SML2857
LHVS
≥98% (HPLC)
Synonym(s):
(S)-(E)-3-(4-Morpholine-carbonylleucyl)amino-5-phenyl-1-phenylsulfonyl-1-pentene, Morpholinurea-leucine-homophenylalanine-vinylsulfone-phenyl, Mu-Leu-Hph-VSPh, Mu-Leu-HphVSPh
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About This Item
Empirical Formula (Hill Notation):
C28H37N3O5S
CAS Number:
Molecular Weight:
527.68
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality Segment
assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 2 mg/mL, clear
storage temp.
2-8°C
SMILES string
O=C(N[C@@H](CC(C)C)C(N[C@H](/C=C/S(=O)(C1=CC=CC=C1)=O)CCC2=CC=CC=C2)=O)N3CCOCC3
InChI key
YUMYYTORLYHUFW-MSKIIMLESA-N
Biochem/physiol Actions
Irreversible, potent and selective cathepsin S inhibitor in vitro and in vivo.
LHVS is an irreversible, potent and selective cathepsin S inhibitor (CatS Ki = 5.9 nM; CatO2/L/B Ki = 0.23/0.72/39 μM, Cruzain Ki = 0.22 μM) that targets CatS active site thiol for covalent modification via its vinyl sulfone moiety. LHVS is a useful tool for studyting CatS-mediated responses in cultures (typical dosing ranges: 25 nM to 10μM) and in animals in vivo, including CatS-induced itch in mice (30 mg/kg sc.), morphine-induced antinociceptive tolerance in rats (50 nmol/rat itrathetically) and mechanical hyperalgesia in nerve-injured rats (3-30 mg/kg sc.).
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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