I haven't tested it, but you could do something like 

import base64

def my_awesome_api():
    def b64representer(path, row):
        fname, stream = db.table_name.your_upload_field.retrieve(path)
        return {'filename': fname, 'data': base64.b64encode(stream.read())}
    db.table_name.your_upload_field.represent = b64representer
    return response.json(list(db(db.table_name.id > 0).select().render()))

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