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A6720

Sigma-Aldrich

N-Acetyl-Trp-Glu-His-Asp-7-amido-4-trifluoromethylcoumarin trifluoroacetate salt

≥97% (HPLC), powder

Synonym(s):

Ac-WEHD-AFC

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About This Item

MDL number:
MFCD01862607
UNSPSC Code:
12352209
PubChem Substance ID:
329770902
NACRES:
NA.77

Quality Level

200

Assay

≥97% (HPLC)

form

powder

color

yellow

solubility

DMSO/DMF: 20 mM

storage temp.

−20°C

SMILES string

CC(=O)N[C@@H](Cc1c[nH]c2ccccc12)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](Cc3c[nH]cn3)C(=O)N[C@@H](CC(O)=O)C(=O)Nc4ccc5c(OC(=O)C=C5C(F)(F)F)c4

InChI

1S/C38H37F3N8O11/c1-18(50)45-27(10-19-15-43-25-5-3-2-4-22(19)25)36(58)47-26(8-9-31(51)52)34(56)48-28(11-21-16-42-17-44-21)37(59)49-29(14-32(53)54)35(57)46-20-6-7-23-24(38(39,40)41)13-33(55)60-30(23)12-20/h2-7,12-13,15-17,26-29,43H,8-11,14H2,1H3,(H,42,44)(H,45,50)(H,46,57)(H,47,58)(H,48,56)(H,49,59)(H,51,52)(H,53,54)/t26-,27-,28-,29-/m0/s1

InChI key

NEGOLAGPKZGIKJ-DZUOILHNSA-N

Biochem/physiol Actions

Fluorogenic substrate for caspase 1 and 5.

Features and Benefits

This compound is featured on the Caspases page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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T A Rano et al.
Chemistry & biology, 4(2), 149-155 (1997-02-01)
Interleukin-1beta converting enzyme (ICE/caspase-1) is the protease responsible for interleukin-1beta (IL-1beta) production in monocytes. It was the first member of a new cysteine protease family to be identified. Members of this family have functions in both inflammation and apoptosis. A
R V Talanian et al.
The Journal of biological chemistry, 272(15), 9677-9682 (1997-04-11)
The caspase family represents a new class of intracellular cysteine proteases with known or suspected roles in cytokine maturation and apoptosis. These enzymes display a preference for Asp in the P1 position of substrates. To clarify differences in the biological

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