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Key Documents

C5599

Sigma-Aldrich

Z-Ile-Glu-Thr-Asp 7-amido-4-trifluoromethylcoumarin

≥95% (HPLC)

Synonym(s):

Cbz-IETD-AFC

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About This Item

Empirical Formula (Hill Notation):
C37H42F3N5O13
CAS Number:
Molecular Weight:
821.75
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:

assay

≥95% (HPLC)

form

powder

storage temp.

−20°C

SMILES string

CC[C@H](C)[C@H](NC(=O)OCc1ccccc1)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)Nc2ccc3c(OC(=O)C=C3C(F)(F)F)c2

InChI

1S/C37H42F3N5O13/c1-4-18(2)30(45-36(56)57-17-20-8-6-5-7-9-20)34(54)42-24(12-13-27(47)48)32(52)44-31(19(3)46)35(55)43-25(16-28(49)50)33(53)41-21-10-11-22-23(37(38,39)40)15-29(51)58-26(22)14-21/h5-11,14-15,18-19,24-25,30-31,46H,4,12-13,16-17H2,1-3H3,(H,41,53)(H,42,54)(H,43,55)(H,44,52)(H,45,56)(H,47,48)(H,49,50)/t18-,19+,24-,25-,30-,31-/m0/s1

InChI key

RCIFCAJYIPUCJW-QXPVPWKFSA-N

Amino Acid Sequence

Z-Ile-Glu-Thr-Asp-AFC

Application

Fluorogenic substrate for caspase 8 and granzyme B.

Biochem/physiol Actions

IETD is the sequence of amino acid residues 172-175 of procaspase 3, which is cleaved during apoptosis to produce the p12 subunit and a p20 peptide that is further cleaved to form the p17 subunit of mature caspase 3.

Storage Class

13 - Non 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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Z Han et al.
The Journal of biological chemistry, 272(20), 13432-13436 (1997-05-16)
The apoptotic cysteine protease, caspase-3, is expressed in cells as an inactive 32-kDa precursor from which 17 kDa (p17) and 12 kDa (p12) subunits of the mature caspase-3 are proteolytically generated during apoptosis. Two amino acid sequences, ESMD downward arrowS

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