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PMID:18721755
| Citation |
Zhang, C, Bitto, E, Goff, RD, Singh, S, Bingman, CA, Griffith, BR, Albermann, C, Phillips, GN Jr and Thorson, JS (2008) Biochemical and structural insights of the early glycosylation steps in calicheamicin biosynthesis. Chem. Biol. 15:842-53 |
|---|---|
| Abstract |
The enediyne antibiotic calicheamicin (CLM) gamma(1)(I) is a prominent antitumor agent that is targeted to DNA by a novel aryltetrasaccharide comprised of an aromatic unit and four unusual carbohydrates. Herein we report the heterologous expression and the biochemical characterization of the two "internal" glycosyltransferases CalG3 and CalG2 and the structural elucidation of an enediyne glycosyltransferase (CalG3). In conjunction with the previous characterization of the "external" CLM GTs CalG1 and CalG4, this study completes the functional assignment of all four CLM GTs, extends the utility of enediyne GT-catalyzed reaction reversibility, and presents conclusive evidence of a sequential glycosylation pathway in CLM biosynthesis. This work also reveals the common GT-B structural fold can now be extended to include enediyne GTs. |
| Links |
PubMed PMC2965851 Online version:10.1016/j.chembiol.2008.06.011 |
| Keywords |
Aminoglycosides/biosynthesis; Aminoglycosides/chemistry; Aminoglycosides/metabolism; Catalysis; Dimerization; Enediynes/metabolism; Glycosylation; Glycosyltransferases/chemistry; Glycosyltransferases/isolation & purification; Glycosyltransferases/metabolism; Micromonospora/enzymology; Models, Molecular; Nucleotides/chemistry; Nucleotides/metabolism; Protein Structure, Quaternary |
| edit table |
Significance
Annotations
| Gene product | Qualifier | GO Term | Evidence Code | with/from | Aspect | Extension | Notes | Status |
|---|---|---|---|---|---|---|---|---|
| GO:0016757: transferase activity, transferring glycosyl groups |
ECO:0000314: |
F |
Glycosyltransferase CalG3 is from organism Micromonospora echinospora, derived from the calicheamicin gene cluster. Structure is solved by X-ray crystallography (Fig 4). |
complete | ||||
| GO:0046527: glucosyltransferase activity |
ECO:0000314: |
F |
Glycosyltransferase CalG3 is derived from a calicheamicin gene cluster from the organism Micromonospora echinospora.Its function is characterized by HPLC (High Pressure Liquid Chromatography) and Mass spectrometry (Fig 3 & 5). |
complete | ||||
|
enables |
GO:0046527: glucosyltransferase activity |
ECO:0000314: direct assay evidence used in manual assertion |
F |
Seeded From UniProt |
complete | |||
| GO:0016757: transferase activity, transferring glycosyl groups |
ECO:0000314: |
F |
CalG2 is a glycosyltransferase from the calicheamicin gene cluster in the organism, Micromonospora echinospora.Function was characterized by HPLC (High Pressure Liquid Chromatography) and Mass spectrometry as shown in Fig 5. |
complete | ||||
| GO:0016757: transferase activity, transferring glycosyl groups |
ECO:0000314: |
F |
Function of CalG4 was characterized by HPLC (in the reversible step between step 7 & 1), in Figure 6. |
complete | ||||
See also
References
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