α-d-Glcp-(1↔1)-β-d-Galp-containing oligosaccharides, novel products from lactose by the action of β-galactosidase

Fransen, C.T.M.; Laere, K.M.J. van; Wijk, A.A.C. van; Brull, L; Dignum, Mark J.W.; Thomas‐Oates, Jane; Haverkamp, Johan; Schols, Henk A.; Voragen, A.G.J.; Kamerling, Johannis P.; Vliegenthart, J.F.G.

doi:10.1016/s0008-6215(98)00285-7

Cited by 50 publications

(45 citation statements)

References 22 publications

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“…As can be deduced from the data in Ref. [16] chemical shift values of t-Gal and 4-Gal C-x/H-x except C-4/H-4 may overlap due to the great difference in intensity. the second.…”

Section: Analysis Of the Carbohydrate Fragments Generated From Chss Bmentioning

confidence: 91%

“…Analysis of the 1D 1 H and 13 C, and 2D TOCSY, NOESY, and HSQC (Fig. 4) spectral data of fraction 1, taking into account literature data [16], led to the assignment of terminal b-Gal (C-4/H-4, 69.7/3.91) and 4-substituted b-Gal (C-4/H-4, 78.5/4.18 and 77.4/3.97), as shown in Table 6. The ratio between the cross-peak intensity of H-4,C-4 of terminal and 4-substituted Gal in the HSQC spectrum demonstrates that the average chain length of the galactan chains is 29 Gal residues.…”

Section: Analysis Of the Carbohydrate Fragments Generated From Chss Bmentioning

confidence: 99%

“…Methylation analysis, hydrolysis, sodium borohydride reduction, and acetylation.-Samples were methylated, hydrolyzed, reduced with sodium borohydride and acetylated as described [13,14,16,23,24]. For sodium borodeuteride reductions, NaBD 4 was used instead of NaBH 4 .…”

Section: Determination Of the Optimal Reaction Conditions For The Litmentioning

confidence: 99%

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Studies on the structure of a lithium-treated soybean pectin: characteristics of the fragments and determination of the carbohydrate substituents of galacturonic acid

Fransen

Haseley

Huisman

et al. 2000

Carbohydrate Research

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“…As can be deduced from the data in Ref. [16] chemical shift values of t-Gal and 4-Gal C-x/H-x except C-4/H-4 may overlap due to the great difference in intensity. the second.…”

Section: Analysis Of the Carbohydrate Fragments Generated From Chss Bmentioning

confidence: 91%

Section: Analysis Of the Carbohydrate Fragments Generated From Chss Bmentioning

confidence: 99%

See 1 more Smart Citation

Studies on the structure of a lithium-treated soybean pectin: characteristics of the fragments and determination of the carbohydrate substituents of galacturonic acid

Fransen

Haseley

Huisman

et al. 2000

Carbohydrate Research

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“…with n ϭ 1 to 4 (12). , galactose and/or glucose; ✱, galactosyl dimers; }, galactosyl trimers; ✚, galactosyl tetramers; ✖, galactosyl pentamers; OE, galactosyl hexamers.…”

Section: Characterizationmentioning

confidence: 99%

Bifidobacterium longumEndogalactanase Liberates Galactotriose from Type I Galactans

Hinz

Pastink

Broek

et al. 2005

Appl Environ Microbiol

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A putative endogalactanase gene classified into glycoside hydrolase family 53 was revealed from the genome sequence of Bifidobacterium longum strain NCC2705 (Schell et al., Proc. Natl. Acad. Sci. USA 99:14422-14427, 2002). Since only a few endo-acting enzymes from bifidobacteria have been described, we have cloned this gene and characterized the enzyme in detail. The deduced amino acid sequence suggested that this enzyme was located extracellularly and anchored to the cell membrane. galA was cloned without the transmembrane domain into the pBluescript SK(؊) vector and expressed in Escherichia coli. The enzyme was purified from the cell extract by anion-exchange and size exclusion chromatography. The purified enzyme had a native molecular mass of 329 kDa, and the subunits had a molecular mass of 94 kDa, which indicated that the enzyme occurred as a tetramer. The optimal pH of endogalactanase activity was 5.0, and the optimal temperature was 37°C, using azurine-cross-linked galactan (AZCL-galactan) as a substrate. The K m and V max for AZCL-galactan were 1.62 mM and 99 U/mg, respectively. The enzyme was able to liberate galactotrisaccharides from (␤134)galactans and (␤134)galactooligosaccharides, probably by a processive mechanism, moving toward the reducing end of the galactan chain after an initial midchain cleavage. GalA's mode of action was found to be different from that of an endogalactanase from Aspergillus aculeatus. The enzyme seemed to be able to cleave (␤133) linkages. Arabinosyl side chains in, for example, potato galactan hindered GalA.Bifidobacteria play an important role in carbohydrate fermentation in the colon. They contain a large number of carbohydrate-modifying enzymes. Since the genome sequence of Bifidobacterium longum recently became available (36), more information about Bifidobacterium glycolytic enzymes has been uncovered. The genome reveals that approximately 5% of all annotated genes are involved in the modification of carbohydrates.Several studies on in vitro fermentations of (␤13 4)-linked (arabino)galactans with different bifidobacteria show that mainly B. longum strains were able to grow on these arabinogalactans (9,11). This is consistent with the genome sequence of B. longum because it reveals the presence of many different putative enzymes potentially able to degrade arabinogalactans. Most of these enzymes are probably located intracellularly, and their sequence suggests that they can degrade the side chains of galactans (arabinofuranosidases and arabinosidases) or galactooligosaccharides (␤-galactosidases) (36). Interestingly, the genome sequence also suggests that B. longum contains an endogalactanase (annotated as YvfO and further referred to as GalA in this study), which is predicted to be extracellular. This is rather exceptional, because only few endo-acting enzymes have been described in bifidobacteria so far (2, 24).Most endogalactanases described to date are able to degrade the (␤134)-linked galactosyl backbone of type I arabinogalactans (6,20,21,28,39). Neither the subs...

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“…В настоящее время наибольшая доказательная база клинической эффективности представлена имен-но в отношении пребиотиков класса галакто-и фрукто-олигосахаридов. Галактоолигосахариды представляют собой галогенные олигомеры, которые синтезируются из лактозы путем ферментативного трансгалактозилиро-вания с использованием ␤-галактозидазы из дрожжей или бактерий и лактозы в качестве субстрата [23]. Фруктоолигосахариды представляют собой, глав ным об -разом, связанные с фруктозой олигомеры инулина, часто извлекаемого из растений семейства Compositae -цикория.…”

Section: олигосахариды в детских молочных смесяхunclassified

Reconsidered Concept of «Prebiotics» and Their Impact on the Child’s Organism

Лукоянова¹,

Боровик²,

Суржик³

2017

Vopr. sovr. pediatr.

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α-d-Glcp-(1↔1)-β-d-Galp-containing oligosaccharides, novel products from lactose by the action of β-galactosidase

Cited by 50 publications

References 22 publications

Studies on the structure of a lithium-treated soybean pectin: characteristics of the fragments and determination of the carbohydrate substituents of galacturonic acid

Studies on the structure of a lithium-treated soybean pectin: characteristics of the fragments and determination of the carbohydrate substituents of galacturonic acid

Bifidobacterium longumEndogalactanase Liberates Galactotriose from Type I Galactans

Reconsidered Concept of «Prebiotics» and Their Impact on the Child’s Organism

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