SML1442

(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
• Empirical Formula (Hill Notation): C₄₃H₆₄N₆O₉
• CAS Number: 313664-40-3
• Molecular Weight: 809.00
• MDL number: MFCD04974180
• UNSPSC Code: 12352200
• PubChem Substance ID: 329825882
• NACRES: NA.77

Properties

• Quality Level: 100
• 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

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable