Adiponectin, a protein hormone, has been shown to play a role in preventing the development of atherosclerosis, a common cardiovascular disease. Altering some of the amino acids in adiponectin can provide beneficial effects towards that goal. One such amino acid, Hydroxylysine, can often undergo posttranslational modifications, such as glycosylation. Research done herein focused on carrying out differential protection on three functional groups of hydroxylysine, making it suitable for peptide synthesis and galactosylation of the free hydroxyl group.[p]