1：Experimental Design and Method Selection:

The study involved synthesizing hydrophilic zinc(II) phthalocyanine (ZnPc) through cyclotetramerization of 4-nitrophthalimide with urea and zinc chloride, followed by reduction. Steglich esterification was used to conjugate ZnPc with block copolymers Pluronic P123 and PLLA. Polymeric micelles were fabricated using thin film and solvent evaporation methods.

2：Sample Selection and Data Sources:

Starting materials included 4-nitrophthalimide, urea, zinc chloride, Pluronic P123, and PLLA, sourced commercially. Biological evaluation used human melanoma cells (MeWo).

3：List of Experimental Equipment and Materials:

Equipment included Bruker AMX600 spectrophotometer, Bruker VERTEX 70 V spectrometer, Boetius melting point apparatus, Zetasizer NanoZS Instrument, Veeco NanoScope Dimension V AFM, Spectrofluorimeter F4500, and EnSpire Perkin Elmer spectrophotometer. Materials included various chemicals from Sigma-Aldrich, Fluka, Avantor, Schuchart, and Akina, inc.

4：Experimental Procedures and Operational Workflow:

Synthesis steps involved reactions in specific solvents under nitrogen atmosphere, purification by dialysis or precipitation, and characterization via NMR, IR, DLS, AFM, and fluorescence spectroscopy. Biological assays included MTT, caspase-3/7 activity, and intracellular distribution studies.

5：Data Analysis Methods:

Data were analyzed using spectroscopic techniques, dynamic light scattering for size distribution, and statistical methods for biological assays with triplicates.