Which image file type is best to use for iTunes artwork?

I have quite a few songs in my library which do not have any official artwork available for them, so I have used other images and altered them in Photoshop by adjusting colours and creating transparent backgrounds.
Re: transparent backgrounds, I saved the manipulated image as a PNG file and sure enough the artwork displayed with a transparent background in Coverflow, which of course looks great.
But after shutting down my machine and restarting it and iTunes, the artwork with the backgrounds which I thought I had edited reverts to having a solid background.
Does anyone have any ideas why this is happening?

Yes it is possible in InDesign. You will have to judge whether you feel more proficient in doing something new in Photoshop or in InDesign.
If you restrict this to being done in Photoshop, you just need to change the color mode to duotone and export the PDF file with the 'high quality print' profile or similar. Some other PDF settings may convert your duotone to a regular CMYK or RGB image.

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