One well known case in the early 90's was an old black gentlemen who owned a plant nursery, and was detained at an airport for the crime of being black and in possession of $30,000. I think the story was featured on 60 Minutes and the NY Times.
The guy was the son of a sharecropper, was illiterate, did not use checks or credit cards. He had flown from his home to Texas every year with a bag of money to buy plants to ship north to sell after becoming too old to drive. He wasn't committing a crime, so he wasn't arrested -- but his money was kept as it was considered suspicious by the Federal authorities. It was a catch-22 situation, as litigating against the Feds will cost alot more than $30k.