Acidic marinades add flavor but may toughen
One marinade family relies on mildly acidic ingredients, like citrus juice, vinegar, or wine.
Acidic marinades "denature" proteins. Imagine the protein in raw meat, chicken, or fish as individual units of coiled ribbon, with bonds holding each coil in a tight bundle. When these proteins are exposed to an acidic marinade, the bonds break and the proteins unwind. Almost immediately, one unwound protein runs into another unwound protein and they bond together into a loose mesh. (This is the same thing that happens when proteins are exposed to heat.)
At first, water molecules are attached to and trapped within this protein mesh, so the tissue remains juicy and tender. But after a short time, if the protein is in a very acidic marinade, the protein bonds tighten, water is squeezed out, and the tissue becomes tough. If you've ever tried marinating shrimp in highly acidic ingredients, it's likely that you're familiar with this result.
In limited cases, mildly acidic marinades can add wonderful flavor to fish and meat, especially if you enhance the mixture with fresh herbs, spices, or perhaps another liquid like Worcestershire sauce. The key is to use the correct strength acid for the food you're marinating. For shrimp, I use a low-acid marinade (perhaps one part mild acid to four parts oil) to avoid toughness. For example, I might use two tablespoons each of vinegar and caper juice and one cup of oil.
A fairly tight-textured cut of meat like flank steak can survive a more acidic marinade. Since the marinade only penetrates a fraction of an inch, it won't toughen the meat.