Reassessment of the Acceptor Specificity and General Properties of the Lewis Blood-group Gene Associated Alpha-3/4-fucosyltransferase Purified from Human Milk

Overview

Journal Glycoconj J

Publisher Springer

Specialties Biochemistry
Endocrinology

Date 1992 Oct 1

PMID 1490104

Citations 13

Authors

P H Johnson

A S Donald

J Feeney

W M WATKINS

Affiliations

Soon will be listed here.

Abstract

The acceptor specificity and general properties of a Lewis blood-group gene associated alpha-3/4-L-fucosyltransferase isolated from human milk have been examined at the penultimate purification stage involving affinity chromatography on GDP-hexanolamine Sepharose, and after a subsequent gel filtration step on Sephacryl S-200. Both preparations transferred fucose to the O-4 position of N-acetylglucosamine in Type 1 (Gal beta 1-3GlcNAc-R) acceptors and the O-3 position of glucose in lactose-based (Gal beta 1-4Glc) oligosaccharides, and both used Type 1 sialylated compounds when the terminal N-acetylneuraminic acid was present in alpha-2,3 linkage. The striking difference between the two preparations was in their reactivity with Type 2 (Gal beta 1-4GlcNAc-R) chains; after Sephacryl S-200 chromatography the apparent KM values for the alpha-3/4- preparation with unsubstituted low-molecular-weight Type 2 oligosaccharides were considerably increased. Substitution of the terminal galactose with sialic acid in alpha-2,3 linkage decreased the KM values for low-molecular-weight oligosaccharides but no detectable incorporation of fucose was observed into N-acetyllactosamine end-groups of glycoproteins with N-linked oligosaccharide chains, irrespective of the presence of sialic acid in the terminal sequences.

Citing Articles

In silico analysis of the human milk oligosaccharide glycome reveals key enzymes of their biosynthesis.

McDonald A, Mariethoz J, Davey G, Lisacek F Sci Rep. 2022; 12(1):10846.

PMID: 35760821 PMC: 9237113. DOI: 10.1038/s41598-022-14260-4.

Targeted LC-ESI-MS characterization of human milk oligosaccharide diversity at 6 to 16 weeks post-partum reveals clear staging effects and distinctive milk groups.

Mank M, Hauner H, Heck A, Stahl B Anal Bioanal Chem. 2020; 412(25):6887-6907.

PMID: 32794008 PMC: 7496073. DOI: 10.1007/s00216-020-02819-x.

Highly sensitive CE-ESI-MS analysis of N-glycans from complex biological samples.

Lageveen-Kammeijer G, de Haan N, Mohaupt P, Wagt S, Filius M, Nouta J Nat Commun. 2019; 10(1):2137.

PMID: 31086181 PMC: 6513864. DOI: 10.1038/s41467-019-09910-7.

Imidazolium-labeled glycosides as probes to harness glycosyltransferase activity in human breast milk.

Sittel I, Galan M Org Biomol Chem. 2017; 15(17):3575-3579.

PMID: 28401975 PMC: 5708356. DOI: 10.1039/c7ob00550d.

Histo-blood group glycans in the context of personalized medicine.

Dotz V, Wuhrer M Biochim Biophys Acta. 2016; 1860(8):1596-607.

PMID: 26748235 PMC: 7117023. DOI: 10.1016/j.bbagen.2015.12.026.

References

Cuatrecasas P . Protein purification by affinity chromatography. Derivatizations of agarose and polyacrylamide beads. J Biol Chem. 1970; 245(12):3059-65. View

Skacel P, Edwards A, Harrison C, WATKINS W . Enzymic control of the expression of the X determinant (CD15) in human myeloid cells during maturation: the regulatory role of 6-sialytransferase. Blood. 1991; 78(6):1452-60. View

Johnson P, Yates A, WATKINS W . Human salivary fucosyltransferases : evidence for two distinct alpha-3-L-fucosyltransferase activities one or which is associated with the Lewis blood group Le gene. Biochem Biophys Res Commun. 1981; 100(4):1611-8. DOI: 10.1016/0006-291x(81)90703-8. View

REGE V, PAINTER T, WATKINS W, Morgan W . THREE NEW TRISACCHARIDES OBTAINED FROM HUMAN BLOOD-GROUP A, B, H AND LEA SUBSTANCES: POSSIBLE SUGAR SEQUENCES IN THE CARBOHYDRATE CHAINS. Nature. 1963; 200:532-4. DOI: 10.1038/200532a0. View

Springer T, Lasky L . Cell adhesion. Sticky sugars for selectins. Nature. 1991; 349(6306):196-7. DOI: 10.1038/349196a0. View

Macher B, Buehler J, Scudder P, Knapp W, Feizi T . A novel carbohydrate, differentiation antigen on fucogangliosides of human myeloid cells recognized by monoclonal antibody VIM-2. J Biol Chem. 1988; 263(21):10186-91. View

Fukushi Y, Nudelman E, Levery S, Hakomori S, Rauvala H . Novel fucolipids accumulating in human adenocarcinoma. III. A hybridoma antibody (FH6) defining a human cancer-associated difucoganglioside (VI3NeuAcV3III3Fuc2nLc6). J Biol Chem. 1984; 259(16):10511-7. View

Lowe J, Stoolman L, Nair R, Larsen R, Berhend T, Marks R . ELAM-1--dependent cell adhesion to vascular endothelium determined by a transfected human fucosyltransferase cDNA. Cell. 1990; 63(3):475-84. DOI: 10.1016/0092-8674(90)90444-j. View

Nilsson B, Norden N, Svensson S . Structural studies on the carbohydrate portion of fetuin. J Biol Chem. 1979; 254(11):4545-53. View

10.

TREVELYAN W, PROCTER D, Harrison J . Detection of sugars on paper chromatograms. Nature. 1950; 166(4219):444-5. DOI: 10.1038/166444b0. View

11.

CHEESE I, Morgan W . Two serologically active trisaccharides isolated from human blood-group A substance. Nature. 1961; 191:149-50. DOI: 10.1038/191149a0. View

12.

Greenwell P, Johnson P, Edwards J, Reed R, Moores P, Bird A . Association of the human Lewis blood group Le(a-b-c-d-) with the failure of expression of alpha-3-L fucosyltransferase. Rev Fr Transfus Immunohematol. 1986; 29(4):233-49. DOI: 10.1016/s0338-4535(86)80018-6. View

13.

SPIK G, Bayard B, Fournet B, Strecker G, Bouquelet S, Montreuil J . Studies on glycoconjugates. LXIV. Complete structure of two carbohydrate units of human serotransferrin. FEBS Lett. 1975; 50(3):296-9. DOI: 10.1016/0014-5793(75)80513-8. View

14.

Eppenberger-Castori S, Lotscher H, Finne J . Purification of the N-acetylglucosaminide alpha(1-3/4)fucosyltransferase of human milk. Glycoconj J. 1989; 6(1):101-14. DOI: 10.1007/BF01047893. View

15.

Weston B, Nair R, Larsen R, Lowe J . Isolation of a novel human alpha (1,3)fucosyltransferase gene and molecular comparison to the human Lewis blood group alpha (1,3/1,4)fucosyltransferase gene. Syntenic, homologous, nonallelic genes encoding enzymes with distinct acceptor substrate.... J Biol Chem. 1992; 267(6):4152-60. View

16.

Tetteroo P, de Heij H, van den Eijnden D, Visser F, Schoenmarker E, Geurts van Kessel A . A GDP-fucose:[Gal beta 1----4]GlcNAc alpha 1----3-fucosyltransferase activity is correlated with the presence of human chromosome 11 and the expression of the Lex, Ley, and sialyl-Lex antigens in human-mouse cell hybrids. J Biol Chem. 1987; 262(33):15984-9. View

17.

Mollicone R, Gibaud A, Francois A, Ratcliffe M, Oriol R . Acceptor specificity and tissue distribution of three human alpha-3-fucosyltransferases. Eur J Biochem. 1990; 191(1):169-76. DOI: 10.1111/j.1432-1033.1990.tb19107.x. View

18.

Larsen R, Nair R, Lowe J . A cloned human cDNA determines expression of a mouse stage-specific embryonic antigen and the Lewis blood group alpha(1,3/1,4)fucosyltransferase. Genes Dev. 1990; 4(8):1288-303. DOI: 10.1101/gad.4.8.1288. View

19.

Lindberg B, Lonngren J, Powell D . Structural studies on the specific type-14 pneumococcal polysaccharide. Carbohydr Res. 1977; 58(1):177-86. DOI: 10.1016/s0008-6215(00)83413-8. View

20.

Pacuszka T, KOSCIELAK J . Alpha 1--greater than 2 fucosyltransferase of human bone marrow. FEBS Lett. 1974; 41(2):348-51. DOI: 10.1016/0014-5793(74)81246-9. View