A system (100) for transmitting digital information includes a transmitting apparatus (102) for generating an optical signal bearing digital information, a dispersive optical channel (104), and a receiving apparatus (110) for receiving the optical signal. The dispersive optical channel (104) is disposed to convey the optical signal from the transmitting apparatus (102) to the receiving apparatus (110). The transmitting apparatus includes an encoder (114) for encoding digital information into a series of blocks, each including a plurality of data symbols corresponding with one or more bits of digital information. A signal generator (118) generates a time-varying signal corresponding with each of said blocks. An optical transmitter (136) is arranged to apply the time-varying signal to an optical source (138) to produce an optical signal which includes an optical carrier and substantially only a single information bearing optical sideband in an optical frequency domain, the sideband corresponding with the time-varying signal. The receiving apparatus (110) includes an optical detector (146) for detecting the optical signal to produce a corresponding received time-varying electrical signal. The receiver further includes means (166) for generating a series of received data blocks from the time-varying electrical signal. An equaliser (168) performs an equalisation of received data symbols included in each data block to mitigate the effect of dispersion of the optical channel, thereby enabling the transmitted data symbols to be recovered.