For efficiency, you want to do as much of the filtering as possible on the server, and then the rest of the filtering on the client. You can't use Regex on the server (SQL Server doesn't support it) so the solution is to first use a LIKE-type search (by calling .Contains) then use Regex on the client to further refine the results:
db.MyTable
.Where (t => t.MyField.Contains ("abc"))
.AsEnumerable() // Executes locally from this point on
.Where (t => Regex.IsMatch (t.MyField, @"\babc\b"))
This ensures that you retrieve only the rows from SQL Server than contain the letters 'abc' (regardless of whether they're a word-boundary match or not) and use Regex on the client-side to further restrict the result set so that only matches that are on word boundaries are included.