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Merck
CN

A4188

N-Acetyl-Ile-Glu-Thr-Asp-7-Amido-4-methylcoumarin

≥97% (HPLC), powder

Synonym(s):

Ac-IETD-AMC

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About This Item

Empirical Formula (Hill Notation):
C31H41N5O12
Molecular Weight:
675.68
NACRES:
NA.32
PubChem Substance ID:
UNSPSC Code:
12352209
MDL number:
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Product Name

N-Acetyl-Ile-Glu-Thr-Asp-7-Amido-4-methylcoumarin, ≥97% (HPLC), powder

InChI

1S/C31H41N5O12/c1-6-14(2)26(32-17(5)38)30(46)34-20(9-10-23(39)40)28(44)36-27(16(4)37)31(47)35-21(13-24(41)42)29(45)33-18-7-8-19-15(3)11-25(43)48-22(19)12-18/h7-8,11-12,14,16,20-21,26-27,37H,6,9-10,13H2,1-5H3,(H,32,38)(H,33,45)(H,34,46)(H,35,47)(H,36,44)(H,39,40)(H,41,42)/t14-,16+,20-,21-,26-,27-/m0/s1

SMILES string

CC[C@H](C)[C@H](NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H]([C@@H](C)O)C(=O)N[C@@H](CC(O)=O)C(=O)Nc1ccc2C(C)=CC(=O)Oc2c1

InChI key

ZYTCBVQZQSFKHQ-HGZCCCDHSA-N

assay

≥97% (HPLC)

form

powder

color

white

solubility

DMSO/DMF: 1 mg/mL

storage temp.

−20°C

Quality Level

Application

Fluorogenic substrate for caspase 8 and granzyme B.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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Bernardo Nuche-Berenguer et al.
Biochimica et biophysica acta, 1862(6), 1122-1136 (2016-02-26)
In a recent study we explored Group-1-p21-activated kinases (GP.1-PAKs) in rat pancreatic acini. Only PAK2 was present; it was activated by gastrointestinal-hormones/neurotransmitters and growth factors in a PKC-, Src- and small-GTPase-mediated manner. PAK2 was required for enzyme-secretion and ERK/1-2-activation. In
O Fromigue et al.
British journal of cancer, 89(1), 178-184 (2003-07-03)
Bone tissue constitutes a fertile 'soil' for metastatic tumours, notably breast cancer. High concentrations of growth factors in bone matrix favour cancer cell proliferation and survival, and a vicious cycle settles between bone matrix, osteoclasts and cancer cells. Classically, bisphosphonates
Fabien J Cousin et al.
Oncotarget, 7(6), 7161-7178 (2016-01-16)
TNF-Related Apoptosis-Inducing Ligand (TRAIL) is a well-known apoptosis inducer, which activates the extrinsic death pathway. TRAIL is pro-apoptotic on colon cancer cells, while not cytotoxic towards normal healthy cells. However, its clinical use is limited by cell resistance to cell
Bernardo Nuche-Berenguer et al.
American journal of physiology. Gastrointestinal and liver physiology, 310(11), G1015-G1027 (2016-04-02)
In pancreatic acinar cells, the Src family of kinases (SFK) is involved in the activation of several signaling cascades that are implicated in mediating cellular processes (growth, cytoskeletal changes, apoptosis). However, the role of SFKs in various physiological responses such
N A Thornberry et al.
The Journal of biological chemistry, 272(29), 17907-17911 (1997-07-18)
There is compelling evidence that members of the caspase (interleukin-1beta converting enzyme/CED-3) family of cysteine proteases and the cytotoxic lymphocyte-derived serine protease granzyme B play essential roles in mammalian apoptosis. Here we use a novel method employing a positional scanning

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