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Key Documents

A5845

Sigma-Aldrich

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
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.32

Quality Level

Assay

≥95% (HPLC)

form

powder

color

white

solubility

DMSO/DMF: 20 mM

storage temp.

−20°C

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

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

InChI key

HULKIXRFKRCRHD-ZJZGAYNASA-N

Amino Acid Sequence

NAc-Leu-Glu-His-Asp-AFC

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 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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
Qiongyu Yan et al.
DNA repair, 60, 18-28 (2017-10-25)
Non-homologous end-joining (NHEJ)-mediated repair of DNA double-strand breaks (DSBs) requires the formation of a Ku70/Ku80/DNA-PKcs complex at the DSB sites. A previous study has revealed Ku80 cleavage by caspase-3 during apoptosis. However, it remains largely unknown whether and how Ku80

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