Literature DB >> 20689231

Structures and application of oligosaccharides in human milk.

Akira Kobata1.   

Abstract

Comparative study of the oligosaccharide profiles of individual human milk revealed the presence of three different patterns. Four oligosaccharides containing the Fucalpha1-2Gal group were missing in the milk of non-secretor, and three oligosaccharides containing the Fucalpha1-4GlcNAc group were missing in the milk of Lewis negative individuals. Disappearance of some major oligosaccharides in these samples led to the finding of five novel minor oligosaccharides, which were hidden under the missing oligosaccharides. Following these studies, structures of many novel milk oligosaccharides were elucidated. At least 13 core oligosaccharides were found in these oligosaccharides. By adding alpha-fucosyl residues and sialic acid residues to these core oligosaccharides, more than one hundred oligosaccharides were formed. All these oligosaccharides contain lactose at their reducing termini. This evidence, together with the deletion phenomena found in the milk oligosaccharides of non-secretor and Lewis negative individuals, suggested that the oligosaccharides are formed from lactose by the concerted action of glycosyltransferases, which are responsible for elongation and branching of the Galbeta1-4GlcNAc group in the sugar chains of glycoconjugates on the surface of epithelial cells. Therefore, oligosaccharides in human milk could include many structures, starting from the Galbeta1-4GlcNAc group in the sugar chains of various glycoconjugates. Many lines of evidence recently indicated that virulent enteric bacteria and viruses start their infection by binding to particular sugar chains of glycoconjugates on the target cell surfaces. Therefore, milk oligosaccharides could be useful for developing drugs, which inhibit the infection of bacteria and viruses.

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Year:  2010        PMID: 20689231      PMCID: PMC3066539          DOI: 10.2183/pjab.86.731

Source DB:  PubMed          Journal:  Proc Jpn Acad Ser B Phys Biol Sci        ISSN: 0386-2208            Impact factor:   3.493


  81 in total

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Authors:  S Schulz; C K Green; P S Yuen; D L Garbers
Journal:  Cell       Date:  1990-11-30       Impact factor: 41.582

2.  Isolation and structural analysis of three new disialylated oligosaccharides from human milk.

Authors:  G Grönberg; P Lipniunas; T Lundgren; F Lindh; B Nilsson
Journal:  Arch Biochem Biophys       Date:  1990-05-01       Impact factor: 4.013

3.  Occurrence of tetra- and pentasaccharides with the sialyl-Le(a) structure in human milk.

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Journal:  J Biol Chem       Date:  1990-03-25       Impact factor: 5.157

4.  Separation of human milk oligosaccharides by recycling chromatography. First isolation of lacto-N-neo-difucohexaose II and 3'-Galactosyllactose from this source.

Authors:  A S Donald; J Feeney
Journal:  Carbohydr Res       Date:  1988-07-15       Impact factor: 2.104

5.  Isolation of monosialyated oligosaccharides from human milk and structural analysis of three new compounds.

Authors:  G Grönberg; P Lipniunas; T Lundgren; K Erlansson; F Lindh; B Nilsson
Journal:  Carbohydr Res       Date:  1989-08-15       Impact factor: 2.104

6.  Three novel oligosaccharides with the sialyl-Lea structure in human milk: isolation by immunoaffinity chromatography.

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Journal:  Biochemistry       Date:  1989-10-31       Impact factor: 3.162

7.  A novel sialylfucopentaose in human milk. Presence of this oligosaccharide is not dependent on expression of the secretor or Lewis fucosyltransferases.

Authors:  D F Smith; P A Prieto; D K McCrumb; W C Wang
Journal:  J Biol Chem       Date:  1987-09-05       Impact factor: 5.157

8.  T84 cell receptor binding and guanyl cyclase activation by Escherichia coli heat-stable toxin.

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Journal:  Am J Physiol       Date:  1987-12

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Journal:  Biol Chem Hoppe Seyler       Date:  1988-04

10.  Phorbol esters enhance the cyclic GMP response of T84 cells to the heat-stable enterotoxin of Escherichia coli (STa).

Authors:  C S Weikel; C L Spann; C P Chambers; J K Crane; J Linden; E L Hewlett
Journal:  Infect Immun       Date:  1990-05       Impact factor: 3.441

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  74 in total

1.  The human milk oligosaccharide disialyllacto-N-tetraose prevents necrotising enterocolitis in neonatal rats.

Authors:  Evelyn Jantscher-Krenn; Monica Zherebtsov; Caroline Nissan; Kerstin Goth; Yigit S Guner; Natasha Naidu; Biswa Choudhury; Anatoly V Grishin; Henri R Ford; Lars Bode
Journal:  Gut       Date:  2011-12-03       Impact factor: 23.059

2.  Physiology of consumption of human milk oligosaccharides by infant gut-associated bifidobacteria.

Authors:  Sadaki Asakuma; Emi Hatakeyama; Tadasu Urashima; Erina Yoshida; Takane Katayama; Kenji Yamamoto; Hidehiko Kumagai; Hisashi Ashida; Junko Hirose; Motomitsu Kitaoka
Journal:  J Biol Chem       Date:  2011-08-09       Impact factor: 5.157

3.  Identification of Oligosaccharides in Feces of Breast-fed Infants and Their Correlation with the Gut Microbial Community.

Authors:  Jasmine C C Davis; Sarah M Totten; Julie O Huang; Sadaf Nagshbandi; Nina Kirmiz; Daniel A Garrido; Zachery T Lewis; Lauren D Wu; Jennifer T Smilowitz; J Bruce German; David A Mills; Carlito B Lebrilla
Journal:  Mol Cell Proteomics       Date:  2016-07-19       Impact factor: 5.911

Review 4.  Overcoming the limited availability of human milk oligosaccharides: challenges and opportunities for research and application.

Authors:  Lars Bode; Nikhat Contractor; Daniela Barile; Nicola Pohl; Anthony R Prudden; Geert-Jan Boons; Yong-Su Jin; Stefan Jennewein
Journal:  Nutr Rev       Date:  2016-10       Impact factor: 7.110

5.  Lactation stage-related expression of sialylated and fucosylated glycotopes of human milk α-1-acid glycoprotein.

Authors:  Magdalena Orczyk-Pawiłowicz; Lidia Hirnle; Marta Berghausen-Mazur; Iwona M Kątnik-Prastowska
Journal:  Breastfeed Med       Date:  2014-06-03       Impact factor: 1.817

6.  Chemoenzymatic Synthesis of a Library of Human Milk Oligosaccharides.

Authors:  Zhongying Xiao; Yuxi Guo; Yunpeng Liu; Lei Li; Qing Zhang; Liuqing Wen; Xuan Wang; Shukkoor Muhammed Kondengaden; Zhigang Wu; Jun Zhou; Xuefeng Cao; Xu Li; Cheng Ma; Peng George Wang
Journal:  J Org Chem       Date:  2016-06-29       Impact factor: 4.354

Review 7.  Harnessing glycoenzyme engineering for synthesis of bioactive oligosaccharides.

Authors:  Mounir Benkoulouche; Régis Fauré; Magali Remaud-Siméon; Claire Moulis; Isabelle André
Journal:  Interface Focus       Date:  2019-02-15       Impact factor: 3.906

8.  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).

Authors:  Yuri Mineguchi; Midori Miyoshi; Epi Taufik; Ayumi Kawamura; Takuya Asakawa; Isao Suzuki; Kousaku Souma; Michiko Okubo; Tadao Saito; Kenji Fukuda; Sadaki Asakuma; Tadasu Urashima
Journal:  Glycoconj J       Date:  2018-11-22       Impact factor: 2.916

9.  Synthesis of fucosyl-N-acetylglucosamine disaccharides by transfucosylation using α-L-fucosidases from Lactobacillus casei.

Authors:  Jesús Rodríguez-Díaz; Rodrigo J Carbajo; Antonio Pineda-Lucena; Vicente Monedero; María J Yebra
Journal:  Appl Environ Microbiol       Date:  2013-03-29       Impact factor: 4.792

10.  Human DC-SIGN binds specific human milk glycans.

Authors:  Alexander J Noll; Ying Yu; Yi Lasanajak; Geralyn Duska-McEwen; Rachael H Buck; David F Smith; Richard D Cummings
Journal:  Biochem J       Date:  2016-03-14       Impact factor: 3.857

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