The subject technology provides for detecting a drag gesture selecting an item in a first application. The subject technology detects a touch release at an end of the drag gesture for dropping the item in a second application. The subject technology sends in response to the detected touch release, a message to the second application, the message including information for a plurality of representations of the item. The subject technology receives, from the second application, a request for a representation of the item from among the plurality of representations. The subject technology sends, to the first application, the request for the representation of the item. Further, the subject technology initiates a data transfer of the representation of the item from the first application to the second application.