytotoxic lymphocytes. Definition of the substrate specificity of granzyme B allows for the identification of in vivo substrates in this process. By using the combinatorial

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