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Z-LLE-AMC

CAT: 0931-T37417-01Size: 1 mgDry Ice: NoHazardous: No
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CAT#:0931-T37417-01Size:1 mg
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CAS Number
348086-66-8
Target
Proteasome
Related Pathways
Ubiquitination, Proteases/Proteasome
Bioactivity
Z-LLE-AMC is a fluorogenic substrate for the caspase-like post-glutamate peptide hydrolase of the 26S proteasome or 20S proteolytic core. Caspase-like activity can be quantified by fluorescent detection of free AMC (also known as 7-amino-4-methylcoumarin), which is excited at 340-360 nm and emits at 440-460 nm. Z-LLE-AMC is typically used in cell lysates after experimental treatment.
Smiles
CC(C)C[C@H](NC(=O)OCc1ccccc1)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CCC(O)=O)C(=O)Nc1ccc2c(C)cc(=O)oc2c1
Molecular Formula
C35H44N4O9
Molecular Weight
664.756
Shipping Conditions
Ice Packs
Storage Temperature
-20°C

Chemical Information

Z-Leu-Leu-Glu-AMC

Z-Leu-Leu-Glu-AMC is a tripeptide that is L-leu-L-leu-L-Glu with a Cbz group at the N-terminal and a 7-amino-4-methylcoumarin group at the C-terminal. It is a fluorogenic substrate for measuring the peptidylglutamyl peptide-hydrolyzing activity of the 20S proteasome. It has a role as a fluorochrome. It is a member of coumarins and a tripeptide. It is functionally related to a Leu-Leu-Glu.

CAS Number348086-66-8
PubChem CID25108642
IUPAC Name(4S)-4-[[(2S)-4-methyl-2-[[(2S)-4-methyl-2-(phenylmethoxycarbonylamino)pentanoyl]amino]pentanoyl]amino]-5-[(4-methyl-2-oxochromen-7-yl)amino]-5-oxopentanoic acid
Molecular FormulaC35H44N4O9
Molecular Weight664.7
XLogP4.3
Topological Polar Surface Area189
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count17
Heavy Atom Count48
Formal Charge0
Complexity1180
SMILES
CC1=CC(=O)OC2=C1C=CC(=C2)NC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC(C)C)NC(=O)OCC3=CC=CC=C3
InChI
InChI=1S/C35H44N4O9/c1-20(2)15-27(38-34(45)28(16-21(3)4)39-35(46)47-19-23-9-7-6-8-10-23)33(44)37-26(13-14-30(40)41)32(43)36-24-11-12-25-22(5)17-31(42)48-29(25)18-24/h6-12,17-18,20-21,26-28H,13-16,19H2,1-5H3,(H,36,43)(H,37,44)(H,38,45)(H,39,46)(H,40,41)/t26-,27-,28-/m0/s1
InChIKey
FOYHOBVZPWIGJM-KCHLEUMXSA-N
Chemical Structure
2D Structure
2D structure of Z-Leu-Leu-Glu-AMC
CAS: 348086-66-8
CID: 25108642
Formula: C35H44N4O9
MW: 664.7
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight664.7
XLogP34.3
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count9
Rotatable Bond Count17
Exact Mass664.31082899
Monoisotopic Mass664.31082899
Topological Polar Surface Area189 Ų
Heavy Atom Count48
Formal Charge0
Complexity1180
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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