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Here, we demonstrate that molecular chirality within microporous annealed particle (MAP) hydrogels governs innate and adaptive immune responses in skin transplantation and is associated with modulation of alloimmune outcomes. By engineering injectable MAP scaffolds composed of microgels crosslinked with L\u2010 or D\u2010peptides, we show that chirality directs early antigen\u2010presenting cell (APC) activation and trafficking in draining lymph nodes, leading to distinct T cell polarization profiles. A mixed\u2010chirality formulation (R\u2010MAP) composed of L\u2010 and D\u2010microgels is associated with reduced APC co\u2010stimulatory signaling (MHC II, CD80, CD86) and preserves graft architecture and tissue integration in syngeneic transplants. In fully allogeneic skin grafts, local mixed\u2010chirality MAP implantation is associated with reduced donor\u2010specific antibody (DSA) formation and attenuated antimaterial and antidonor IgG responses, achieving sustained attenuation of humoral alloimmunity within the experimental conditions studied. These findings establish stereochemical control of biomaterial composition as a design principle for modulating APC\u2010T\u2010B cell crosstalk, linking local material cues to systemic immune outcomes. Mixed\u2010chirality MAP scaffolds thus provide a versatile platform for spatially confined, chirality\u2010guided immunomodulation, with implications for transplantation, regenerative medicine, and biomaterial\u2010driven tolerance strategies.<\/jats:p>","DOI":"10.1002\/adma.74185","type":"journal-article","created":{"date-parts":[[2026,7,25]],"date-time":"2026-07-25T15:03:26Z","timestamp":1784991806000},"update-policy":"https:\/\/doi.org\/10.1002\/crossmark_policy","source":"Crossref","is-referenced-by-count":0,"title":["Chirality\u2010Encoded Biomaterials Regulate Local and Systemic Immune Responses in Transplantation"],"prefix":"10.1002","volume":"38","author":[{"given":"Holly C.","family":"Lewis","sequence":"first","affiliation":[{"name":"Department of Surgery Duke University  Durham North Carolina USA"},{"name":"Department of Biomedical Engineering Pratt School of Engineering  Durham North Carolina 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