Milk oligosaccharides: Structural and technological aspects

International Dairy Journal

Volumn 16, Issue 11, 2006, Pages 1334-1340

  Mehra, R ^a   Kelly, P ^a  

^a TEAGASC FOOD RESEARCH CENTRE   (Ireland)

Author keywords

Analysis; Milk oligosaccharides; Production; Structure

Indexed keywords

DAIRY PRODUCTS; ELECTROPHORESIS; HEALTH CARE; LIQUID CHROMATOGRAPHY; PHYSIOLOGY; PRODUCTION; PROTEINS;

LARGE SCALE FRACTIONATION; MILK OLIGOSACCHARIDES; STRUCTURE;

POLYSACCHARIDES;

BOS TAURUS;

EID: 33748449286     PISSN: 09586946     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.idairyj.2006.06.008     Document Type: Review

References (36)

1. Alichanidis E., and Polychroniadou A. Special features of dairy products from ewe and goat milk from the physiochemical and organoleptic point of view. Production and utilization of ewe and goat milk. International Dairy Federation Bulletin, 9603 (1996), IDF, Brussels, Belgium 21-43
2. Aparna H.S., and Salimath P.V. Disialyl lactose from buffalo colostrum: Isolation and characterisation. Carbohydrate Research 268 (1995) 313-318
3. Boehm G., and Stahl B. Oligosaccharides. In: Mattila T., and Saarela M. (Eds). Functional dairy products (2003), Woodhead Publishing Limited, Cambridge, England 203-243
4. Broberg S., Broberg A., and Duus J.O. Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of oligosaccharides derivatized by reductive amination and N, N-dimethylation. Rapid Communications in Mass Spectrometry 14 19 (2000) 1801-1805
5. 1H NMR spectroscopy. Archives of Biochemistry and Biophysics 434 1 (2005) 116-127
6. Charlwood J., Tolson D., Dwek M., and Camilleri P. A detailed analysis of neutral and acidic carbohydrates in milk. Analytical Biochemistry 273 2 (1999) 261-277
7. Chaturvedi P., Warren C.D., Altaye M., Morrow A.L., Ruiz P.G., Pickering L.K., et al. Fucosylated human milk oligosaccharides vary between individuals and over the course of lactation. Glycobiology 11 5 (2001) 365-372
8. Dumon C., Samain E., and Priem B. Assessment of the two Helicobacter pylori alpha-1,3-fucosyltransferase ortholog genes for the large scale synthesis of LewisX human milk oligosaccharides by metabolically engineered E. coli. Biotechnology Progress 20 2 (2004) 412-419
9. Finke, B. (2000). 'Isolierung und charakterisierung von oligosacchariden aus humanen und tierischen milchen'. PhD. thesis, University of Giessen, Shaker Verlag, Aachen, Germany.
10. Gopal P.K., and Gill H.S. Oligosaccharides and glycoconjugates in bovine milk and colostrum. British Journal of Nutrition 84 Suppl. 1 (2000) S69-S74
11. GueUrardel Y., Morelle W., Plancke Y., Lemoine J., and Strecker G. Structural analysis of three sulfated oligosaccharides isolated from human milk. Carbohydrate Research 320 3&4 (1999) 230-238
12. Kelder B., Erney R., Kopchick J., Cummings R., and Prieto P. Glycoconjugates in human and transgenic animal milk. Advances in Experimental Medicine and Biology 501 (2001) 269-278
13. Kitagawa H., Nakada H., Numata Y., Kurosaka A., Fukui S., Funakoshi I., et al. Occurrence of tetra- and pentasaccharides with the sialyl-Lea structure in human milk. Journal of Biological Chemistry 265 9 (1990) 4859-4862
14. Kogelberg H., Piskarev V.E., Zhang Y., Lawson A.M., and Chai W. Determination by electrospray mass spectrometry and 1H-NMR spectroscopy of primary structures of variously fucosylated neutral oligosaccharides based on the iso-lacto-N-octaose core. European Journal of Biochemistry 271 6 (2004) 1172-1186
15. Kunz C., and Rudloff S. Health benefits of milk-derived carbohydrates. Bulletin of the International Dairy Federation 375 (2002) 72-79
16. Kunz C., Rudloff S., Baier W., Klien N., and Strobel S. Oligosaccharides in human milk: Structural, functional, and metabolic aspects. Annual Review of Nutrition 20 (2000) 699-722
17. Kunz C., Rudloff S., Hintelmann A., Pohlentz G., and Egge H. High-pH anion-exchange chromatography with pulsed amperometric detection and molar response factors of human milk oligosaccharides. Journal of Chromatography B 685 (1996) 211-221
18. Kunz C., Rudloff S., and Michaelsen K.F. Concentration of human milk oligosaccharides during late lactation. FASEB Journal 15 5 (2001) A986
19. Martin M.J., Martin-Sosa S., Garcia-Pardo L.A., and Hueso P. Distribution of bovine sialoglycoconjugates during lactation. Journal of Dairy Science 84 (2001) 995-1000
20. Martinez-Ferez A., Rudloff S., Guadix A., Henkel C.A., Pohlentz G., Boza J.J., et al. Goats' milk as a natural source of lactose-derived oligosaccharides: Isolation by membrane technology. International Dairy Journal 16 2 (2006) 173-181
21. Nakamura T., and Urashima T. The milk oligosaccharides of domestic farm animals. Trends in Glycoscience and Glycotechnology 16 88 (2004) 135-142
22. Nakano, T. (1998). Sialic acid in milk: Functions and applications to infant formula. In: Twentieth international dairy congress, Aarhus, Denmark, 21-24 September 1998. Aarhus, Denmark: Published by the Danish National Committee of the IDF.
23. Pelletier, M., Barker, W. A., Hakes, D. J., & Zopf, D. A. (2004). Methods for producing sialyloligosaccharides in a dairy source. US Patent no. 6,706,497.
24. Pfenninger A., Karas M., Finke B., and Stahl B. Structural analysis of underivatized neutral human milk oligosaccharides in the negative ion mode by nano-electrospray MS(n) (part 2: application to isomeric mixtures). Journal of the American Society for Mass Spectrometry 13 11 (2002) 1341-1348
25. Pfenninger A., Karas M., Finke B., Stahl B., and Sawatzki G. Mass spectrometric investigations of human milk oligosaccharides. Advances in Experimental Medicine and Biology 501 (2001) 279-284
26. Priem B., Gilbert M., Wakarchuk W.W., Heyraud A., and Samain E. A new fermentation process allows large-scale production of human milk oligosaccharides by metabolically engineered bacteria. Glycobiology 12 4 (2002) 235-240
27. Prieto P.A., Mukerji P., Kelder B., Erney R., Gonzalez D., Yun J.S., et al. Remodelling of mouse milk glycoconjugates by transgenic expression of a human glycosyltransferase. Journal of Biological Chemistry 270 49 (1995) 29515-29519
28. Saksena R., Deepak D., Khare A., Sahai R., Tripathi L.M., and Srivastava V.M.L. A novel pentasaccharide from immunostimulant oligosaccharide fraction of buffalo milk. Biochimica et Biophysica Acta 1428 (1999) 433-445
29. Sarney D.B., Hale C., Frankel G., and Vulfson E.N. A novel approach to the recovery of biologically active oligosaccharides from milk using a combination of enzymatic treatment and nanofiltration. Biotechnology and Bioengineering 69 4 (2000) 461-467
30. Shen Z., Warren C.D., and Newburg D.S. High-performance capillary electropheresis of sialylated oligosaccharides of human milk. Analytical Biochemistry 279 1 (2000) 37-45
31. Shen Z.J., Warren C.D., and Newburg D.S. Resolution of structural isomers of sialylated oligosaccharides by capillary electrophoresis. Journal of Chromatography A 921 2 (2001) 315-321
32. Tanaka R., and Matsumoto K. Recent progress on prebiotics in Japan, including galactooligosaccharides. Bulletin of the International Dairy Federation 336 (1998) 21-27
33. Thurl S., Mueller W.B., and Sawatzki G. Quantification of individual oligosaccharide compounds from human milk using high-pH anion-exchange chromatography. Analytical Biochemistry 235 2 (1996) 202-206
34. Thurl S., Offermanns J., Muller-Werner B., and Sawatzki G. Determination of neutral oligosaccharide fractions from human milk by gel permeation chromatography. Journal of Chromatography, Biomedical Applications 568 2 (1991) 291-300
35. Urashima T., Murata S., and Nakamura T. Structural determination of monosialyl trisaccharides obtained from caprine colostrum. Comparative Biochemistry Physiology 116B 4 (1997) 431-435
36. Urashima T., Saito T., Nakamura T., and Messer M. Oligosaccharides of milk and colostrum in non-human mammals. Glycoconjugate Journal 18 (2001) 357-371