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. 2019 Oct 5;20(19):4929. doi: 10.3390/ijms20194929

Table 1.

Pyruvylated saccharides and positions of pyruvate found in the organisms described in this review.

Organism Saccharide (Stereochemistry) Position of Pyr Biological Significance * References
Pyr-Saccharide Pyr-Glycoconjugate
Exopolysaccharides
Xanthomonas spp. Man (β) 4,6 Plant pathogenesis [18,28,32]
Xanthomonas campestris Man (β) 4,6 Virulence [18,28,32]
Sinorhizobium meliloti Glc (?) ? Glycan polymerization and export [41]
Rhizobium leguminosarum Gal; Glc (β) 4,6 Signalling [46]
Agrobacterium sp. ZX09 Glc (?) ? Plant symbiosis [47]
Escherichia coli Gal (α) 4,6 Biofilm [32,50]
Burkholderia cepacia Gal (α) 4,6 Pathogenesis [53]
Pseudomonas strain 1.15 Gal (α) 4,6 [54]
Enterobacter amnigenus Man (α) 4,6 [55]
Inquilinus limosus Man (α); Glc (β) 4,6 Pathogenesis [56]
Azorhizobium caulinodans Gal (α) 4,6 Plant symbiosis [59]
Cobetia marina DSMZ 4741 Kdo (α) 7,8 [60]
Pediococcus pentosaceus hexose (?) ? [61]
Erwinia futululu Gal (α) 4,6 Pathogenesis [63]
Agrobacterium radiobacter ATCC 53271 Glc (α) 4,6 [64]
Methylobacterium sp. Gal (α) 4,6 [65]
Alteromonas macleodii subsp. fijiensis Man (?) 4,6 [66,67]
Capsular polysaccharides
Streptococcus pneumoniae Gal (α) 2,3 Immunostimulant [74]
Acinetobacter baumannii GalNAc (α) 4,6 Virulence [78]
Klebsiella pneumoniae GlcA (β) 2,3 Stimulation of immune system [79]
Klebsiella serotype K14 Glc (β) 4,6 [82]
Klebsiella serotype K12 Galf (α) 5,6 [83]
Klebsiella serotype K70 Rha (α) 3,4 [84]
Klebsiella serotype K64 Gal (β) 4,6 [85]
Klebsiella serotype K46 Man (β) 4,6 [86]
Klebsiella serotype K33 Gal (β) 3,4 [87]
Klebsiella serotype K3 Man (α) 4,6 Immunogenicity; binding to human mannose receptor [89]
Bacteroides fragilis Gal (β) 4,6 Virulence [7]
Rhodococcus equi serotype 4 RhoAc (α) 7,9 Pathogenesis [95]
Non-classical secondary cell wall polymers
Bacillus anthracis ManNAc (β) 4,6 Binding of SLH-proteins [102]
Bacillus cereus ManNAc (β) 4,6 Binding of SLH-proteins [17]
Paenibacillus alvei ManNAc (β) 4,6 Binding of SLH-proteins [15]
Lysinibacillus sphaericus CCM 2177 ManNAc (β) 4,6 Binding of SLH-proteins [121]
Paenibacillus (Bacillus) polymyxa ManNAc (β) 4,6 [130]
Secondary cell wall glycopolymers
Promicromonospora citrea 665T Kdn (α); Gal (α) 7,9; 4,6 [131]
Promicromonospora sp. VKM Ac-1028 GlcA (β) 2,3 [131]
Nocardiopsis metallicus VKM Ac-2522T Rib-ol-P (?) 2,4 [133]
Nocardiopsis halotolerans GalNAc (?) 4,6 [133]
Brevibacterium iodinum VKM Ac-2106 Man-ol; GalNAc (α) 4,5; 4,6 [135]
Lipopolysaccharides and lipooligosaccharides
Pseudomonas stutzeri Glc (β); GlcNAc (β) 4,6 Glycoconjugate biosynthesis [4]
Providencia alcalifaciens GlcNAc (α) 4,6 Pathogenesis [141]
Shigella dysenteriae Man (β) 4,6 Pathogenesis [145]
Proteus mirabilis O16 GalNAc (α) 4,6 [147]
Raoultella terrigena Man (β) 4,6 [146]
Cobetia pacifica KMM 3878 Gal (β) 3,4 [148]
Mycobacterial glycolipids
Mycobacterium smegmatis Me-Glc (α) 4,6 [150]
Mycobacterium avium-Mycobacterium intracellulare (MAI) serovar 8 Me-Glc (α) 4,6 Immunostimulant [151]
MAI serovar 21 Glc (α) 4,6 [151]
Pyruvylated glycoconjugates in eukaryotes
Aplysia kurodai Gal (β) 3,4 [152]
Schizosaccharomyces pombe Gal (β) 4,6 Charge effect (mimic of sialylation?) [9]
Red algae Gal (β) 4,6 Immunostimulant [10,13,161,162]
Green algae Gal (?) 3,4 Anticoagulant [11,12]
Microciona prolifera Gal (β) 4,6 Species-specific cell reaggregation [163]

* The biological significance is given, when known. SLH: S-layer homology.