When any antibody or protein conjugated with the oligonucleotide, how to ensure that only one oligonucleotide could conjugate with one substrate. In other words, how to obtain a antibody/protein with only one oligonucleotide modification?
With all common conjugation technologies it is simply not possible to achieve 1:1 coupling. If you wish to invest heavily in antibody engineering, you could insert a single reactive group e.g., cys or azide, in a defined position, or insert a motif that allows enzymatic incorporation of an oligo label.
In general, standard methodologies are perfectly fine. If you really want one oligo per Ab, you could still avoid a lengthy engineering project and attempt to purify singly modified molecules post conjugation, though not all molecules would have the same point of attachment.