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Taraxacum officinale Weber (dandelion) is a very ubiquitous species, and it can grow in urban environments on metal-polluted sediments deposited in the gutters. This study represents a preliminary step to verify the presence of metals in sediments collected in urban streets in Pisa and to assess the alteration in dandelion metabolites in order to understand its adaptation to polluted environments. The soil and sediments were collected at three urban streets and analyzed for total and extractable Cr, Pb, Cu, Ni, and Zn. The total values of Pb and Zn in street sediments exceeded the limits for residential areas of soils. Zn was the most mobile of the metals analyzed. Floating cultivations trials were set up with dandelion seedlings and street sediments. The metals were analyzed in roots and leaves. Antioxidant power, anthocyanins, polyphenols, non-protein thiols (NP-TH) and chlorophylls were measured in dandelion leaves. The first two parameters (anthocyanins and antioxidant power) were higher in the polluted samples compared to the control; chlorophyll content was lower in the treated samples, whereas NP-TH showed no differences. NP-TH groups determined in roots were associated with the root content of Zn and Pb. These results indicate that dandelion can tolerate plant stress by altering its metabolite content.