Overcoming the limited availability of human milk oligosaccharides: Challenges and opportunities for research and application

Nutrition Reviews

Volumn 74, Issue 10, 2016, Pages 635-644

  Bode, Lars ^a   Contractor, Nikhat ^b   Barile, Daniela ^c   Pohl, Nicola ^d   Prudden, Anthony R ^e   Boons, Geert Jan ^e   Jin, Yong Su ^f   Jennewein, Stefan ^g  

^a UNIVERSITY OF CALIFORNIA SAN DIEGO   (United States)

^b Metagenics Inc   (United States)

^c UNIVERSITY OF CALIFORNIA   (United States)

^d INDIANA UNIVERSITY   (United States)

^e UNIVERSITY OF GEORGIA   (United States)

^f University of Illinois at Urbana Champaign   (United States)

^g Jennewein Biotechnologie GmbH   (Germany)

Author keywords

Bioengineering; Carbohydrates; Human milk oligosaccharides; Milk; Pediatrics; Synthesis

Indexed keywords

HUMAN MILK OLIGOSACCHARIDE; OLIGOSACCHARIDE; UNCLASSIFIED DRUG;

ARTICLE; ARTIFICIAL MILK; BREAST MILK; CHILD HEALTH; HUMAN; IN VITRO STUDY; IN VIVO STUDY; ISOLATION; MATERNAL WELFARE; METABOLIC ENGINEERING; MILK PRODUCTION; NONHUMAN; ANIMAL; BACTERIUM; BIOSYNTHESIS; CHEMISTRY; GENETIC ENGINEERING; GENETICS; INFANT; INFANT NUTRITION; MEDICAL RESEARCH; METABOLISM; NEWBORN; NUTRITIONAL VALUE; PHYSIOLOGY;

ANIMALS; BACTERIA; BIOMEDICAL RESEARCH; GENETIC ENGINEERING; HUMANS; INFANT; INFANT FORMULA; INFANT NUTRITIONAL PHYSIOLOGICAL PHENOMENA; INFANT, NEWBORN; MILK, HUMAN; NUTRITIVE VALUE; OLIGOSACCHARIDES;

EID: 84994479821     PISSN: 00296643     EISSN: 17534887     Source Type: Journal    
DOI: 10.1093/nutrit/nuw025     Document Type: Article

References (58)

1. Kunz C. Historical aspects of human milk oligosaccharides. Adv Nutr. 2012;3:430S-439S.
2. Bode L. Human milk oligosaccharides: every baby needs a sugar mama. Glycobiology. 2012;22:1147-1162.
3. Kobata A. Structures and application of oligosaccharides in human milk. Proc Jpn Acad Ser B Phys Biol Sci. 2010;86:731-747.
4. Coppa GV, Pierani P, Zampini L, et al. Oligosaccharides in human milk during different phases of lactation. Acta Paediatr. 1999;88:89-94.
5. Gabrielli O, Zampini L, Galeazzi T, et al. Preterm milk oligosaccharides during the first month of lactation. Pediatrics. 2011;128:e1520-e1531.
6. Newburg DS, Shen Z, Warren CD. Quantitative analysis of human milk oligosaccharides by capillary electrophoresis. Adv Exp Med Biol. 2000;478:381-382.
7. Chaturvedi P, Warren CD, Altaye M, et al. Fucosylated human milk oligosaccharides vary between individuals and over the course of lactation. Glycobiology. 2001;11:365-372.
8. Davidson B, Meinzen-Derr JK, Wagner CL, et al. Fucosylated oligosaccharides in human milk in relation to gestational age and stage of lactation. Adv Exp Med Biol. 2004;554:427-430.
9. Morrow AL, Ruiz-Palacios GM, Altaye M, et al. Human milk oligosaccharides are associated with protection against diarrhea in breast-fed infants. J Pediatr. 2004;145:297-303.
10. Kuhn L, Kim HY, Hsiao L, et al. Oligosaccharide composition of breast milk influences survival of uninfected children born to HIV-infected mothers in Lusaka, Zambia. J Nutr. 2015;145:66-72.
11. Alderete TL, Autran C, Brekke BE, et al. Associations between human milk oligosaccharides and infant body composition in the first 6 mo of life. Am J Clin Nutr. 2015;102:1381-1388.
12. Charbonneau MR, O'Donnell D, Blanton LV, et al. Sialylated milk oligosaccharides promote microbiota-dependent growth in models of infant undernutrition. Cell. 2016;164:859-871.
13. Urashima T, Asakuma S, Leo F, et al. The predominance of type I oligosaccharides is a feature specific to human breastmilk. Adv Nutr. 2012;3:473S-482S.
14. Urashima T, Saito T, Nakamura T, et al. Oligosaccharides of milk and colostrum in non-human mammals. Glycoconj J. 2001;18:357-371.
15. Goto K, Fukuda K, Senda A, et al. Chemical characterization of oligosaccharides in the milk of six species of New and Old World monkeys. Glycoconj J. 2010;27:703-715.
16. Obermeier S, Rudloff S, Pohlentz G, et al. Secretion of 13C-labelled oligosaccharides into human milk and infant's urine after an oral [13C]galactose load. Isotopes Environ Health Stud. 1999;35:119-125.
17. Dotz V, Rudloff S, Blank D, et al. 13C-labeled oligosaccharides in breastfed infants' urine: individual-, structure-and time-dependent differences in the excretion. Glycobiology. 2014;24:185-194.
18. Goehring KC, Kennedy AD, Prieto PA, et al. Direct evidence for the presence of human milk oligosaccharides in the circulation of breastfed infants. PLoS One. 2014;9:e101692. doi:10.1371/journal.pone.0101692.
19. Jantscher-Krenn E, Marx C, Bode L. Human milk oligosaccharides are differentially metabolised in neonatal rats. Br J Nutr. 2013;110:640-650.
20. Fransen CT, Van Laere KM, van Wijk AA, et al.αD-Glcp-(1$1)-b-D-Galp-containing oligosaccharides, novel products from lactose by the action of β-galactosidase. Carbohydr Res. 1998;314:101-114.
21. Roberfroid MB. Introducing inulin-type fructans. Br J Nutr. 2005;93(suppl 1):S13-S25.
22. Marino K, Lane JA, Abrahams JL, et al. Method for milk oligosaccharide profiling by 2-aminobenzamide labelling and hydrophilic interaction chromatography. Glycobiology. 2011;21:1317-1330.
23. Sundekilde UK, Barile D, Meyrand M, et al. Natural variability in bovine milk oligosaccharides from Danish Jersey and Holstein-Friesian breeds. J Agric Food Chem. 2012;60:6188-6196.
24. Aldredge DL, Geronimo MR, Hua S, et al. Annotation and structural elucidation of bovine milk oligosaccharides and determination of novel fucosylated structures. Glycobiology. 2013;23:664-676.
25. Global Whey Protein Market-Growth, Trends And Forecast (2015-2020). Mordor Intelligence website. http://www.mordorintelligence.com/industry-reports/globalwhey-protein-market-industry. Published September 2015. Accessed September 7, 2015.
26. Barile D, Tao N, Lebrilla CB, et al. Permeate from cheese whey ultrafiltration is a source of milk oligosaccharides. Int Dairy J. 2009;19:524-530.
27. Thum C, Cookson A, McNabb WC, et al. Composition and enrichment of caprine milk oligosaccharides from New Zealand Saanen goat cheese whey. J Food Compost Anal 2015;42:30-37.
28. Ganesh NV, Fujikawa K, Tan YH, et al. HPLC-assisted automated oligosaccharide synthesis. Org Lett. 2012;14:3036-3039.
29. Nokami T, Hayashi R, Saigusa Y, et al. Automated solution-phase synthesis of oligosaccharides via iterative electrochemical assembly of thioglycosides. Org Lett. 2013;15:4520-4523.
30. Plante OJ, Palmacci ER, Seeberger PH. Automated solid-phase synthesis of oligosaccharides. Science. 2001;291:1523-1527.
31. Tang SL, Pohl NL. Automated solution-phase synthesis of β-1,4-mannuronate and b-1,4-mannan. Org Lett. 2015;17:2642-2645.
32. Hsu CH, Hung SC, Wu CY, et al. Toward automated oligosaccharide synthesis. Angew Chem Int Ed Engl. 2011;50:11872-11923.
33. Furuike T, Yamada K, Ohta, T, et al. An efficient synthesis of a biantennary sialooligosaccharide analog using a 1,6-anhydro-b-lactose derivative as a key synthetic block. Tetrahedron. 2003;59:5105-5113.
34. Fair RJ, Hahm HS, Seeberger PH. Combination of automated solid-phase and enzymatic oligosaccharide synthesis provides access to a(2,3)-sialylated glycans. Chem Commun. 2015;51:6183-6185.
35. Sugiarto G, Lau K, Li Y, et al. Decreasing the sialidase activity of multifunctional Pasteurella multocida a2-3-sialyltransferase 1 (PmST1) by site-directed mutagenesis. Mol Biosys. 2011;7:3021-3027.
36. Yao W, Yan J, Chen X, et al. Chemoenzymatic synthesis of lacto-N-tetrasaccharide and sialyl lacto-N-tetrasaccharides. Carbohydrate Res. 2015;401:5-10.
37. Yu H, Thon V, Lau K, et al. Highly efficient chemoenzymatic synthesis of b1-3-linked galactosides. Chem Commun. 2010;46:7507-7509.
38. Chen C, Zhang Y, Xue M, et al. Sequential one-pot multienzyme (OPME) synthesis of lacto-N-neotetraose and its sialyl and fucosyl derivatives. Chem Commun. 2015;51:7689-7692.
39. Kajihara Y, Yamamoto T, Nagae H, et al. Novelα2,6-sialyltransferase: transfer of sialic acid to fucosyl and sialyl trisaccharides. J Org Chem. 1996;61:8632-8635.
40. Prudden AR, Chinoy ZS, Wolfert MA, et al. A multifunctional anomeric linker for the chemoenzymatic synthesis of complex oligosaccharides. Chem Commun (Cambridge). 2014;50:7132-7135.
41. Baumgärtner F, Seitz L, Sprenger GA, et al. Construction of Escherichia coli strains with chromosomally integrated expression cassettes for the synthesis of 2'-fucosyllactose. Microb Cell Fact. 2013;12:40. doi:10.1186/1475-2859-12-40.
42. Chin YW, Kim JY, Lee WH, et al. Enhanced production of 2'-fucosyllactose in engineered Escherichia coli BL21star(DE3) by modulation of lactose metabolism and fucosyltransferase. J Biotechnol. 2015;210:107-115.
43. Lee WH, Pathanibul P, Quarterman J, et al. Whole cell biosynthesis of a functional oligosaccharide, 2'-fucosyllactose, using engineered Escherichia coli. Microb Cell Fact. 2012;11:48. doi:10.1186/1475-2859-11-48.
44. Tonetti M, Sturla L, Bisso A, et al. Synthesis of GDP-L-fucose by the human FX protein. J Biol Chem. 1996;271:27274-27279.
45. Stevenson G, Andrianopoulos K, Hobbs M, et al. Organization of the Escherichia coli K-12 gene cluster responsible for production of the extracellular polysaccharide colanic acid. J Bacteriol. 1996;178:4885-4893.
46. Becker DJ, Lowe JB. Fucose: biosynthesis and biological function in mammals. Glycobiology. 2003;13:41R-53R.
47. Engels L, Elling L. WbgL: a novel bacterial a1,2-fucosyltransferase for the synthesis of 2'-fucosyllactose. Glycobiology. 2014;24:170-178.
48. Shao J, Li M, Jia Q, et al. Sequence of Escherichia coli O128 antigen biosynthesis cluster and functional identification of anα1,2-fucosyltransferase. FEBS Lett. 2003;553:99-103.
49. Drouillard S, Mine T, Kajiwara H, et al. Efficient synthesis of 6'-sialyllactose, 6,6'-disialyllactose, and 6'-KDO-lactose by metabolically engineered E. coli expressing a multifunctional sialyltransferase from the Photobacterium sp. JT-ISH-224. Carbohydrate Res. 2010;345:1394-1399.
50. Baumgärtner F, Conrad J, Sprenger GA, et al. Synthesis of the human milk oligosaccharide lacto-N-tetraose in metabolically engineered, plasmid-free E. coli. Chembiochem 2014;15:1896-1900.
51. Baumgärtner F, Sprenger GA, Albermann C. Galactose-limited fed-batch cultivation of Escherichia coli for the production of lacto-N-tetraose. Enzyme Microbial Technol. 2015;75-76:37-43.
52. Doudna JA, Charpentier E. Genome editing. The new frontier of genome engineering with CRISPR-Cas9. Science. 2014;346:1258096. doi:10.1126/science.1258096.
53. Jennewein S, Helfrich M, inventors; Jennewein Biotechnologie Gmbh, assignee. Process for efficient purification of neutral human milk oligosaccharides (HMOs) from microbial fermentation. 2015. European patent application PCT/EP2014/079212 July 23, 2015.
54. Jennewein S, inventor Jennewein Biotechnologie Gmbh, assignee. Process for purification of a neutral human milk oligosaccharide using simulated moving bed chromatography. 2015. European patent application PCT/EP2014/071145. April 9, 2015.
55. Dékany G, Agoston K, Bajza I, et al., inventors; Glycom A/S, assignee. Synthesis of 2'-fucosyllactose. 2015. European patent application PCT/EP2010/054607. October 14, 2010.
56. Bajza I, Dekany G, Agoston K, et al., inventors; Glycom, A/S, assignee. A method for preparation of the tetrasaccharide lacto-N-neotetraose (LNnT) containing Nacetyllactosamine. rfseq 2011 European patent application PCT/DK2011/050053. August 25, 2011.
57. Marriage BJ, Buck RH, Goehring KC, et al. Infants fed a lower calorie formula with 2'FL show growth and 2'FL uptake like breast-fed infants. J Pediatr Gastroenterol Nutr. 2015;61:649-658.
58. Scott KP, Gratz SW, Sheridan PO, et al. The influence of diet on the gut microbiota. Pharmacol Res. 2013;69:52-60.