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Merck
CN

A5845

N-Acetyl-Leu-Glu-His-Asp-7-amido-4-trifluoromethylcoumarin

≥95% (HPLC), powder

Synonym(s):

Ac-LEHD-AFC

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About This Item

Empirical Formula (Hill Notation):
C33H38O11N7F3
Molecular Weight:
765.69
NACRES:
NA.32
PubChem Substance ID:
329770876
UNSPSC Code:
12352209
MDL number:
MFCD01862610

Key Documents

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InChI

1S/C33H38F3N7O11/c1-15(2)8-22(39-16(3)44)31(52)41-21(6-7-26(45)46)29(50)42-23(9-18-13-37-14-38-18)32(53)43-24(12-27(47)48)30(51)40-17-4-5-19-20(33(34,35)36)11-28(49)54-25(19)10-17/h4-5,10-11,13-15,21-24H,6-9,12H2,1-3H3,(H,37,38)(H,39,44)(H,40,51)(H,41,52)(H,42,50)(H,43,53)(H,45,46)(H,47,48)/t21-,22-,23-,24-/m0/s1

SMILES string

CC(C)C[C@H](NC(C)=O)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc1c[nH]cn1)C(=O)N[C@@H](CC(O)=O)C(=O)Nc2ccc3c(OC(=O)C=C3C(F)(F)F)c2

InChI key

HULKIXRFKRCRHD-ZJZGAYNASA-N

assay

≥95% (HPLC)

form

powder

color

white

solubility

DMSO/DMF: 20 mM

storage temp.

−20°C

Quality Level

200

Gene Information

human ... CARD9(64170), CASP9(842)
mouse ... CARD9(332579), CASP9(12371)
rat ... CARD9(64171), CASP9(58918)

General description

Amino acid derivatives of 7-amido-4-trifluoromethylcoumarin (AFC) are blue in fluorescence microscopy.

Application

N-Acetyl-Leu-Glu-His-Asp-7-amido-4-trifluoromethylcoumarin has been used to assay caspase 9 activity using a substrate-based fluorimetric detection assay

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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Certificates of Analysis (COA)

Lot/Batch Number
SLCH2235
SLBX1062
SLBW4669
SLBR4989V
SLBQ2014V

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Faezeh Attaran-Bandarabadi et al.
International journal of biological macromolecules, 101, 283-289 (2017-03-23)
Contribution of individual BIR domains to Smac antagonism is investigated. Ammonium citrate was used to activate caspase-9 and pro-caspase-9 (D315, D330/A). However, the presence of citrate resulted in autoproteolysis of pro-caspase-9 and its inhibition by XIAP BIR3, which was not
Jianguo Li et al.
Molecular medicine reports, 10(3), 1433-1437 (2014-06-19)
There is increasing evidence that neuronal cell death occurs via extrinsic (death receptors) and intrinsic (mitochondria) pathways. Radiation induces caspase activation fundamentally via the mitochondrial pathway. Caspases are the key regulators of apoptosis. Healthy male Sprague‑Dawley rats were used in
Hangting Hu et al.
Journal of controlled release : official journal of the Controlled Release Society, 306, 149-164 (2019-05-24)
Proteasome inhibitors (PIs) have markedly improved response rates as well as the survival of multiple myeloma (MM) patients over the past decade and have become an important foundation in the treatment of MM patients. Unfortunately, the majority of patients either
Shatrunajay Shukla et al.
Free radical biology & medicine, 76, 185-199 (2014-08-17)
Mammalian forkhead-box family members belonging to the 'O' category (FoxO) manipulate a plethora of genes modulating a wide array of cellular functions including cell cycle regulation, apoptosis, DNA damage repair, and energy metabolism. FoxO overexpression and nuclear accumulation have been
Valerie Stock et al.
Toxicology in vitro : an international journal published in association with BIBRA, 70, 105021-105021 (2020-10-14)
Humans are exposed to small plastic particles through contaminated food. Such contaminations usually comprise different particulate plastic materials differing in size, shape and surface. Up to now, data on intestinal uptake and adverse effects resulting from plastic particles other than
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