Dundee failed to advance beyond the group phase in the previous campaign, and Airdrieonians’ narrow 1-0 victory at Dens Park contributed to that early exit.
The team managed by Steven Pressley went on to enjoy a fairly steady top-flight season and were never truly threatened by the prospect of dropping down a division.
On Saturday, almost exactly twelve months since their most recent trip there, Championship side Airdrie will return to Dens Park aiming to spring another surprise (15:00).
Annan Athletic welcome Ross County — a considerable journey for the travelling team — in the other Group D fixture, while Clyde have a weekend off.
In the later kick-off, Dundee United face an away trip to Stirling Albion (17:30) in Group B. Earlier in the day, Arbroath travel to take on Spartans.
Last term, United, as a Scottish club competing in Europe, received a bye through the opening round and were then eliminated in the next stage by Kilmarnock.
Jim Goodwin’s men ended the league season in seventh place in the Premiership.
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