Abstract
Sialic acids (neuraminic acids) are a special series of 9-carbon ring negatively charged carbohydrates, which has been found to be selectively changed in malignant cells from structures (both synthesis and structure modifications) to functions (up and down regulation in cells). Sialic acids, in single forms or conjugates, have been systematically studied both in lab and in clinics by GC, GC-MS, NMR, HPTLC, HPLC and other modern analytical means. Sialic acids and related conjugates are predicted to be used in cancer diagnosis, cancer prognostic forecasting, designing of cancer chemotherapy regimens, uncovering carcinogenetic processes and neoplasm metastasis. Tumor cell regulative systems and pathways are correlated with sialic acids, which can be applied to prognostic evaluation of cancer patients, and antimetastatic chemotherapy by sialic acid derivatives and analogues. Searching for new biological characteristics of sialic acids in cells have also been extensively studied these days. In this paper, main stream discoveries and advancements are provided, also discussions of possible mechanisms and hypotheses are invoked.
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Yogeeswaran G., Sebastian H., Stein B. S., Cell surface sialylation of glycoproteins and glycosphingolipids in cultured metastatic variant RNA-virus transformed non-producer BALB/c 3T3 cell lines, Int. J. Cancer, 1979, 24:193–201
Yogeeswaran G., Salk P. L., Metastatic potential is positively correlated with cell surface sialylation of cultured murine tumor cell lines, Science, 1981, 212: 1514–1516
Lu D. Y., Xu J., Chen Y. F., et al., Effect of harring-tonine on lymphocyte rossette formation and serum sialic acid level in mice bearing tumors, Ada Oncol Sin., 1992, 2(4): 7–9(in Chinese)
Lu D. Y., Xu J., Xu B., et al., Influence of several antineoplastic drugs on serum sialic acids of mice bearing tumors. Chin Biochem J., 1993, 9: 626–630(in Chinese)
Lu D. Y., Liang G., Zhang M. J., et al., Serum contents of sialic acids in mice bearing different tumors, Chin. Sci. Bull(Eng.), 1994, 39: 1220–1223
Corfield A. P., Rainey J. B., Clamp J. R., et al.. Rat colonic mucosal cell sialic acid metablism in a-zoxymethane-induced tumors, BBA, 1985, 840: 264–270
Thampoe I. J., Furukawa K., Vellve E., et al., Sialyl-transferase levels and ganglioside expression in melanoma and other cultured human cancer cells, Cancer Res., 1989, 49: 6258–6264
Roth J., Subcellular distribution of sialyltransferase and sialic acid residues, Sialic acid. (Schauer R., Ya-makawaT. eds.), 1988: 116–117
Isao K. S., Miyamoto Y., Toyoshima S., et al., Inhibition of experimental pulmonary metastasis of mouse colon adenocarcinoma 26 sublines by a sialic acid: nucleoside conjugate having sialyltransferase inhibiting activity, Cancer Res., 1986, 46: 858–862
Isao K. S., Miyazawa T., Itoh M., et al., Possible mechanism of inhibition of experimental pulmonary metastasis of mouse colon adenocarcinoma 26 sublines by a sialic acid: nucleoside conjugate, Cancer Res., 1998, 48: 3728–3732
Corfiels A. P., Schauer R, Occurrence of sialic acids, In Sialic Acids, Chemistry, Metabolism and Function (Schauer R eds.), Springer-Verlag, Wien, New York, 1982: 4–50
Higashi H., Hirabayashi Y., Fukui Y., et al., Characterization of N-glycolylneuraminic acid containing gangliosides as tumor-associated Hanganutziu Deicher antigen in human colon cancer, Cancer Res., 1985, 45: 3796–3802
Kawai T., Kato A., Higashi H., et al., Quantitative determination of N-glycolyl-neuraminic acid expression in human cancerous tissues and avian lymphoma cell lines as a tumor-associated sialic acid by gas chromatography-mass spectrometry, Cancer Res., 1991, 51: 1242–1246
Manzi A. E., Sjoberg E. R., Diaz S., et al., Biosynthesis and turnover of O-acetyl and N-acetyl groups in the gangliosides of human melanoma cells, J. Biol. Chem., 1990, 265: 13091–13103
Hanai N., Dohi T., Nores G. A., et al., A novel gan-glioside, De-N-acetyl-GM3 (II3 NeuNH2LacCer), Acting as a strong promoter for epidermal growth factor receptor kinase and as a stimulator for cell growth, J. Biol. Chem., 1988, 263:6296–6301
Sjoberg E.R, Chammas R, Ozawa H, et al., Expression of De-N-acetyl-gangliosides in human melanoma cells is induced by Genistein or Nocodazole, J. Biol. Chem., 1995, 270:2921–2930
Zhou Q.H., Hakomori S. I., Kitamura K., et al., GM3 directly inhibits tyrosine phosphorylation and De-N-acetyl-GM3 directly enhances serine phosphorylation of epidermal growth factor receptor, independently of receptor interaction, J. Biol. Chem., 1994, 269:1959–1965
Kriat M., Vion-Dury J., Favre R., et al., Variations of plasma sialic acid and N-acetylglucosamine levels in cancer, inflammatory diseases and bone marrow transplantation: A proton NMR spectroscopy study, Biochimie, 1991, 73: 99–104
Hanisch F. G., Hanski C., Hasegawa A., Sialyl Lewis antigen as defined by monoclonal antibody AM-3 is a marker of dysplasia in the colonic adenomacarcinoma sequence, Cancer Res., 1992, 52:3138–3144
Nakamori S., Kameyama M., Imaoka S., et al., Increased expression of sialylLewisx antigen correlates with poor survival in patients with colorectal carcinoma: clini-copathological and immunohistochemical study, Cancer Res., 1993, 53: 3632–3637
Terasawa K., Furumoto H., Kamada M., et al., Expression of Tn and sialyl-Tn antigens in the neoplastic transformation of uterine cervical epithelial cells, Cancer Res., 1996, 56:2229–2232
Itzkowitz S.H., Yuan M., Montgomery C.K., et al., Expression of Tn, sialosyl-Tn and T-antigen in human colon cancer, Cancer Res., 1989, 49: 197–204
Ogata S., Maimonis P. J., Itzkowitz S. H., Mucins bearing the cancer-associated sialosyl-Tn antigen mediate inhibition of natural killer cell cytotoxicity, Cancer Res., 1992, 52:4741–4746
Ikeda Y., Kuwano H., Baba K., et al., Expression of sialyl-Tn antigens in normal squamous epithelium, dysplasia, and squamous cell carcinoma in the esophages, Cancer Res., 1993, 53: 1706–1708
Bellahcene A., Merville M.P., Castronova V., Expression of bone sialoprotein, a bone matrix protein, in human breast cancer, Cancer Res., 1994, 54: 2823–2826
Bastida E., Almirall L., Jamieson G. A., et al., Cell suface sialylation of two human tumor cell lines and its correlation with their platelet-activating activity, Cancer Res., 1987, 47: 1767–1770
Toyoshima M., Nakajima M., Yamori T., et al., Purification and characterization of the platelet-aggregating sialoglycoprotein gp44 expressed by highly metastatic variant cells of mouse colon adenocarcinoma 26, Cancer Res., 1995, 55:767–773
Pukei C. S., Lloyd K. O., Travassos L. R., et al., GD3, a prominent ganglioside of human melanoma, detection and characterization by mouse monoclonal antibody, J.Exp.Med., 1982, 155:1133–1147
Cheresh D.A., Reisfeld R.A., Varki A., O-acetylation of disialoganglioside GD3 by human melanoma cells creates a unique antigenic determinant, Science, 1984, 225:844–846
Najiri H., Takaku F., Terui Y., et al., Ganglioside GM3: an acidic membrane component that increases during macrophage-like cell differentiation can induce monocytic differentiation of human myeloid and monocytoid leukemia cell lines HL60 and U937, Proc. Natl. Acad. Sci. USA, 1986, 83: 782–786
Pancino G., Osinaga E., Charpin C., et al., Purification and characterization of a breast-cancer associated glycoprotein not expressed in normal breast and identified by monoclonal antibody 83D4, Br J. Cancer, 1991, 63: 390–398
Lu D. Y., Chen E. H., Cao J. Y., et al., Neuraminidase treatment of rabbit red blood cells could decrease the an-tihemolysis and decrease membrane calmodulin activity, J. Shanghai Univ. Sci. Tech., 1994, 17:370–373 (in Chinese)
Klein P. J., The importance of neuraminidase in the ourse of infectious diseases, In: Schauer K., Yamakawa T. ed., Sialic Acid, Barbel Menda, 1988,240–241
Dodon M.D., Quash G.A., The antigenicity of asialated IgG: its relationship to rheumatoid factor, Immunology., 1981, 42: 401–408
Bremer E. G., Hakomori S. I., Bowen-Pope DF, et al., Ganglioside-mediated modulation of cell growth, growth factor binding, and receptor phosphorylation, J. Biol. Chem., 1984, 259:6818–6825
Nojiri H., Takaku F., Tetsuka T., et al., Characteristic expression of glycosphingolipid profiles in the bipo-tential cell differentiation of human promyelocytic leukemia cell line HL-60, Blood., 1984, 64: 534–541
Lu D. Y., Chen E. H., Gong L., et al., Peroxides scavenging and sialic acids intervention of probimane on human red cells, World Chin J. Med., 1999, 1: 869–870
Lu D. Y., Chen E. H., Cao J. Y., et al., Inhibition of glycolylneuraminic acid analogue on the calmodulin activity in vitro, J. Shanghai Univ. (Natural Sci.) 1997, 3(4): 469–471(in Chinese)
Lu D. Y., Chen E.H., Cao J. Y., et al., The influence of N-acetylneuraminic acid and N-glycolylneuraminic acid for calmodulin on rabbit red cells, Henan Med. Res., 1999, 8: 105–106(in Chinese)
Ye J. N., Gu T. G., Xia L., et al., Enhanced expression of ganglioside GD3 in human and rat hepatocellular carcinoma cells and NIH 3T3 cells transfected with human tumor DNAs, Cancer Res., 1990, 50: 7697–7702
Srinivas L., Colburn N.H., Reduced trisialoganglioside synthesis in chemically but not mos-transformed mouse epidermal cells, Cancer Res., 1984, 44: 1510–1514
Matyas G.R., Aaronson S.A., Brady R.O., et al., Alteration of glycolipids in rat-transfected NIH 3T3 cells, Proc. Natl. Acad Sci., USA, 1987, 84: 6065–6068
Takimoto M., Hirakawa T., Oikawa T., et al., Synergistic effects of the myc and ras oncogenes on gangioside synthesis by BALB/c 3T3 fibroblasts, J. Biochem, 1986, 100:813–816
Kitagawa H., Paulson J. C., Differential expression of five sialyltranferase genes in human tissues, J. Biol. Chem., 1994, 269:17872–17878
Scheidegger E. P., Sternberg L. R., et al., A human STX cDNA confers polysialic acid expression in mammalian cells, J. Biol. Chem., 1995, 270:22685–22688
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Supported by the Science Foundation of Shanghai Municipal of Education(97A49)
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Lu, Dy., Cao, Jy. Structural aberrations of cellular sialic acids and their functions in cancer metastases. J. of Shanghai Univ. 5, 164–170 (2001). https://doi.org/10.1007/s11741-001-0016-6
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DOI: https://doi.org/10.1007/s11741-001-0016-6