Abstract
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, the addition of a sugar molecule.
Hydroxylsine (Hyl) has the molecular formula of C6H14N2O3, and contains four functional groups: a hydroxyl group, a carboxylic group, and two amino groups. The ultimate goal of the proposed research is to galactosylate Hydroxylysine, that is, add a molecule of galactose to the hydroxyl group of the amino acid. The sugar cannot be exclusively added to the desired hydroxyl group without first differentially protecting each of the other reactive functional groups. Individual protecting groups will first be added to the three functional groups, then the sugar will be reacted with the free hydroxyl group, and finally the protecting groups will be removed. Subsequently, the product will be characterized and purified. The pure galactosylated hydroxylysine will be used as a building block to be incorporated into large peptides, modeling adiponectin, to explore its role in cardiovascular disease.
Faculty Sponsors
Dr. Beatrix Aukszi
Project Type
Event
Location
Alvin Sherman Library
Start Date
4-13-2012 1:00 PM
End Date
4-13-2012 5:30 PM
Complete Protection and Glycosylation of 5-hydroxy-DL-lysine
Alvin Sherman Library
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, the addition of a sugar molecule.
Hydroxylsine (Hyl) has the molecular formula of C6H14N2O3, and contains four functional groups: a hydroxyl group, a carboxylic group, and two amino groups. The ultimate goal of the proposed research is to galactosylate Hydroxylysine, that is, add a molecule of galactose to the hydroxyl group of the amino acid. The sugar cannot be exclusively added to the desired hydroxyl group without first differentially protecting each of the other reactive functional groups. Individual protecting groups will first be added to the three functional groups, then the sugar will be reacted with the free hydroxyl group, and finally the protecting groups will be removed. Subsequently, the product will be characterized and purified. The pure galactosylated hydroxylysine will be used as a building block to be incorporated into large peptides, modeling adiponectin, to explore its role in cardiovascular disease.
