Determination of the structure of dextran by 13C-nuclear magnetic resonance spectroscopy

Seymour, Fred R.; Knapp, Roger D.; Bishop, Stephen H.

doi:10.1016/s0008-6215(00)83325-x

Cited by 106 publications

(28 citation statements)

References 16 publications

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“…The pick shown in the region 75-85 ppm (79.54) is assumed to be the C-4 atom involved in the branching. A similar 13 C-NMR profile was previously found in the dextran present in fraction L of Streptobacterium dextranicum NRRL B-1254 [36], and in the fraction L of L. citreum NRRL-B-742 (ATCC 13146) [38]. On the other hand, Brossard [6] working on the structural determination of the dextran produced by the whole culture (supernatant and cell fraction together) of the strain B/110-1-2, found this dextran formed by a(1-6) (93%), a(1-3) (6%) links and a(1-4) (1%) branches.…”

Section: Resultssupporting

confidence: 79%

A novel dextransucrase is produced by Leuconostoc citreum strain B/110-1-2: an isolate used for the industrial production of dextran and dextran derivatives

Vidal¹,

Martínez²,

Moulis³

et al. 2011

J Ind Microbiol Biotechnol

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The industrial Leuconostoc strain B/110-1-2 producing dextran and dextran derivatives was taxonomically identified by 16S rRNA as L. citreum. Its dextransucrase enzymes were characterized according to their cellular location and reaction specificity. In the presence of sucrose, the strain B/110-1-2 produced two cell-associated dextransucrases (31.54% of the total glucosyltransferase activity) with molecular weights of 160 and 240 kDa and a soluble dextransucrase (68.46%) at 160-180 kDa. Two open reading frames (ORF) coding for L. citreum strain B/110-1-2 dextransucrases were identified. One of them shared a 52% identity with the alternansucrase ASR of L. citreum NRRL B-1355 and with a putative annotated alternansucrase sequence found in the genome of L. citreum KM20. The structural analysis (HPAEC-PAD, HPSEC, and (13)C-NMR) of the polymer and oligodextrans produced by the B/110-1-2 dextransucrases suggest this novel glucansucrase has specificity similar to a dextransucrase but not to an alternansucrase, producing a soluble linear dextran with glucose molecules linked mainly in α-1,6 and α-1,3 with α-1,4 branches. These results enhance the understanding of this industrially significant strain and will aid in distinguishing between physiologically similar Leuconostoc spp. strains.

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Section: Resultssupporting

confidence: 79%

A novel dextransucrase is produced by Leuconostoc citreum strain B/110-1-2: an isolate used for the industrial production of dextran and dextran derivatives

Vidal¹,

Martínez²,

Moulis³

et al. 2011

J Ind Microbiol Biotechnol

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“…The signals of C-4 (ı 78.31 ppm) and C-6 (ı 72.24 ppm) were conformed by the evidence in the literature (Seymour, Knapp, & Bishop, 1976;Niu et al, 2011;Wu, Sun, & Pan, 2006). Although the signals of H2-H6 and C2-C6 of residue B were hard to assign because of the weak and overlapped resonances.…”

Section: Nmr Spectrumsupporting

confidence: 84%

Purification and characterization of a glucan from Bacillus Calmette Guerin and the antitumor activity of its sulfated derivative

Shao

et al. 2015

Carbohydrate Polymers

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“…As shown in Table, major signals were assigned based on the 13C-NMR data for other oligomers of glucose, and the findings strongly support that the oligosaccharides are composed of only ex-l,6 linkages. 15,16) The IR spectra of the oligo saccharides also showed that they had the specific absorbance of ex-l,6 glucan at 917±2cm-1 and 768±lcm-1 (data not shown). 1 7) They did not show specific absorbance on UV spectra (data not shown).…”

Section: Methodsmentioning

confidence: 94%

Novel Cyclic Dextrins, Cycloisomaltooligosaccharides, fromBacillussp. T-3040 Culture

Oguma

Horiuchi

Kobayashi

1993

Bioscience, Biotechnology, and Biochemistry

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Three kinds of novel cyclic isomaltooligosaccharides were isolated from the culture broth of a strain of Bacillus sp. T -3040, which had been isolated from soil. They were identified as cycloisomalto-heptaose, -octaose, and -nonaose, respectively, on the basis of their mass spectra, proton nuclear magnetic resonance spectra, carbon nuclear magnetic resonance spectra, infrared spectra, reducing power, and results of enzymatic analysis using endo-dextranase and exo-dextranase. They also showed features similar to cyclodextrins upon high-pressure liquid chromatography analysis using an ODS column.Cyclodextrins (CDs; a-, f3-, and y-cyclodextrin) are cyclic glucose oligomers that consist of six, seven, and eight D-glucoses bound by a-l,4 linkages, respectively.1) Since CDs have hydrophobic cavities in the center of their rings, they can form inclusion complexes with hydrophobic substances.2 ) Many studies, especially those aimed at application for foods and madicines, have been done using this feature. 3,4) Apart from CDs, several other cyclic oligo saccharides are known, for example cyclic f3-1,2 glucans (cyclosophoraoses),5) cyclic f3-1,3 glucan (f3-1,3-linked cyclogluco-hexaose),6) cyclic f3-2,1 fructans (cycloinulooligo saccharides; CFs),7) cyclorhamno-hexaose (a-cycloawaodorin),8) and cyclomanno-hexaose. 9 ) Cyclosophoraoses are synthesized by some species of Rhizobium and Agrobacterium through the action of cyclic f3-1,2 glucan synthetase.10 ) CFs are synthesized from inulin by Bacillus circulans through the action of cycloinulo-oligosaccharide fructanotransferase (CFTase).ll) Other oligo saccharides have been synthesized by chemical methods. These results led us to consider that novel cyclic oligo saccharides, synthesized from other polysaccharides, might exist. We therefore attempted to screen for cyclic isomaltooligosaccharides consisting ofD-glucose bound by a-I ,6 linkages, which have never been reported previously.We have isolated from soil one strain of bacteria that produced non-reducing sugars from dextran (a-l,6 glucan). From several analytical experiments, it was confirmed that these sugars were novel cyclic oligosaccharides, cycloisomaltooligosaccharides. This paper describes the purification and characterization of cyclic isomaltooligosaccharides. Materials and MethodsMaterials. Blue dextran 2000 and Dextran T2000 were purchased from Pharmacia. A series of isomaltooligosaccharides used as standards, from isomaltose to isomaltoheptaose, were purchased from Seikagaku Co., Japan, and those from isomaltooctaose to isomaltodecaose were obtained from Funakoshi Co., Japan. Bactotryptone and yeast extract were purchased from Difco and peptone was purchased from Kyokuto Seiyaku Kougyo Co., Japan.Enzymes. Endo-dextranase (l,6-IX-D-glucan-6-glucanohydrolase; EC 3.2.1.11) from Penicillium sp. and glucodextranase (1,6-IX-D-glucan glucohydrolase; EC 3.2.1.70) from Arthrobacter globiformis 142 were purchased from the Sigma Chemical Co. and Seikagaku Co., Japan, respectively.Cultures. Strain T-3040 used for the t...

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Determination of the structure of dextran by 13C-nuclear magnetic resonance spectroscopy

Cited by 106 publications

References 16 publications

A novel dextransucrase is produced by Leuconostoc citreum strain B/110-1-2: an isolate used for the industrial production of dextran and dextran derivatives

A novel dextransucrase is produced by Leuconostoc citreum strain B/110-1-2: an isolate used for the industrial production of dextran and dextran derivatives

Purification and characterization of a glucan from Bacillus Calmette Guerin and the antitumor activity of its sulfated derivative

Novel Cyclic Dextrins, Cycloisomaltooligosaccharides, fromBacillussp. T-3040 Culture

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