Biotin labeling of the symbiotically important succinoglycan oligosaccharides of Rhizobium meliloti for identification of putative plant receptors.
The symbiotically important trimer of the succinoglycan octasaccharide subunit was labeled with a biotin tag through coupling with a 6-biotinamidohexan hydrazide and subsequent reduction with borane. The acetyl and succinyl groups in the molecule were stable to the two-step sequence, while a small percentage of the ketal in the pyruvate groups was reduced to an ether-linked lactic acid moiety attached to either the O-4 or O-6 position of the sugar residue under the reaction conditions.
Wang
L
L
Department of Biology, Massachusetts Institute of Technology, Building 68-633, 77 Massachusetts Avenue, Cambridge, MA 02139, USA.
Melean
L G
LG
Seeberger
P H
PH
Walker
G C
GC
D001710:Biotin; D002240:Carbohydrate Sequence; D002852:Chromatography, Ion Exchange; D009682:Magnetic Resonance Spectroscopy; D000455:Medicago sativa / Q000382:microbiology; D008969:Molecular Sequence Data; D009844:Oligosaccharides / Q000737:chemistry*; D010084:Oxidation-Reduction; D011135:Polysaccharides, Bacterial / Q000737:chemistry*; D015398:Signal Transduction; D016962:Sinorhizobium meliloti / Q000737:chemistry* / Q000502:physiology; D013559:Symbiosis
D009844:Oligosaccharides; D011135:Polysaccharides, Bacterial; D001710:Biotin; C056779:succinoglycan