Holy Roman Emperor who, as Charles I, also served as king of Spain (1500–1558). Manuscript DS in Spanish, signed “Yo el Rey,” one page, 8.75 x 11.75, November 19, 1529. Untranslated document from Bologna ordering payment to be made by his councilman in Naples. The paper seal affixed to the lower left remains intact. Intersecting folds and overall foxing and soiling, otherwise very good condition. RR Auction COA.