Potassium hexafluorophosphate

The enantiomeric excess (S)-CypL (the enantiomeric mixture of CypL; lot number: L1816) was from NanoLight Technology, Prolume (Pinetop, AZ, USA) (see Supplementary Figure S1 and Table S1). Human AGP (alpha 1-acid glycoprotein form human plasma) and potassium hexafluorophosphate were from Sigma-Aldrich (St. Louis, MO, USA). Tris–HCl buffer, l-ascorbic acid sodium salt, and sodium chloride were from FUJIFILM Wako Pure Chemical Corporation (Osaka, Japan). All materials were used without further purification. Racemic CypL and (S)-CypL were prepared according to the method reported previously [19 (link),20 (link)]. A recombinant CypLase from C. noctiluca was prepared using plant cells according to the method reported previously (see Supplementary Figure S2) [14 (link)]. The concentrations of CypL solutions were determined spectrophotometrically using a spectrophotometer (V-660; Jasco, Tokyo, Japan), according to the reported molar absorption coefficient [24 (link)]. The concentrations of Human AGP and recombinant CypLase solutions were determined by SDS-PAGE analysis or by using the corresponding molar extinction coefficient at 280 nm, as calculated via the peptide property calculator available at https://www.biosyn.com/peptidepropertycalculator/peptidepropertycalculator.aspx (accessed on 6 October 2023).

Silver hexafluorophosphate (98%), potassium hexafluorophosphate (99.5%), N, N, N′, 2-hydroxyethyl disulfide, α-bromoisobutyryl bromide (98%), anisole, tetrafluoroboranuide (IR 1061, 80%), hydrogen tetrachloroaurate (III) trihydrate (HAuCl₄·3H₂O), and sodium borohydride (96%) silver nitrate (99%) were purchased from Sigma Aldrich. Poly (ethylene glycol) methyl ether thiol (SH-PEG, average Mw 5000) was purchased from Ruixi Biological Technology (Xi'an, China). Ultrapure water (18.25 MΩ resistivity, 25°C) was used in all experiments. Propidium iodide (PI) dye and Annexin V-FITC apoptosis detection kit were purchased from Beyotime Biotechnology (Shanghai, China). Cell Counting Kit-8 (CCK-8) was purchased from MedChemExpress (Monmouth Junction, NJ, USA).

The following reagents were used for PILs synthesis and membrane preparation: 4-vinylbenzyl chloride (VBCl, 90%, Sigma Aldrich, Darmstadt, Germany) was used after purification by vacuum distillation, azobisisobutyronitrile (98%, Chemical line) was used after purification by recrystallization from a dry ethanol solution. Reagents: pyridine (99%), 1-methylimidazole (99%); salts: sodium tetrafluoroborate (NaBF₄, 98%), potassium hexafluorophosphate (KPF₆, >99%), lithium bis(trifluoromethylsulfonyl)imide (LiTf₂N, >99%) were purchased from Sigma-Aldrich; organic solvents: toluene (≥99.5%), chloroform (≥99.5%), isopropyl alcohol (≥98%), diethyl ether (≥99%), dimethylsulfoxide (DMSO, ≥99%) were procured from Chimreaktiv and used without additional purification. Water was purified by double distillation. A commercial microfiltration fluoroplastic membrane (MFFK-hydrophilic, pore size 0.15 µm by Vladipor, Vladimir, Russian Federation) was used as a support for composite membrane preparation.