A4188

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

Name: N-Acetyl-Ile-Glu-Thr-Asp-7-Amido-4-methylcoumarin
Brand: SIGMA
Price: 496 USD
Availability: InStock

≥97% (HPLC), powder

Synonym(s):

Ac-IETD-AMC

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5 MG

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About This Item

Empirical Formula (Hill Notation):

C₃₁H₄₁N₅O₁₂

Molecular Weight:

675.68

MDL number:

MFCD01630896

UNSPSC Code:

12352209

PubChem Substance ID:

24890834

NACRES:

NA.32

Key Documents

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Quality Level

200

assay

≥97% (HPLC)

form

powder

color

white

solubility

DMSO/DMF: 1 mg/mL

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

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

InChI key

ZYTCBVQZQSFKHQ-HGZCCCDHSA-N

Gene Information

human ... CARD8(22900), CASP8(841), CASP8AP2(9994), CFLAR(8837), GZMB(3002)
mouse ... CFLAR(117279), GZMB(171528)
rat ... CASP8(12370), CFLAR(12633), GZMB(14939), RGD1561819(502004), RGD1562700(502007)

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This Item	A6220	C6608	A0466
Sigma-Aldrich A4188 N-Acetyl-Ile-Glu-Thr-Asp-7-Amido-4-methylcoumarin	Sigma-Aldrich A6220 N-Acetyl-Ile-Glu-Pro-Asp-7-amido-4-methylcoumarin	Sigma-Aldrich C6608 N-Acetyl-Lys-Pro-Arg-7-amido-4-trifluoromethylcoumarin	Sigma-Aldrich A0466 N-Acetyl-Asp-Glu-Val-Asp-7-amido-4-trifluoromethylcoumarin
assay ≥97% (HPLC)	assay ≥97% (HPLC)	assay ≥95% (HPLC)	assay ≥90% (HPLC)
form powder	form powder	form solid	form powder
color white	color -	color -	color white
solubility DMSO/DMF: 1 mg/mL	solubility DMSO/DMF: 1 mg/mL	solubility -	solubility H₂O: 1 mg/mL
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
Quality Level 200	Quality Level 200	Quality Level 200	Quality Level 200

Amino Acid Sequence

NAc-Ile-Glu-Thr-Asp-AMC

Application

Fluorogenic substrate for caspase 8 and granzyme B.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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The Neuroprotection of Liraglutide Against Ischaemia-induced Apoptosis through the Activation of the PI3K/AKT and MAPK Pathways.

Huili Zhu et al.

Scientific reports, 6, 26859-26859 (2016-06-01)

Glucagon-like peptide-1 (GLP-1) is an incretin hormone that increases glucose-dependent insulin secretion to reduce the glucose level. Liraglutide, a long-acting GLP-1 analogue, has been found to have neuroprotective action in various experimental models. However, the protective mechanisms of liraglutide in

Milk fermented by Propionibacterium freudenreichii induces apoptosis of HGT-1 human gastric cancer cells.

Fabien J Cousin et al.

PloS one, 7(3), e31892-e31892 (2012-03-24)

Gastric cancer is one of the most common cancers in the world. The "economically developed countries" life style, including diet, constitutes a risk factor favoring this cancer. Diet modulation may lower digestive cancer incidence. Among promising food components, dairy propionibacteria

A combinatorial approach defines specificities of members of the caspase family and granzyme B. Functional relationships established for key mediators of apoptosis.

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

Src kinases play a novel dual role in acute pancreatitis affecting severity but no role in stimulated enzyme secretion.

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

Bisphosphonates antagonise bone growth factors' effects on human breast cancer cells survival.

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

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