Further studies on the separation of cyclic (1→2)-β-d-glucans (cyclosophoraoses) produced by rhizobium meliloti ifo 13336, and determination of their degrees of polymerization by high-performance liquid chromatography

Koizumi, Kyoko; Okada, Yasuyo; Utamura, Toshiko; Hisamatsu, Makoto; Amenura, Akinori

doi:10.1016/s0021-9673(01)97833-1

Cited by 54 publications

(16 citation statements)

References 13 publications

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“…On the basis of these analyses, four classes of glucan producers have been identified. The cyclic ,B-(1,2)-glucans of R. leguminosarum and A. tumefaciens strains consist of a mixture of rings with DPs ranging from 17 to 25 (10,34,60,73,75,76,109), while much larger cyclic P-(1,2)-glucans (up to DP 40) have been detected within cultures of R. meliloti (76). In a recent study, Williamson et al show that the size distribution of the cyclic ,B-(1,2)-glucans of A. tumefaciens appears to result from competing elongation and cyclization reactions (133).…”

Section: Cyclic 13-glucansmentioning

confidence: 99%

Cyclic beta-glucans of members of the family Rhizobiaceae.

Breedveld

Miller

1994

Microbiological Reviews

207

122

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concentrations as high as 5 to 20% of the total cellular dry weight under certain culture conditions, the cyclic ,B-glucans are major cellular constituents. In Agrobacterium and Rhizobium species, these molecules contain glucose residues linked solely by ,B-(1,2) glycosidic bonds. However, in Bradyrhizobium species, the glucose residues are linked by both ,B-(1,3) and P-(1,6) glycosidic bonds. While these molecules contain glucose as the only hexose monomer, they may become highly substituted with nonsugar moieties such as sn-1-phosphoglycerol. The degree of polymerization (DP) of the cyclic ,B-glucans ranges from 10 to 13 in Bradyrhizobium japonicum to 17 to 40 in Rhizobium meliloti. The first report of cyclic P-glucans came in 1942 with their discovery in the extracellular media of Agrobacterium tumefaciens cultures (83). These glucans, originally referred to as crown gall polysaccharides, were described as low-molecularmass glucose polymers of around 3,600 Da. Since that report, cyclic ,B-glucans have been found in cultures of all Agrobacte

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Section: Cyclic 13-glucansmentioning

confidence: 99%

Cyclic beta-glucans of members of the family Rhizobiaceae.

Breedveld

Miller

1994

Microbiological Reviews

207

122

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“…Dell et al (14) demonstrated unequivocally the cyclic character of the glucans. The 3-(1,2)-glucans of Rhizobium leguminosarum and Agrobacterium tumefaciens consist of a mixture of rings with different degrees of polymerization between 17 and 25 glucose molecules (29), whereas Rhizobium meliloti contains ring sizes of up to 40 glucose molecules (19). In R meliloti and A. tumefaciens, the majority of the glucans are glycerophosphorylated (5,22).…”

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confidence: 99%

Synthesis of cyclic beta-(1,2)-glucans by Rhizobium leguminosarum biovar trifolii TA-1: factors influencing excretion

1992

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The synthesis of cyclic I-(1,2)-glucans from UDP-[14Clglucose by a crude membrane preparation and whole cells of Rhizobium lkguminosarum bv. trifolii TA-1 was investigated. The crude membrane system needed Mri2+, ATP, and NAD+ for optimal activity. Hardly any difference in biosynthetic activity between membrane fractions of TA-1 cells grown in the presence (200 mM) or absence of NaCl was observed. Whole TA-1 cells grown in the presence of NaCl excreted labeled, neutral cyclic 13-(1,2)-glucan during incubation with added UDP-[14C]glucose. With NaCl-free cultured TA-1 cells, no excretion was observed; however, after these cells were alternately frozen and thawed eight times, they excreted glucans. Glucan formation in vitro and glucan excretion by whole cells were strongly inhibited in the presence of 50 mg of cyclic glucan per ml (about 15 mM), indicating that biosynthesis of cyclic 1-(1,2)-glucans in strain TA-1 is controlled by end-product inhibition.These observations indicate that TA-1 cells become more permeable to cyclic glucans at high NaCl concentrations. The constant loss of glucans from cells grown in the presence of 200 mM NaCl prevented end-product inhibition and resulted in glucan accumulation of up to 1,600 mg/liter in the medium.

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“…Each cyclic b-(1,2) glucan with its respective DP was also purified with chromatographic methods and analyzed using 13 C NMR spectroscopy [41,42]. Further, larger cyclic b-(1,2) glucans up to DP 40 have been isolated and separated using high-performance liquid chromatography (HPLC) in R. meliloti IFO 13336 [43]. The cavity diameters of the cyclic b-(1,2) glucans were estimated to range from 0.88 nm (DP 18) to 1.3 nm (DP 24) [44], and the size of DP 18 was expected to be similar to that of c-CD.…”

Section: History Biosynthesis and Purificationmentioning

confidence: 99%

Properties and current applications of bacterial cyclic β-glucans and their derivatives

Cho

Jeong

Choi

et al. 2016

J Incl Phenom Macrocycl Chem

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Cyclic b-glucans are unique constituents that are found in the periplasmic space and extracellular media of Agrobacterium, Rhizobium, Bradyrhizobium, Rhodobacter, Xanthomonas, and Ralstonia species. Based on their glycosidic linkages, they are classified into three groups composed of cyclic b-(1,2), b-(1,3)-b-(1,6), and b-(1,2)-a-(1,6) linked glucans. Their degrees of polymerization vary ranging from 10 to 40 glucose residues, and the backbone structure can be modified with non-sugar moieties. Since the macrocyclic oligosaccharides possess their own characteristics such as inherent three-dimensional structures, hydrogen bonding, and complex-forming abilities, various possible applications would be of interest in the field of green chemistry, separation science, pharmaceutical, and food industries. In this review, we have addressed the properties and current applications of bio-sourced cyclic bglucans and their derivatives.

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Further studies on the separation of cyclic (1→2)-β-d-glucans (cyclosophoraoses) produced by rhizobium meliloti ifo 13336, and determination of their degrees of polymerization by high-performance liquid chromatography

Cited by 54 publications

References 13 publications

Cyclic beta-glucans of members of the family Rhizobiaceae.

Cyclic beta-glucans of members of the family Rhizobiaceae.

Synthesis of cyclic beta-(1,2)-glucans by Rhizobium leguminosarum biovar trifolii TA-1: factors influencing excretion

Properties and current applications of bacterial cyclic β-glucans and their derivatives

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