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They will fire just fine but will not feed particularly reliably. There are adapters designed specifically for this purpose though: https://www.budsgunshop.com/product_info.php/products_id/36595/opsol+texas+miniclip+mini-clip+for+mossberg+500590+12+gauge+1+round+polymer+black+finish

Jamie, yes Sir, and most reliably with the Mini-Shell Insert here : https://www.budsgunshop.com/product_info.php/products_id/36595/opsol+texas+miniclip+mini-clip+for+mossberg+500590+12+gauge+1+round+polymer+black+finish

Jamie, you will need the OpSol mini shell adapter >>>> budsgunshop.com/product_info.php/products_id/36595/opsol+texas+miniclip+mini-clip+for+mossberg+500590+12+gauge+1+round+polymer+black+finish .....Have a great day!