Convicted crime godfather Terry Adams, 56, will be asked about the assassination of Saul "Solly" Nahome and the disappearance of Gilbert Wynter in 1998.
Scotland Yard has announced a new inquiry into the two suspected "hits" and linked the deaths for the first time.
The men knew each other and worked for the north London-based Adams crime syndicate which is said to have amassed a £200 million fortune from racketeering and drugs trafficking.
Mr Nahome, a 48-year-old accountant who worked as a bookkeeper for Terry Adams, was shot dead outside his home in Finchley in November 1998.
Wynter, 37, an enforcer who also worked for the family, disappeared after leaving his home in Tottenham in March the same year.
He is believed to have been murdered and is rumoured to be buried in the foundations of the Millennium Dome.
Once charged with murdering former British high jump champion Claude Moseley, allegedly on the orders of Adams, Wynter walked free after the chief prosecution witness refused to give evidence.
Scotland Yard say they plan to use new forensic techniques to examine items relating to both the murder of Nahome and the disappearance of Wynter. Detectives plan to talk to about 20 associates of the Adams syndicate.
Adams was released from jail last year after serving half of a seven-year sentence for money laundering and is now thought to be living in north London.
Detective Chief Inspector David Manning said: "The cases have never been closed. Having reviewed both investigations and with advances in DNA techniques, we decided to launch a last-ditch effort to bring them to a successful conclusion."
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