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SML1442

Sigma-Aldrich

(Z-LL)2 Ketone

≥98% (HPLC)

Synonym(s):

(Z-Leu-Leu-NHCH2)2CO, 1,3-Di-(N-Carboxybenzoyl-L-leucyl-L-leucyl)amino Acetone, 2,2′-(2-Oxo-1,3-propanediyl)bis[N-[(phenylmethoxy)carbonyl]-L-leucyl-L-leucinamide

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About This Item

Empirical Formula (Hill Notation):
C43H64N6O9
CAS Number:
Molecular Weight:
809.00
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to light yellow

shipped in

wet ice

storage temp.

−20°C

SMILES string

O=C(N[C@@H](CC(C)C)C(N[C@@H](CC(C)C)C(NCC(CNC([C@H](CC(C)C)NC([C@H](CC(C)C)NC(OCC1=CC=CC=C1)=O)=O)=O)=O)=O)=O)OCC2=CC=CC=C2

InChI

1S/C43H64N6O9/c1-27(2)19-34(46-40(53)36(21-29(5)6)48-42(55)57-25-31-15-11-9-12-16-31)38(51)44-23-33(50)24-45-39(52)35(20-28(3)4)47-41(54)37(22-30(7)8)49-43(56)58-26-32-17-13-10-14-18-32/h9-18,27-30,34-37H,19-26H2,1-8H3,(H,44,51)(H,45,52)(H,46,53)(H,47,54)(H,48,55)(H,49,56)/t34-,35-,36-,37-/m0/s1

InChI key

JTVCWQUNPMKMER-BQYLNSIHSA-N

Biochem/physiol Actions

(Z-LL)2 Ketone is a selective inhibitor of signal peptide peptidase (SPP) that inhibits processing of the p-Prl signal peptide (IC50 = ~ 50 nM) without affecting the activities of signal peptidases and other proteases such as lysosomal cathepsins and proteasomes.
(Z-LL)2 Ketone serves as an inverse γ-secretase modulator (iGSM) by changing processivity of γ-secretase cleavage.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

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Differential Inhibition of Signal Peptide Peptidase Family Members by Established gamma-Secretase Inhibitors
Ran Y, et al.
PLoS ONE, 10 (2015)
Differential Inhibition of Signal Peptide Peptidase Family Members by Established gamma-Secretase Inhibitors
Ran Y, et al.
Testing, 10 (2015)

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