Chemical characterization of the milk oligosaccharides of some Artiodactyla species including giraffe (Giraffa camelopardalis), sitatunga (Tragelaphus spekii), deer (Cervus nippon yesoensis) and water buffalo (Bubalus bubalis)

Mineguchi, Yuri; Miyoshi, Midori; Taufik, Epi; Kawamura, Ayumi; Takuya, Asakawa; Suzuki, Isao; Souma, Kousaku; Okubo, Michiko; Saito, Tadao; Fukuda, Kenji; Asakuma, Shinichiro; Urashima, Tadasu

doi:10.1007/s10719-018-9849-0

Cited by 12 publications

(5 citation statements)

References 46 publications

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“…Mature goat milk contains 0.3 g/L oligosaccharides, approximately 10 times more than the concentration in the milks of cow, water buffalo, or sheep . Interestingly, while the colostrum and mature milk of African lion contain significant amounts of oligosaccharides, prior to this work, other mammals were reported to have oligosaccharides amounts lower by a factor of 20 compared with humans (∼12 g/L), necessitating additional analytical steps prior to characterization.…”

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confidence: 88%

Increasing the Coverage of a Mass Spectral Library of Milk Oligosaccharides Using a Hybrid-Search-Based Bootstrapping Method and Milks from a Wide Variety of Mammals

et al. 2020

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This study significantly expands both the scope and method of identification for construction of a previously reported tandem mass spectral library of 74 human milk oligosaccharides (HMOs) derived from results of combined LC-MS/MS experiments and comprehensive structural analysis of HMOs. In the present work, a hybrid search “bootstrap” identification method was employed that substantially broadens the coverage of milk oligosaccharides and thereby increases utility use of a spectrum library-based method for the rapid tentative identification of all distinguishable glycans in milk. This involved hybrid searching of the previous library, which was itself constructed using the hybrid search of oligosaccharide spectra in the NIST 17 Tandem MS Library. The general approach appears applicable to library construction of other classes of compounds. The coverage of oligosaccharides was significantly extended using milks from a variety of mammals, including bovine, Asian buffalo, African lion, and goat. This new method led to the identification of another 145 oligosaccharides, including an additional 80 HMOs from reanalysis of human milk. The newly identified compounds were added to a freely available mass spectral reference database of 219 milk oligosaccharides. We also provide suggestions to overcome several limitations and pitfalls in the interpretation of spectra of unknown oligosaccharides.

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confidence: 88%

Increasing the Coverage of a Mass Spectral Library of Milk Oligosaccharides Using a Hybrid-Search-Based Bootstrapping Method and Milks from a Wide Variety of Mammals

et al. 2020

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“…The oligosaccharide content of buffalo milk has been investigated in several different studies, although not all studies specify what type of buffalo the milk was collected from. The carbohydrate composition of buffalo milk varies significantly between species, with a 1 to 5 ratio of milk oligosaccharides to lactose in water buffalo 116 but a lactose concentration 500 times higher than the oligosaccharide concentration in African buffalo milk 117 . Overall, it appears that most buffalo varieties likely have predominantly small neutral and acidic oligosaccharide structures, and oligosaccharide profiles that vary over the course of lactation 86 , 116 , 118 , 119 .…”

Section: Resultsmentioning

confidence: 99%

“…Oligosaccharides were characterized in Addax milk and found to contain similar concentrations of Neu5Ac and Neu5Gc, with more α2-3-linked than α2-6-linked sialic acid 123 . Seven small neutral oligosaccharides, including 5 fucosylated structures, have been identified in giraffe milk, with only one type II core structure reported 62 , 116 . Four neutral and acidic oligosaccharides have been identified in reindeer milk too, which was found to be unique in both its lack of Neu5Gc- and α2-6-linked Neu5Ac-containing oligosaccharides and the predominance of phosphorylated oligosaccharides over α2-3-linked Neu5Ac-containing structures 124 .…”

Section: Resultsmentioning

confidence: 99%

Creation of a milk oligosaccharide database, MilkOligoDB, reveals common structural motifs and extensive diversity across mammals

Durham

Wang

Lemay

et al. 2023

Sci Rep

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The carbohydrate fraction of most mammalian milks contains a variety of oligosaccharides that encompass a range of structures and monosaccharide compositions. Human milk oligosaccharides have received considerable attention due to their biological roles in neonatal gut microbiota, immunomodulation, and brain development. However, a major challenge in understanding the biology of milk oligosaccharides across other mammals is that reports span more than 5 decades of publications with varying data reporting methods. In the present study, publications on milk oligosaccharide profiles were identified and harmonized into a standardized format to create a comprehensive, machine-readable database of milk oligosaccharides across mammalian species. The resulting database, MilkOligoDB, includes 3193 entries for 783 unique oligosaccharide structures from the milk of 77 different species harvested from 113 publications. Cross-species and cross-publication comparisons of milk oligosaccharide profiles reveal common structural motifs within mammalian orders. Of the species studied, only chimpanzees, bonobos, and Asian elephants share the specific combination of fucosylation, sialylation, and core structures that are characteristic of human milk oligosaccharides. However, agriculturally important species do produce diverse oligosaccharides that may be valuable for human supplementation. Overall, MilkOligoDB facilitates cross-species and cross-publication comparisons of milk oligosaccharide profiles and the generation of new data-driven hypotheses for future research.

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“…Although each animal species has its own milk oligosaccharide pattern, the number of components is usually rather low and quantitative data for most components are not available. For more information on milk oligosaccharides in various species and their differences, we refer to the very thorough publications by Urashima and co-worker. − Recently, Remoroza and co-worker analyzed human milk and milk from a variety of animals by applying new technologies, which led to the identification of another 145 oligosaccharides, including an additional 80 HMOs from re-analysis of human milk . However, structures comparable to the new HG-HMO we identified are not reported.…”

Section: Discussionmentioning

confidence: 95%

Novel Class of Human Milk Oligosaccharides Based on 6′-Galactosyllactose Containing N-Acetylglucosamine Branches Extended by Oligogalactoses

Hanisch

Kunz

2021

J. Proteome Res.

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Human milk oligosaccharides (HMOs) have attracted much attention in recent years not only as a prebiotic factor but also in particular as an essential component of infant nutrition in relation to their impact on innate immunity. The backbone structures of complex HMOs generally contain single or repetitive lacto-N-biose (type 1) or lactosamine (type 2) units in either linear or branched chains extending from a lactose core. While all known branched structures originate from the 3,6-substitution of the lactosyl core galactose, we here describe a new class of HMOs that tentatively branch at the terminal galactose of 6′-galactosyllactose. Another novel feature of this class of HMOs was found in linear oligo-galactosyl chains linked to one of the N-acetylglucosamine (GlcNAc) branches. The novel structures exhibit general formulas with hexose versus hexosamine contents of 5/2 to 8/2 and can be designated as high-galactose (HG)-HMOs. In addition, up to three fucosyl residues are linked to the octa- to dodecasaccharides, which were detected in two human milk samples from the Lewis blood-group-defined donors. Structural analyses of methylated glycans and their alditols comprised matrix-assisted laser desorption ionization mass spectrometry, electrospray-(collision-induced dissociation) mass spectrometry and linkage analyses by gas chromatography–mass spectrometry of the derived partially methylated alditol acetates. Enzymatic degradation by the application of β1–3,4-specific galactosidase supported the presence of terminal galactose-linked β1–6 to one of the two GlcNAc branches. The mass spectrometry glycomic data have been deposited at the GlycoPOST archive with the data set identifier GPST000191 (Username: franz.hanisch@uni-koeln.de; Password: Soma1Dita2Carb. Watanabe, Y. GlycoPOST realizes FAIR principles for glycomics mass spectrometry data. Nucleic Acids Res. 2021, 49, D1523–D1528)

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Chemical characterization of the milk oligosaccharides of some Artiodactyla species including giraffe (Giraffa camelopardalis), sitatunga (Tragelaphus spekii), deer (Cervus nippon yesoensis) and water buffalo (Bubalus bubalis)

Cited by 12 publications

References 46 publications

Increasing the Coverage of a Mass Spectral Library of Milk Oligosaccharides Using a Hybrid-Search-Based Bootstrapping Method and Milks from a Wide Variety of Mammals

Increasing the Coverage of a Mass Spectral Library of Milk Oligosaccharides Using a Hybrid-Search-Based Bootstrapping Method and Milks from a Wide Variety of Mammals

Creation of a milk oligosaccharide database, MilkOligoDB, reveals common structural motifs and extensive diversity across mammals

Novel Class of Human Milk Oligosaccharides Based on 6′-Galactosyllactose Containing N-Acetylglucosamine Branches Extended by Oligogalactoses

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