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Living carcinoma cell specific active targeting, successive cell penetration, and selective staining of lysosomes are accomplished. Real\u2010time monitoring of lysosomes, 3D, and multicolor cancer cell imaging are also attained. The de novo design consists of the integration of multifunctionality into a single molecular scaffold, e.\u2009g., RGDS peptide residue to target cancer cell surface overexpressed receptor <jats:italic>\u03b1<\/jats:italic><jats:sub>V<\/jats:sub><jats:italic>\u03b2<\/jats:italic><jats:sub>3<\/jats:sub> integrin, live\u2010cell penetrating organic unsymmetrical rhodamine\u2010hemicyanine chromophore comprising a lysosome targeting morpholine group, and an acidic pH openable spiro\u2010lactam ring for a visible\u2010to\u2010NIR switchable ratiometric response. Water\u2010soluble fluorescent probe\u2010peptide conjugate exhibits intramolecular spirolactamization at basic pH through Arg amide N. The visible spirolactam state predominantly exists at physiological and basic pH and can be switched to the highly conjugated NIR open amide state (<jats:italic>\u03bb<\/jats:italic><jats:sub>em<\/jats:sub>=735\u2005nm) through spiro\u2010lactam ring opening triggered by acidic pH with a huge bathochromic shift (\u0394<jats:italic>\u03bb<\/jats:italic><jats:sub>abs<\/jats:sub>=336\u2005nm, \u0394<jats:italic>\u03bb<\/jats:italic><jats:sub>FL<\/jats:sub>=265\u2005nm). Moreover, pH\u2010sensitive ratiometric optical switching is achieved. This <jats:italic>in\u2005situ<\/jats:italic> acidic cancer cell lysosome activatable multifunctional fluorophore\u2010peptide conjugate shows augmented molar absorptivity, enhanced quantum yield, and improved fluorescence lifetime at acidic lysosomal pH; negligible cytotoxicity; and dual targeted ratiometric imaging capability of living cancer cell selective lysosomes with a p<jats:italic>K<\/jats:italic><jats:sub>a<\/jats:sub> value of 5.1.<\/jats:p>","DOI":"10.1002\/chem.202402146","type":"journal-article","created":{"date-parts":[[2024,6,24]],"date-time":"2024-06-24T12:59:09Z","timestamp":1719233949000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":7,"title":["Design of an Acidic pH\u2010Activated NIR Fluorescent Convertible Rhodamine\u2212Hemicyanine Probe\u2010Peptide Conjugate for Living Cancer Cell Active Targeted Selective Tracking of 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