1.
Org Lett
; 13(17): 4600-3, 2011 Sep 02.
Article
En
| MEDLINE
| ID: mdl-21797279
A new synthetic approach toward the bacterial transglycosylase substrates, Lipid II (1) and Lipid IV (2), is described. The key disaccharide was synthesized using the concept of relative reactivity value (RRV) and elaborated to Lipid II and Lipid IV by conjugation with the appropriate oligopeptides and pyrophosphate lipids. Interestingly, the results from our HPLC-based functional TGase assay suggested Lipid IV has a higher affinity for the enzyme than Lipid II.
Acidic Glycosphingolipids/chemical synthesis , Glycosyltransferases/chemistry , Uridine Diphosphate N-Acetylmuramic Acid/analogs & derivatives , Acidic Glycosphingolipids/chemistry , Carbohydrate Conformation , Glycosyltransferases/metabolism , Stereoisomerism , Substrate Specificity , Uridine Diphosphate N-Acetylmuramic Acid/chemical synthesis , Uridine Diphosphate N-Acetylmuramic Acid/chemistry
2.
J Am Chem Soc
; 129(11): 3080-1, 2007 Mar 21.
Article
En
| MEDLINE
| ID: mdl-17323951
Acidic Glycosphingolipids/chemistry , Peptidoglycan Glycosyltransferase/analysis , Acidic Glycosphingolipids/chemical synthesis , Carbohydrate Sequence , Molecular Sequence Data , Peptidoglycan Glycosyltransferase/metabolism , Uridine Diphosphate N-Acetylmuramic Acid/analogs & derivatives , Uridine Diphosphate N-Acetylmuramic Acid/chemical synthesis , Uridine Diphosphate N-Acetylmuramic Acid/chemistry