Reaction participants Show >> << Hide
-
Name help_outline
[4)-β-D-GlcA-(1→4)-2-O-Ac-β-D-GlcA-(1→4)-β-D-Glc-(1→4)-[3-O-(CH3CH(OH)CH2C(O))-(R)-4,6-CH3(COO−)C-β-D-Gal-(1→3)-β-D-Glc-(1→4)-β-D-Glc-(1→4)-β-D-Glc-(1→6)]-2-O-Ac-α-DGlc-(1→]n
Identifier
CHEBI:138369
Charge
-3
Formula
(C59H85O48)n.H2O
Search links
Involved in 1 reaction(s)
Find proteins in UniProtKB for this molecule
Form(s) in this reaction:
-
Identifier: RHEA-COMP:14004Polymer name: [4)-β-D-GlcA-(1→4)-2-O-Ac-β-D-GlcA-(1→4)-β-D-Glc-(1→4)-[3-O-(CH3CH(OH)CH2C(O))-(R)-4,6-CH3(COO−)C-β-D-Gal-(1→3)-β-D-Glc-(1→4)-β-D-Glc-(1→4)-β-D-Glc-(1→6)]-2-O-Ac-α-DGlc-(1→](n)Polymerization index help_outline nFormula H2O(C59H85O48)nCharge (0)(-3)nMol File for the polymer
-
- Name help_outline phosphoenolpyruvate Identifier CHEBI:58702 (Beilstein: 3951723) help_outline Charge -3 Formula C3H2O6P InChIKeyhelp_outline DTBNBXWJWCWCIK-UHFFFAOYSA-K SMILEShelp_outline [O-]C(=O)C(=C)OP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 41 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
-
Name help_outline
[4)-β-D-GlcA-(1→4)-2-O-Ac-β-D-GlcA-(1→4)-β-D-Glc-(1→4)-[3-O-(CH3CH(OH)CH2C(O))-(R)-4,6-CH3(COO−)C-β-D-Gal-(1→3)-(S)-4,6-CH3(COO−)C-β-D-Glc-(1→4)-β-D-Glc-(1→4)-β-D-Glc-(1→6)]-2-O-Ac-α-DGlc-(1→]n
Identifier
CHEBI:63679
Charge
-4
Formula
(C62H86O50)nH2O
Search links
Involved in 1 reaction(s)
Find proteins in UniProtKB for this molecule
Form(s) in this reaction:
-
Identifier: RHEA-COMP:13379Polymer name: [4)-β-D-GlcA-(1→4)-2-O-Ac-β-D-GlcA-(1→4)-β-D-Glc-(1→4)-[3-O-(CH3CH(OH)CH2C(O))-(R)-4,6-CH3(COO−)C-β-D-Gal-(1→3)-(S)-4,6-CH3(COO−)C-β-D-Glc-(1→4)-β-D-Glc-(1→4)-β-D-Glc-(1→6)]-2-O-Ac-α-DGlc-(1→](n)Polymerization index help_outline nFormula H2O(C62H86O50)nCharge (0)(-4)nMol File for the polymer
-
- Name help_outline phosphate Identifier CHEBI:43474 Charge -2 Formula HO4P InChIKeyhelp_outline NBIIXXVUZAFLBC-UHFFFAOYSA-L SMILEShelp_outline OP([O-])([O-])=O 2D coordinates Mol file for the small molecule Search links Involved in 1,002 reaction(s) Find molecules that contain or resemble this structure Find proteins in UniProtKB for this molecule
Cross-references
RHEA:32087 | RHEA:32088 | RHEA:32089 | RHEA:32090 | |
---|---|---|---|---|
Reaction direction help_outline | undefined | left-to-right | right-to-left | bidirectional |
UniProtKB help_outline |
|
|||
EC numbers help_outline | ||||
MetaCyc help_outline |
Publications
-
Mutation in the pssM gene encoding ketal pyruvate transferase leads to disruption of Rhizobium leguminosarum bv. viciae-Pisum sativum symbiosis.
Ivashina T.V., Fedorova E.E., Ashina N.P., Kalinchuk N.A., Druzhinina T.N., Shashkov A.S., Shibaev V.N., Ksenzenko V.N.
<h4>Aims</h4>To study the question whether acidic exopolysaccharide (EPS) modification, e.g. pyruvylation, plays any role in the development of Rhizobium leguminosarum/Pisum sativum symbiosis.<h4>Method and results</h4>The amino acid sequence deduced from the pssM gene, localized within the pss (p ... >> More
<h4>Aims</h4>To study the question whether acidic exopolysaccharide (EPS) modification, e.g. pyruvylation, plays any role in the development of Rhizobium leguminosarum/Pisum sativum symbiosis.<h4>Method and results</h4>The amino acid sequence deduced from the pssM gene, localized within the pss (polysaccharide synthesis) gene locus, was shown to be homologous to several known and putative ketal pyruvate transferases, including ExoV from Sinorhizobium meliloti and GumL from Xanthomonas campestris. Rh. l. bv. viciae strain VF39 carrying a Km-cassette insertion into the pssM gene was obtained by the gene replacement technique. Knock-out of pssM led to the absence of the pyruvic acid ketal group at the subterminal glucose in the repeating unit of EPS as it was shown by (13)C and (1)H nuclear magnetic resonance (NMR) analysis. Complementation in trans restored the EPS modification in the pssM mutant. Disruption of the pssM gene resulted also in the formation of aberrant non-nitrogen-fixing nodules on peas. Ultrastructural studies of mutant nodules revealed normal nodule invasion and release of bacteria into the plant cell cytoplasm, but further differentiation of bacteroids was impaired, and the existing symbiosomes underwent lysis.<h4>Conclusion</h4>PssM encodes ketal pyruvate transferase involved in the modification of the Rh. l. bv. viciae EPS. The absence of subterminal glucose pyruvylation in the EPS repeating units negatively influences (directly or indirectly) the formation of the nitrogen-fixing symbiosis with peas.<h4>Significance and impact of the study</h4>Our finding that the absence of modification even at the single position of EPS is likely to be crucial for establishment of nitrogen-fixing symbiosis argues in favour of the idea concerning their specific signalling role in this process. << Less
Comments
Only the polymer with acetyl groups attached to the 2-OH groups is shown. Acetyl groups can also be attached to the 3-OH groups.