Human milk oligosaccharides and Lewis blood group: Individual high-throughput sample profiling to enhance conclusions from functional studies

Advances in Nutrition

Volumn 3, Issue 3, 2012, Pages

  Blank, Dennis ^a   Dotz, Viktoria ^a   Geyer, Rudolf ^a   Kunz, Clemens ^a  

^a JUSTUS LIEBIG UNIVERSITY   (Germany)

Author keywords

[No Author keywords available]

Indexed keywords

EPITOPE; OLIGOSACCHARIDE;

BIOSYNTHESIS; BLOOD; BLOOD GROUP LEWIS SYSTEM; BREAST MILK; CHEMISTRY; GENETICS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HIGH THROUGHPUT SCREENING; HUMAN; IMMUNOLOGY; INFANT; MASS SPECTROMETRY; METABOLISM; METHODOLOGY; PHENOTYPE; REPRODUCIBILITY; REVIEW;

CHROMATOGRAPHY, HIGH PRESSURE LIQUID; EPITOPES; HIGH-THROUGHPUT SCREENING ASSAYS; HUMANS; INFANT; LEWIS BLOOD-GROUP SYSTEM; MILK, HUMAN; OLIGOSACCHARIDES; PHENOTYPE; REPRODUCIBILITY OF RESULTS; SPECTROMETRY, MASS, MATRIX-ASSISTED LASER DESORPTION-IONIZATION;

EID: 84866629596     PISSN: 21618313     EISSN: 21565376     Source Type: Journal    
DOI: 10.3945/an.111.001446     Document Type: Article

References (95)

1. Urashima T, Asakuma S, Leo F, Fukuda K, Messer M, Oftedal OT. Possible significance of the predominance of type I oligosaccharides, a feature specific to human breast milk. Adv Nutr.
2. Thurl S, Munzert M, Henker J, Boehm G, Müller-Werner B, Jelinek J, Stahl B. Variation of human milk oligosaccharides in relation to milk groups and lactational periods. Br J Nutr. 2010;104:1261-71.
3. 13C-labelled milk oligosaccharides in breastfed infants. Br J Nutr. 2011.
4. Kunz C, Rudloff S, Baier W, Klein N, Strobel S. Oligosaccharides in human milk:structural, functional, and metabolic aspects. Annu Rev Nutr. 2000;20:699-722.
5. Bode L. Human milk oligosaccharides:prebiotics and beyond. Nutr Rev. 2009;67:Suppl 2:S183-91.
6. Erney R, Hilty M, Pickering L, Ruiz-Palacios G, Prieto P. Human milk oligosaccharides:a novel method provides insight into human genetics. Adv Exp Med Biol. 2001;501:285-97.
7. Kobata A. Structures and application of oligosaccharides in human milk. Proc Jpn Acad, Ser B, Phys Biol Sci. 2010;86:731-47.
8. Race RR, Sanger R. Blood groups in man. 6th ed. Oxford:Blackwell Scientific Publications; 1975. p. 585-8
9. Grubb R. Correlation between Lewis blood group and secretor character in man. Nature. 1948;162:933.
10. Schiff F, Sasaki H. Der Ausscheidungstypus, ein auf serologischem Wege nachweisbares mendelndes Merkmal. Klin Wochenschr. 1932; 11:1426-9.
11. Morrow AL, Meinzen-Derr J, Huang P, Schibler KR, Cahill T, Keddache M, Kallapur SG, Newburg DS, Tabangin M, Warner BB, et al. Fucosyltransferase 2 non-secretor and low secretor status predicts severe outcomes in premature infants. J Pediatr. 2011;158:745-51.
12. Newburg DS, Ruiz-Palacios GM, Altaye M, Chaturvedi P, Meinzen-Derr J, Guerrero Mde L, Morrow AL. Innate protection conferred by fucosylated oligosaccharides of human milk against diarrhea in breastfed infants. Glycobiology. 2004;14:253-63.
13. Liu L, Telford JE, Knezevic A, Rudd PM. High-throughput glycoanalytical technology for systems glycobiology. Biochem Soc Trans. 2010;38:1374-7.
14. Rakus JF, Mahal LK. New technologies for glycomic analysis:toward a systematic understanding of the glycome. Annu Rev Anal Chem (Palo Alto Calif). 2011;4:367-92.
15. Ruhaak LR, Hennig R, Huhn C, Borowiak M, Dolhain RJ, Deelder AM, Rapp E, Wuhrer M. Optimized workflow for preparation of APTSlabeled N-glycans allowing high-throughput analysis of human plasma glycomes using 48-channel multiplexed CGE-LIF. J Proteome Res. 2010; 9:6655-64.
16. Urashima T, Fukuda K, Kitaoka M, Ohnighi M, Terabayashi T, Kobata A. Milk oligosaccharides. New York:Nova Science Publishers, Inc.; 2011.
17. Wu S, Tao N, German JB, Grimm R, Lebrilla CB. The development of an annotated library of neutral human milk oligosaccharides. J Proteome Res. 2010;9:4138-51.
18. Brew K, Hill RL. Lactose biosynthesis. Rev Physiol Biochem Pharmacol. 1975;72:105-58.
19. Brockhausen I. Biosynthesis. Biosynthesis of O-glycans of the Nacetylglucosamine-a-Ser/Thr linkage type. In:Glycoproteins. Montreuil J, Vliegenthart J, Schachter H, editors. Amsterdam:Elsevier Ltd.; 1995. p. 201-50.
20. Roth J. Biosynthesis 4c. Compartmentation of glycoprotein biosynthesis. In:Glycoproteins. Montreuil J, Vliegenthart J, Schachter H, editors. Amsterdam:Elsevier Ltd.; 1995. p. 287-312.
21. McManaman JL, Neville MC. Mammary physiology and milk secretion. Adv Drug Deliv Rev. 2003;55:629-41.
22. Almeida R, Amado M, David L, Levery SB, Holmes EH, Merkx G, van Kessel AG, Rygaard E, Hassan H, Bennett E, et al. A family of human β4-galactosyltransferases. Cloning and expression of two novel UDP galactose: β-N-acetylglucosamine β1, 4-galactosyltransferases, β4Gal-T2 and β4Gal-T3. J Biol Chem. 1997;272:31979-91.
23. Sasaki K, Kurata-Miura K, Ujita M, Angata K, Nakagawa S, Sekine S, Nishi T, Fukuda M. Expression cloning of cDNA encoding a human β-1,3-Nacetylglucosaminyltransferase that is essential for poly-N-acetyllactosamine synthesis. Proc Natl Acad Sci U S A. 1997;94:14294-9.
24. Khare DP, Ole H, Lemieux RU. The synthesis of monodeoxy derivatives of lacto-N-biose I and N-acetyl-lactosamine to serve as substrates for the differentiation of α-l-fucosyl transferases. Carbohydr Res. 1985;136:285-308.
25. Eppenberger-Castori S, Lötscher H, Finne J. Purification of the Nacetylglucosaminide α(1-3/4)fucosyltransferase of human milk. Glycoconj J. 1989;6:101-14.
26. Koda Y, Soejima M, Kimura H. The polymorphisms of fucosyltransferases. Leg Med (Tokyo). 2001;3:2-14.
27. Betteridge A, Watkins WM. Variant forms of α-2-L-fucosyltransferase in human submaxillary glands from blood group ABH "Secretor" and "Non-secretor" individuals. Glycoconj J. 1985;2:61-78.
28. Shen L, Grollman EF, Ginsburg V. An enzymatic basis for secretor status and blood group substance specificity in humans. Proc Natl Acad Sci U S A. 1968;59:224-30.
29. Watkins WM. Molecular basis of antigenic specificity in the ABO, H and Lewis blood-group systems. In:Glycoproteins. Montreuil J, Vliegenthart J, Schachter H, editors. Amsterdam:Elsevier Science B.V.; 1995. p. 313-90.
30. b blood-group characters and ABH secretor status. Biochem Biophys Res Commun. 1969;34:835-42.
31. Le Pendu J, Cartron JP, Lemieux RU, Oriol R. The presence of at least two different H-blood-group-related β-D-gal α-2-L-fucosyltransferases in human serum and the genetics of blood group H substances. Am J Hum Genet. 1985;37:749-60.
32. Daniels G. Human blood Groups. 2nd ed. Hoboken:Wiley-Blackwell; 2002. p. 7-98
33. Bhende YM, Deshpande CK, Bhatia HM, Sanger R, Race RR, Morgan WT, Watkins WMA. "new" blood group character related to the ABO system. Lancet. 1952;1:903-4.
34. Marionneau S, Cailleau-Thomas A, Rocher J, Le Moullac-Vaidye B, Ruvoën N, Clemént M, Le Pendu J. ABH and Lewis histo-blood group antigens, a model for the meaning of oligosaccharide diversity in the face of a changing world. Biochimie. 2001;83:565-73.
35. Lane JA, Mehra RK, Carrington SD, Hickey RM. The food glycome:a source of protection against pathogen colonization in the gastrointestinal tract. Int J Food Microbiol. 2010;142:1-13.
36. Kunz C, Bode L, Rudloff S. Genetic variability of human milk oligosaccharides: Are there biological consequences? In:Nestlé nutrition workshop series, Genetic expression and nutrition. Bachmann C, and Koletzko B. Vevey:Les Presses de la Venoge; 2003. p 21-2.
37. Garrido D, Kim JH, German JB, Raybould HE, Mills DA. Oligosaccharide binding proteins from Bifidobacterium longum subsp. infantis reveal a preference for host glycans. PLoS ONE. 2011;6:e17315.
38. Ruiz-Palacios GM, Cervantes LE, Ramos P, Chavez-Munguia B, Newburg DS. Campylobacter jejuni binds intestinal H(O) antigen (Fucα1, 2Galβ1, 4GlcNAc), and fucosyloligosaccharides of human milk inhibit its binding and infection. J Biol Chem. 2003;278:14112-20.
39. Morrow AL, Ruiz-Palacios GM, AltayeM, Jiang X, Guerrero ML,Meinzen-Derr JK, Farkas T, Chaturvedi P, Pickering LK, Newburg DS.Humanmilk oligosaccharides are associated with protection against diarrhea in breastfed infants. J Pediatr. 2004;145:297-303.
40. McGovern DP, Jones MR, Taylor KD, Marciante K, Yan X, Dubinsky M, Ippoliti A, Vasiliauskas E, Berel D, Derkowski C, et al. Fucosyltransferase 2 (FUT2) non-secretor status is associated with Crohn's disease. Hum Mol Genet. 2010;19:3468-76.
41. Hanfland P, Graham HA. Immunochemistry of the Lewis-blood-group system:partial characterization of Le(a)-, Le(b)-, and H-type 1 (LedH)-blood-group active glycosphingolipids from human plasma. Arch Biochem Biophys. 1981;210:383-95.
42. Ramsey G, Sherman LA. Blood component recalls in the United States, 1998. Transfusion. 2000;40:253-4.
43. Larson G, Falk P, Hynsjö P, Midtvedt A, Midtvedt T. Faecal excretion of glycosphingolipids of breast-fed and formula-fed infants. Microb Ecol Health Dis. 1990;3:305-19.
44. Pang KY, Bresson JL, Walker WA. Development of gastrointestinal surface. VIII. Lectin identification of carbohydrate differences. Am J Physiol. 1987;252:G685-91.
45. Albrecht S, Schols HA, van Zoeren D, van Lingen RA, Groot Jebbink LJ, van den Heuvel EG, Voragen AG, Gruppen H. Oligosaccharides in feces of breast-and formula-fed babies. Carbohydr Res. 2011;346:2173-81.
46. Kuntz S, Kunz C, Rudloff S. Oligosaccharides from human milk induce growth arrest via G2/M by influencing growth-related cell cycle genes in intestinal epithelial cells. Br J Nutr. 2009;101:1306-15.
47. Albrecht S, Schols HA, van den Heuvel EG, Voragen AG, Gruppen H. Occurrence of oligosaccharides in feces of breast-fed babies in their first six months of life and the corresponding breast milk. Carbohydr Res. 2011;346:2540-50.
48. Lundblad A. The persistence of milk oligosaccharides in the gastrointestinal tract of infants. In:New perspectives in infant nutrition. Renner B, Sawatzki G, editors. Stuttgart/New York:Thieme; 1993. p. 66-73.
49. Mårild S, Jodal U, Hanson LA. Breastfeeding and urinary-tract infection. Lancet. 1990;336:942.
50. Stapleton A, Nudelman E, Clausen H, Hakomori S, Stamm WE. Binding of uropathogenic Escherichia coli R45 to glycolipids extracted from vaginal epithelial cells is dependent on histo-blood group secretor status. J Clin Invest. 1992;90:965-72.
51. Lundblad A. Oligosaccharides from human urine. Methods Enzymol. 1978;50:226-35.
52. b-active oligosaccharides in urine of pregnant and lactating women by radioimmunoassay. Eur J Biochem. 1979;93:431-5.
53. Rudloff S, Pohlentz G, Diekmann L, Egge H, Kunz C. Urinary excretion of lactose and oligosaccharides in preterm infants fed human milk or infant formula. Acta Paediatr. 1996;85:598-603.
54. b glycolipids in the plasma of a group O Le(a-b-) secretor. Glycoconj J. 1995;12:309-17.
55. Björk S, Breimer ME, Hansson GC, Karlsson KA, Leffler H. Structures of blood group glycosphingolipids of human small intestine. A relation between the expression of fucolipids of epithelial cells and the ABO, Le and Se phenotype of the donor. J Biol Chem. 1987;262:6758-65.
56. Henry SM, Oriol R, Samuelsson BE. Detection and characterization of Lewis antigens in plasma of Lewis-negative individuals. Evidence of chain extension as a result of reduced fucosyltransferase competition. Vox Sang. 1994;67:387-96.
57. Miller EB, Rosenfield RE, Vogel P, Haber G, Gibbel N. The Lewis blood factors in American Negroes. Am J Phys Anthropol. 1954;12:427-43.
58. b antigens in human saliva. Vox Sang. 1994;66:280-6.
59. Marcus DM, Cass LE. Glycosphingolipids with Lewis blood group activity: uptake by human erythrocytes. Science. 1969;164:553-5.
60. Sneath JS, Sneath PH. Transformation of the Lewis groups of human red cells. Nature. 1955;176:172.
61. Mollicone R, Reguigne I, Fletcher A, Aziz A, RustamM, Weston BW, Kelly RJ, Lowe JB,Oriol R. Molecular basis for plasma α(1,3)-fucosyltransferase gene deficiency (FUT6). J Biol Chem. 1994;269:12662-71.
62. Ørntoft TF, Holmes EH, Johnson P, Hakomori S, Clausen H. Differential tissue expression of the Lewis blood group antigens:enzymatic, immunohistologic, and immunochemical evidence for Lewis a and b antigen expression in Le(a-b-) individuals. Blood. 1991;77:1389-96.
63. Yazawa S, Oh-kawara H, Nakajima T, Hosomi O, Akamatsu S, Kishi K. Histo-blood group Lewis genotyping from human hairs and blood. Jpn J Hum Genet. 1996;41:177-88.
64. Hirano K, Kawa S, Oguchi H, Kobayashi T, Yonekura H, Ogata H, Homma T. Loss of Lewis antigen expression on erythrocytes in some cancer patients with high serum CA19-9 levels. J Natl Cancer Inst. 1987;79:1261-8.
65. Langkilde NC, Wolf H, Ørntoft TF. Lewis negative phenotype and bladder cancer. Lancet. 1990;335:926.
66. Makni S, Dalix AM, Caillard T, Compagnon B, Le Pendu J, Ayed K, Oriol R. Discordance between red cell and saliva Lewis phenotypes in patients with hydatid cysts. Exp Clin Immunogenet. 1987;4:136-43.
67. Needs ME, McCarthy DM, Barrett J. ABH and Lewis antigen and antibody expression after bone marrow transplantation. Acta Haematol. 1987;78:13-6.
68. Stigendal L, Olsson R, Rydberg L, Samuelsson BE. Blood group Lewis phenotype on erythrocytes and in saliva in alcoholic pancreatitis and chronic liver disease. J Clin Pathol. 1984;37:778-82.
69. b-active glycolipid in serum of pregnant women. Vox Sang. 1981;40:27-33.
70. Lawler SD, Marshall R. Lewis and secretor characters in infancy. Vox Sang. 1961;6:541-54.
71. Jordal K. The Lewis blood groups in children. Acta Pathol Microbiol Scand. 1956;39:399-406.
72. Henry S, Oriol R, Samuelsson B. Lewis histo-blood group system and associated secretory phenotypes. Vox Sang. 1995;69:166-82.
73. n profiling of oligosaccharides in human milk and feces of breast-fed babies. Electrophoresis. 2010;31:1264-73.
74. Blank D, Gebhardt S, Maass K, Lochnit G, Dotz V, Blank J, Geyer R, Kunz C. High-throughput mass finger printing and Lewis blood group assignment of human milk oligosaccharides. Anal Bioanal Chem. 2011; 401:2495-510.
75. Kobata A, Ginsburg V, Tsuda M. Oligosaccharides of human milk. I. Isolation and characterization. Arch Biochem Biophys. 1969;130:509-13.
76. Kunz C, Rudloff S, Hintelmann A, Pohlentz G, Egge H. High-pH anion-exchange chromatography with pulsed amperometric detection and molar response factors of human milk oligosaccharides. J Chromatogr B Biomed Appl. 1996;685:211-21.
77. Leo F, Asakuma S, Nakamura T, Fukuda K, Senda A, Urashima T. Improved determination of milk oligosaccharides using a single derivatization with anthranilic acid and separation by reversed-phase high-performance liquid chromatography. J Chromatogr A. 2009;1216:1520-3.
78. Mariño K, Lane JA, Abrahams JL, Struwe W, Harvey DJ, Marotta M, Hickey RM, Rudd PM. Method for milk oligosaccharide profiling by 2-aminobenzamide labelling and hydrophilic interaction chromatography (HILIC). Glycobiology. 2011;21:1317-30.
79. Niñonuevo MR, Perkins PD, Francis J, Lamotte LM, LoCascio RG, Freeman SL, Mills DA, German JB, Grimm R, Lebrilla CB. Daily variations in oligosaccharides of human milk determined by microfluidic chips and mass spectrometry. J Agric Food Chem. 2008;56:618-26.
80. Thurl S, Henker J, Siegel M, Tovar K, Sawatzki G. Detection of four human milk groups with respect to Lewis blood group dependent oligosaccharides. Glycoconj J. 1997;14:795-9.
81. Viverge D, Grimmonprez L, Cassanas G, Bardet L, Solere M. Discriminant carbohydrate components of human milk according to donor secretor types. J Pediatr Gastroenterol Nutr. 1990;11:365-70.
82. Yang H, Yu Y, Song F, Liu S. Structural Characterization of Neutral Oligosaccharides by Laser-Enhanced In-Source Decay of MALDI-FTICR MS. J Am Soc Mass Spectrom. 2011;22:845-55.
83. Mollicone R, Candelier JJ, Reguigne I, Couillin P, Fletcher A, Oriol R. Molecular genetics of α-L-fucosyltransferase genes (H, Se, Le, FUT4, FUT5 and FUT6). Transfus Clin Biol. 1994;1:91-7.
84. Stahl B, Thurl S, Henker J, Siegel M, Finke B, Sawatzki G. Detection of four human milk groups with respect to Lewis-blood-group-dependent oligosaccharides by serologic and chromatographic analysis. Adv Exp Med Biol. 2001;501:299-306.
85. Domon B, Costello CE. A systematic nomenclature for carbohydrate fragmentations in FAB-MS/MS spectra of glycoconjugates. Glycoconj J. 1988;5:397-409.
86. n after pyrene derivatization of variously fucosylated oligosaccharides with branched decaose cores from human milk. Glycobiology. 2009;19:601-14.
87. Broberg A. High-performance liquid chromatography/electrospray ionization ion-trap mass spectrometry for analysis of oligosaccharides derivatized by reductive amination and N,N-dimethylation. Carbohydr Res. 2007;342:1462-9.
88. Ferreira JA, Domingues MR, Reis A, Monteiro MA, Coimbra MA. Differentiation of isomeric Lewis blood groups by positive ion electrospray tandem mass spectrometry. Anal Biochem. 2010;397:186-96.
89. Niñonuevo MR, Park Y, Yin H, Zhang J, Ward RE, Clowers BH, German JB, Freeman SL, Killeen K, Grimm R, et al. A strategy for annotating the human milk glycome. J Agric Food Chem. 2006;54:7471-80.
90. n (part 1:methodology). J Am Soc Mass Spectrom. 2002a;13:1331-40.
91. n (part 2:application to isomeric mixtures). J Am Soc Mass Spectrom. 2002;13:1341-8.
92. Wu S, GrimmR,German JB, Lebrilla CB. Annotation and structural analysis of sialylated human milk oligosaccharides. J Proteome Res. 2011;10:856-68.
93. Yamagaki T, Suzuki H, Tachibana K. A comparative study of the fragmentation of neutral lactooligosaccharides in negative-ion mode by UV-MALDI-TOF and UV-MALDI ion-trap/TOF mass spectrometry. J Am Soc Mass Spectrom. 2006;17:67-74.
94. Ceroni A, Maass K, Geyer H, Geyer R, Dell A, Haslam SM. GlycoWorkbench: a tool for the computer-assisted annotation of mass spectra of glycans. J Proteome Res. 2008;7:1650-9.
95. Maass K, Ranzinger R, Geyer H, von der Lieth CW, Geyer R. "Glycopeakfinder"-de novo composition analysis of glycoconjugates. Proteomics. 2007;7:4435-44.