Hygromycin B
| 220px | |
| Systematic (IUPAC) name | |
|---|---|
|
(3' R,3aS,4S,4' R,5' R,6R,6' R,7S,7aS)-4-{[(1R,2S,3R,5S,6R)-3-amino-2,6-dihydroxy-5-(methylamino)cyclohexyl]oxy}-6'-[(1S)-1-amino-2-hydroxyethyl]-6-(hydroxymethyl)-tetrahydro-3aH-spiro[[1,3]dioxolo[4,5-c]pyran-2,2'-oxane]-3',4',5',7-tetrol | |
| Identifiers | |
| CAS Number | 31282-04-9 |
| ATC code | none |
| PubChem | CID 35766 |
| Synonyms | O-6-Amino-6-deoxy-L-glycero-D-galacto-heptopyranosylidene-(1-2-3)-O-β-D-talopyranosyl(1-5)-2-deoxy-N3-methyl-D-streptamine |
| Chemical data | |
| Formula | C20H37N3O13 |
| Molar mass | 527.53 g/mol (563.5 with HCl)[[Script error: No such module "String".]] |
Hygromycin B is an antibiotic produced by the bacterium Streptomyces hygroscopicus. It is an aminoglycoside that kills bacteria, fungi and higher eukaryotic cells by inhibiting protein synthesis[1].
History
Hygromycin B was originally developed in the 1950's for use with animals and is still added into swine and chicken feed as an anthelmintic or anti-worming agent (product name: Hygromix). Hygromycin B is produced by Streptomyces hygroscopicus, a bacterium isolated in 1953 from a soil sample. Resistance genes were discovered in the early 1980's.[2][3]
Use in research
In the laboratory it is used for the selection and maintenance of prokaryotic and eukaryotic cells that contain the hygromycin resistance gene. The resistance gene is a kinase that inactivates hygromycin B through phosphorylation.[4] Since the discovery of hygromycin-resistance genes, hygromycin B has become a standard selection antibiotic in gene transfer experiments in many prokaryotic and eukaryotic cells.
External links
Information from hygromycin.net (InvivoGen)
References
- ↑ McGuire, Pettinger (1953), "Hygromycin I. Preliminary studies on the production and biological activity of a new antibiotic.", Antibiot. Chemother., 3: 1268–1278
- ↑ Davies, Gritz; Davies, J (1983), "Plasmid-encoded hygromycin B resistance: the sequence of hygromycin B phosphotransferase gene and its expression in Escherichia coli and Saccharomyces cerevisiae.", Gene, 25 (2-3): 179–88, doi:10.1016/0378-1119(83)90223-8, PMID 6319235
- ↑ Burgett, Kaster; Burgett, SG; Rao, RN; Ingolia, TD (1983), "Analysis of a bacterial hygromycin B resistance gene by transcriptional and translational fusions and by DNA sequencing.", Nucleic Acids Res., 11 (19): 6895–911, doi:10.1093/nar/11.19.6895, PMC 326422 Freely accessible, PMID 6314265
- ↑ Rao RN, Allen NE, Hobbs JN, Alborn WE, Kirst HA, Paschal JW (1983), "Genetic and enzymatic basis of hygromycin B resistance in Escherichia coli", Antimicrobial Agents and Chemotherapy, 24 (5): 689–95, PMC 185926 Freely accessible, PMID 6318654.
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- Aminoglycoside antibiotics
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