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Published on: September 29, 2016
Homobifunctional Photocaged 2-Butene-1,4-dials (bis-PBDAs) as Amino-Reactive Photo-Crosslinkers for Biomaterial
Jiahui Li1,2, Qi Wang3, Mengyuan Yin1,2
1State Key Laboratory of Elemento-Organic Chemistry, Frontiers Science Center for New Organic Matter, Department of Chemical Biology, College of Chemistry, Nankai University, Tianjin, 300071, China.
Abstract:
Crosslinking amine-rich biomolecules with aldehydes, such as paraformaldehyde (PFA) and glutaraldehyde (GA), is a widely used method for biomaterial fabrication and cell fixation. In this study, we introduce homobifunctional photocaged 2-butene-1,4-dials (bis-PBDAs) as novel amine-reactive photo-crosslinkers. Compared to PFA and GA, bis-PBDAs are inherently less toxic. Upon photo-deprotection, bis-PBDAs efficiently react with the amino groups of biomolecules, such as carboxymethyl chitosan and histone H3, forming stable, well-defined crosslinks. Even at low concentrations (~100 μM), bis-PBDAs facilitate effective cell fixation without significantly altering cellular morphology or interfering with biochemical analyses, including protein/mRNA extraction and immunofluorescence imaging. Therefore, bis-PBDAs are promising reagents for crosslinking amine-rich biopolymers and hold great potential in biomaterial fabrication and the fixation of living cells and tissues.

