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Yeah.....never use raw pineapple or raw pineapple juice to marinate meat, especially prime cuts like strip steak etc.

Raw pineapple contains an enzyme called Bromelain that is used to make meat tenderizer. It rapidly breaks down the protein and muscle structure of the meat and turns it into a mush over time. The breakdown of the meat caused by the raw pineapple in the outer layers is probably why the meat wouldn't sear. Raw pineapple will also give the meat a bad flavor, as you've already noticed.

You can use pineapple to marinade meats, just heat it up first. Heating neutralizes the bromelain and will prevent it from giving your proteins a bad flavor. Heat it to just under a boil and you should be fine. :)
 
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