Z-WEHD-FMK

Z-WEHD-FMK is a potent, cell-permeable and irreversible caspase-1/5 inhibitor. Z-WEHD-FMK also exhibits a robust inhibitory effect on cathepsin B activity (IC50=6 μM). Z-WEHD-FMK can be used to investigate cells for evidence of apoptosis.

Product information

CAS Number: 210345-00-9

Molecular Weight: 763.77

Formula: C37H42FN7O10

Chemical Name: methyl (4S)-5-[[(2S)-1-[[(3S)-5-fluoro-1-methoxy-1, 4-dioxopentan-3-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]amino]-4-[[(2S)-3-(1H-indol-3-yl)-2-(phenylmethoxycarbonylamino)propanoyl]amino]-5-oxopentanoate

Smiles: COC(=O)C[C@H](NC(=O)[C@H](CC1=CN=CN1)NC(=O)[C@H](CCC(=O)OC)NC(=O)[C@H](CC1=CNC2=CC=CC=C12)NC(=O)OCC1C=CC=CC=1)C(=O)CF

InChiKey: NLZNSSWGRVBWIX-KRCBVYEFSA-N

InChi: InChI=1S/C37H42FN7O10/c1-53-32(47)13-12-27(34(49)44-30(15-24-19-39-21-41-24)36(51)43-28(31(46)17-38)16-33(48)54-2)42-35(50)29(14-23-18-40-26-11-7-6-10-25(23)26)45-37(52)55-20-22-8-4-3-5-9-22/h3-11,18-19,21,27-30,40H,12-17,20H2,1-2H3,(H,39,41)(H,42,50)(H,43,51)(H,44,49)(H,45,52)/t27-,28-,29-,30-/m0/s1

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: Soluble in DMSO

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥12 months if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Z-WEHD-FMK (80 μM; 9 hours) elicits a near-complete blockage of C. trachomatis-induced cleavage of golgin-84 and increases GM130 expression in cells. Z-WEHD-FMK (30 min before being exposed to E. piscicida) effectively inhibits 0909I E. piscicida induced ZF4 cells cytotoxicity and pyroptotic morphology. And in addition, it also inhibits the cytotoxicity induced by cytosolic LPS delivery. Z-WEHD-FMK (20 μM;18-24 hours following Cr3+, Ni2+, and Co2+) significantly induces a decrease of 76% to 86% in IL-1β release with 200 to 400 ppm Cr3+, it also induces a decrease of 35% to 45% with 48 ppm Ni2+ or higher, Finally, this caspase-1 inhibitor induced a decrease with 6 ppm Co2+, down to a level below the detection threshold, and a decrease of 40% to 48% with 12 to 24 ppm Co2+ in bone marrow-derived macrophages (BMDM).

References:

1. Kamada S, et al. Caspase-4 and caspase-5, members of the ICE/CED-3 family of cysteine proteases, are CrmA-inhibitable proteases.Cell Death Differ. 1997 Aug;4(6):473-8.
2. Yang D, et al. Sensing of cytosolic LPS through caspy2 pyrin domain mediates noncanonical inflammasome activation in zebrafish.Nat Commun. 2018 Aug 3;9(1):3052.
3. Ferko MA, et al. Effects of metal ions on caspase-1 activation and interleukin-1β release in murine bone marrow-derived macrophages.PLoS One. 2018 Aug 23;13(8):e0199936.
4. Newman ZL, et al. CA-074Me protection against anthrax lethal toxin.Infect Immun. 2009 Oct;77(10):4327-36.

Products are for research use only. Not for human use.