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Safety Information

A4188

Sigma-Aldrich

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

≥97% (HPLC), powder

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Synonym(s):
Ac-IETD-AMC
Empirical Formula (Hill Notation):
C31H41N5O12
Molecular Weight:
675.68
MDL number:
MFCD01630896
PubChem Substance ID:
24890834
NACRES:
NA.32

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)

Related Categories

Amino Acid Sequence

NAc-Ile-Glu-Thr-Asp-AMC

Application

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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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
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
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
Ciaran Lawlor et al.
PloS one, 11(2), e0149167-e0149167 (2016-02-20)
The emergence of multiple-drug-resistant tuberculosis (MDR-TB) has pushed our available repertoire of anti-TB therapies to the limit of effectiveness. This has increased the urgency to develop novel treatment modalities, and inhalable microparticle (MP) formulations are a promising option to target
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
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