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SML2857

Sigma-Aldrich

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:
170111-28-1
Molecular Weight:
527.68
MDL number:
MFCD32201152
UNSPSC Code:
12352200

Quality Level

100

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

Biochem/physiol Actions

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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