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Volumn 10, Issue 17, 2004, Pages 4150-4162

Biomimetic synthesis of the tumor-associated (2,3)-sialyl-T antigen and its incorporation into glycopeptide antigens from the mucins MUC1 and MUC4

(3) Dziadek, Sebastian a Brocke, Constanze a Kunz, Horst a

a JOHANNES GUTENBERG UNIVERSITY (Germany)

Author keywords

Antigens; Glycopeptides; MUC1; MUC4; Solid phase synthesis

Indexed keywords

BIOMIMETIC MATERIALS; CELLS; IMMUNOLOGY; PROTEINS; SYNTHESIS (CHEMICAL); TUMORS;

GLUCOSAMINE TRANSFER; GLYCOPEPTIDE PARTIAL STRUCTURES; PEPTIDE EPITOPES; SOLID-PHASE SYNTHESIS;

ANTIGENS;

CARBOHYDRATE; EPITOPE; GALACTOSAMINE; GLUCOSAMINE; GLYCAN; GLYCOPEPTIDE; GLYCOPROTEIN; MUCIN 1; MUCIN 4; PEPTIDE; PEPTIDE DERIVATIVE; SIALYL T ANTIGEN; THREONINE; TUMOR ANTIGEN; UNCLASSIFIED DRUG;

ARTICLE; BIOMIMETICS; CANCER CELL CULTURE; CANCER IMMUNOTHERAPY; CELL SPECIFICITY; CONFORMATIONAL TRANSITION; DRUG SELECTIVITY; IMMUNE SYSTEM; IMMUNOSTIMULATION; PEPTIDE SYNTHESIS; PROTEIN CONFORMATION; PROTEIN EXPRESSION; PROTEIN GLYCOSYLATION; PROTEIN STRUCTURE; SEQUENTIAL ANALYSIS; SIALYLATION; TARGET CELL; TECHNIQUE; TUMOR CELL;

ANTIGENS, NEOPLASM; BIOMIMETICS; CA-15-3 ANTIGEN; CANCER VACCINES; CARBOHYDRATE SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; GLYCOPEPTIDES; GLYCOPROTEINS; INDICATORS AND REAGENTS; MAGNETIC RESONANCE SPECTROSCOPY; MASS SPECTROMETRY; MOLECULAR SEQUENCE DATA; MUCINS; TANDEM REPEAT SEQUENCES; THREONINE;

EID: 4644336984 PISSN: 09476539 EISSN: None Source Type: Journal
DOI: 10.1002/chem.200400228 Document Type: Article

Times cited : (76)

References (64)

1
- 0001094662
- R. A. Dwek, Chem. Rev. 1996, 96, 683.
- (1996) Chem. Rev. , vol.96 , pp. 683
- Dwek, R.A.¹

2
- 0001047976
- K. Landsteiner, Wien. Klin. Wochenchr. 1901, 14, 1132.
- (1901) Wien. Klin. Wochenchr. , vol.14 , pp. 1132
- Landsteiner, K.¹

3
- 0037396424
- I. Brockhausen, Biochem. Soc. Trans. 2003, 31, 318.
- (2003) Biochem. Soc. Trans. , vol.31 , pp. 318
- Brockhausen, I.¹

4
- 0032760680
- I. Brockhausen, Biochim. Biophys. Acta 1999, 67.
- (1999) Biochim. Biophys. Acta , pp. 67
- Brockhausen, I.¹

5
- 0021141716
- G. F. Springer, Science 1984, 224, 1198.
- (1984) Science , vol.224 , pp. 1198
- Springer, G.F.¹

6
- 0037135544
- S. Müller, F.-G. Hanisch, J. Biol. Chem. 2002, 277, 26103.
- (2002) J. Biol. Chem. , vol.277 , pp. 26103
- Müller, S.¹ Hanisch, F.-G.²

7
- 0037674996
- N. Marcos, T., A. Cruz, F. Suva, R. Almeida, L. David, U. Mandel, H. Clausen, S. v. Mensdorff-Pouilly, C. A. Reis, J. Histochem. Cytochem. 2003. 51. 761.
- (2003) J. Histochem. Cytochem. , vol.51 , pp. 761
- Marcos, N.¹ Cruz, T.A.² Suva, F.³ Almeida, R.⁴ David, L.⁵ Mandel, U.⁶ Clausen, H.⁷ Mensdorff-Pouilly, S.V.⁸ Reis, C.A.⁹

8
- 0028867516
- J. R. Gum Jr., Biochem. Soc. Trans. 1995, 23, 795.
- (1995) Biochem. Soc. Trans. , vol.23 , pp. 795
- Gum Jr., J.R.¹

9
- 0031043319
- I. Carlstedt, J. R. Davies, Biochem. Soc. Trans. 1997, 25, 214.
- (1997) Biochem. Soc. Trans. , vol.25 , pp. 214
- Carlstedt, I.¹ Davies, J.R.²

10
- 0029417269
- S. Patton, S. J. Gendler, A. P. Spicer, Biochim. Biophys. Acta 1995, 407.
- (1995) Biochim. Biophys. Acta , pp. 407
- Patton, S.¹ Gendler, S.J.² Spicer, A.P.³

11
- 0032852259
- J. Taylor-Papadimitriou, J. M. Burchell, D. W. Miles, M. Dalziel, Biochim. Biophys. Acta 1999, 301.
- (1999) Biochim. Biophys. Acta , pp. 301
- Taylor-Papadimitriou, J.¹ Burchell, J.M.² Miles, D.W.³ Dalziel, M.⁴

12
- 0343570538
- F.-G. Hanisch, S. Müller, Glycobiology 2080, 10, 439.
- (2080) Glycobiology , vol.10 , pp. 439
- Hanisch, F.-G.¹ Müller, S.²

13
- 0034522603
- S. von Mensdorff-Pouilly, F. G. M. Snijdewint, A. A. Verstraeten, R. H. M. Verheijen, P. Kenemans, Int. J. Biol. Markers 2000, 15, 343.
- (2000) Int. J. Biol. Markers , vol.15 , pp. 343
- Von Mensdorff-Pouilly, S.¹ Snijdewint, F.G.M.² Verstraeten, A.A.³ Verheijen, R.H.M.⁴ Kenemans, P.⁵

14
- 0042120255
- J. Taylor-Papadimitriou, J. M. Burchell, T. Plunkett, R. Graham, I. Correra, D. Miles, M. Smith, J. Mammary Gland Biol. Neoplesia 2002, 7, 209.
- (2002) J. Mammary Gland Biol. Neoplesia , vol.7 , pp. 209
- Taylor-Papadimitriou, J.¹ Burchell, J.M.² Plunkett, T.³ Graham, R.⁴ Correra, I.⁵ Miles, D.⁶ Smith, M.⁷

15
- 0025881102
- N. Porchet, N. Van Gong, J. Dufosse, J. P. Audie, V. Guyonnet-Duperat, M. S. Gross, C. Denis, P. Degand, A. Bernheim, J.-P. Aubert, Biochem. Biophys. Res. Commun. 1991, 175, 414.
- (1991) Biochem. Biophys. Res. Commun. , vol.175 , pp. 414
- Porchet, N.¹ Van Gong, N.² Dufosse, J.³ Audie, J.P.⁴ Guyonnet-Duperat, V.⁵ Gross, M.S.⁶ Denis, C.⁷ Degand, P.⁸ Bernheim, A.⁹ Aubert, J.-P.¹⁰

16
- 0036495626
- J. Dekker, J. W. A. Rossen, H. A. Büller, A. W. C. Einerhand, Trends Biochem. Sci. 2002, 27, 126.
- (2002) Trends Biochem. Sci. , vol.27 , pp. 126
- Dekker, J.¹ Rossen, J.W.A.² Büller, H.A.³ Einerhand, A.W.C.⁴

17
- 0033911314
- N. Moniaux, F. Escande, S. K. Batra, N. Porchet, A. Laine, J.-P. Aubert, Eur. J. Biochem. 2000, 267, 4536.
- (2000) Eur. J. Biochem. , vol.267 , pp. 4536
- Moniaux, N.¹ Escande, F.² Batra, S.K.³ Porchet, N.⁴ Laine, A.⁵ Aubert, J.-P.⁶

18
- 0029935638
- P. L. Nguyen, G. A. Niehans, D. L. Chenvitz, Y. S. Kim, S. B. Ho, Tumor Biol. 1992, 17, 176.
- (1992) Tumor Biol. , vol.17 , pp. 176
- Nguyen, P.L.¹ Niehans, G.A.² Chenvitz, D.L.³ Kim, Y.S.⁴ Ho, S.B.⁵

19
- 0026474723
- S. Ogata, H. Uehara, A. Chen, S. H. Itzkowitz, Cancer Res. 1992, 52, 5971.
- (1992) Cancer Res. , vol.52 , pp. 5971
- Ogata, S.¹ Uehara, H.² Chen, A.³ Itzkowitz, S.H.⁴

20
- 0028293812
- M. A. Hollingsworth, J. M. Strawhecker, T. C. Caffrey, D. R. Mack, Int. J. Cancer 1994, 57, 198.
- (1994) Int. J. Cancer , vol.57 , pp. 198
- Hollingsworth, M.A.¹ Strawhecker, J.M.² Caffrey, T.C.³ Mack, D.R.⁴

21
- 0029162381
- C. Balagué, J.-P. Audié, N. Porchet, F. X. Real, Gastroenterology 1995, 109, 953.
- (1995) Gastroenterology , vol.109 , pp. 953
- Balagué, C.¹ Audié, J.-P.² Porchet, N.³ Real, F.X.⁴

22
- 0024353046
- A. Girling, J. Bartkova, J. M. Burchell, S. J. Gendler, C. Gillett, J. Taylor-Papadimitriou, Int. J. Cancer 1989, 43, 1072.
- (1989) Int. J. Cancer , vol.43 , pp. 1072
- Girling, A.¹ Bartkova, J.² Burchell, J.M.³ Gendler, S.J.⁴ Gillett, C.⁵ Taylor-Papadimitriou, J.⁶

23
- 0027482994
- M. D. Walsh, M. A. McGuckin, P. L. Devine, B. G. Hohn, R. G. Wright, J. Clin. Pathol. 1993, 46, 922.
- (1993) J. Clin. Pathol. , vol.46 , pp. 922
- Walsh, M.D.¹ McGuckin, M.A.² Devine, P.L.³ Hohn, B.G.⁴ Wright, R.G.⁵

24
- 1642369400
- C. Brocke, H. Kunz, Synthesis 2004, 4, 525.
- (2004) Synthesis , vol.4 , pp. 525
- Brocke, C.¹ Kunz, H.²

25
- 0037811533
- S. Dziadek, C. G. Espínola, H. Kunz, Aust. J. Chem. 2003, 56, 519.
- (2003) Aust. J. Chem. , vol.56 , pp. 519
- Dziadek, S.¹ Espínola, C.G.² Kunz, H.³

26
- 0036332863
- C. Brocke, H. Kunz, Bioorg. Med. Chem. 2002, 10, 3085.
- (2002) Bioorg. Med. Chem. , vol.10 , pp. 3085
- Brocke, C.¹ Kunz, H.²

27
- 0034504913
- H. Herzner, T. Reipen, M. Schultz, H. Kunz, Chem. Rev. 2000, 100, 4495.
- (2000) Chem. Rev. , vol.100 , pp. 4495
- Herzner, H.¹ Reipen, T.² Schultz, M.³ Kunz, H.⁴

28
- 0030667917
- Y. Nakahara, Y. Nakahara, Y. Ito, T. Ogawa, Tetrahedron Lett. 1997, 38, 7211.
- (1997) Tetrahedron Lett. , vol.38 , pp. 7211
- Nakahara, Y.¹ Nakahara, Y.² Ito, Y.³ Ogawa, T.⁴

29
- 33746534498
- S. Komba, M. Meldal, O. Werdelin, T. Jensen, K. Bock, J. Chem. Soc. Perkin Trans. 1 1999, 415.
- (1999) J. Chem. Soc. Perkin Trans. 1 , pp. 415
- Komba, S.¹ Meldal, M.² Werdelin, O.³ Jensen, T.⁴ Bock, K.⁵

30
- 0033620366
- J. B. Schwarz, S. D. Kuduk, X.-T. Chen, D. Sames, P. W. Glunz, S. J. Danishefsky, J. Am. Chem. Soc. 1999, 121, 2662.
- (1999) J. Am. Chem. Soc. , vol.121 , pp. 2662
- Schwarz, J.B.¹ Kuduk, S.D.² Chen, X.-T.³ Sames, D.⁴ Glunz, P.W.⁵ Danishefsky, S.J.⁶

31
- 0001039740
- B. Liebe, H. Kunz, Angew. Chem. 1997, 109, 629; Angew. Chem. Int. Ed. Engl. 1997, 36, 618.
- (1997) Angew. Chem. , vol.109 , pp. 629
- Liebe, B.¹ Kunz, H.²

32
- 0030899304
- B. Liebe, H. Kunz, Angew. Chem. 1997, 109, 629; Angew. Chem. Int. Ed. Engl. 1997, 36, 618.
- (1997) Angew. Chem. Int. Ed. Engl. , vol.36 , pp. 618

33
- 0030790525
- B. Liebe, H. Kunz, Helv. Chim. Acta 1997, 80, 1473.
- (1997) Helv. Chim. Acta , vol.80 , pp. 1473
- Liebe, B.¹ Kunz, H.²

34
- 85178461460
- G. Zemplén, A. Kunz, Chem. Ber. 1923, 56, 1705.
- (1923) Chem. Ber. , vol.56 , pp. 1705
- Zemplén, G.¹ Kunz, A.²

35
- 0034993981
- S. K. George, B. Holm, C. A. Reis, T. Schwientek, H. Clausen, J. Kihlberg, J. Chem. Soc. Perkin Trans. 1 2001, 880.
- (2001) J. Chem. Soc. Perkin Trans. 1 , pp. 880
- George, S.K.¹ Holm, B.² Reis, C.A.³ Schwientek, T.⁴ Clausen, H.⁵ Kihlberg, J.⁶

36
- 0028227382
- X. Pannecoueke, G. Schmitt, B. Luu, Tetrahedron 1994, 50, 6569.
- (1994) Tetrahedron , vol.50 , pp. 6569
- Pannecoueke, X.¹ Schmitt, G.² Luu, B.³

37
- 0001763684
- W. Stahl, U. Sprengard, G. Kretzschmar, D. W. Schmidt, H. Kunz, J. Prakt. Chem. 1995, 337, 441.
- (1995) J. Prakt. Chem. , vol.337 , pp. 441
- Stahl, W.¹ Sprengard, U.² Kretzschmar, G.³ Schmidt, D.W.⁴ Kunz, H.⁵

38
- 0000282882
- U. Sprengard, G. Kretzschmar, E. Bartnik, C. Hüls, H. Kunz, Angew. Chem. 1995, 107; 1104; Angew. Chem. Int. Ed. Engl. 1995. 34, 990.
- (1995) Angew. Chem. , vol.107 , pp. 1104
- Sprengard, U.¹ Kretzschmar, G.² Bartnik, E.³ Hüls, C.⁴ Kunz, H.⁵

39
- 0029135754
- U. Sprengard, G. Kretzschmar, E. Bartnik, C. Hüls, H. Kunz, Angew. Chem. 1995, 107; 1104; Angew. Chem. Int. Ed. Engl. 1995. 34, 990.
- (1995) Angew. Chem. Int. Ed. Engl. , vol.34 , pp. 990

40
- 0032847429
- E. Eichler, H. J. Jennings, M. Gilbert, D. M. Whitfield, Carbohydr. Res. 1999, 319, 1.
- (1999) Carbohydr. Res. , vol.319 , pp. 1
- Eichler, E.¹ Jennings, H.J.² Gilbert, M.³ Whitfield, D.M.⁴

41
- 0001513404
- R. R. Schmidt, J. Michel, Angew. Chem. 1980, 92, 763; Angew. Chem. Int. Ed. Engl. 1980, 19, 731.
- (1980) Angew. Chem. , vol.92 , pp. 763
- Schmidt, R.R.¹ Michel, J.²

42
- 84985624827
- R. R. Schmidt, J. Michel, Angew. Chem. 1980, 92, 763; Angew. Chem. Int. Ed. Engl. 1980, 19, 731.
- (1980) Angew. Chem. Int. Ed. Engl. , vol.19 , pp. 731

43
- 0000815238
- R. R. Schmidt, Angew. Chem. 1986, 98, 213;, Angew. Chem. Int. Ed. Engl. 1986, 25, 212.
- (1986) Angew. Chem. , vol.98 , pp. 213
- Schmidt, R.R.¹

44
- 0022636075
- R. R. Schmidt, Angew. Chem. 1986, 98, 213;, Angew. Chem. Int. Ed. Engl. 1986, 25, 212.
- (1986) Angew. Chem. Int. Ed. Engl. , vol.25 , pp. 212

45
- 0032546088
- M. Lergenmüller, Y. Ito, T. Ogawa. Tetrahedron 1998, 54, 1381.
- (1998) Tetrahedron , vol.54 , pp. 1381
- Lergenmüller, M.¹ Ito, Y.² Ogawa, T.³

46
- 3342876386
- W. Koenigs, E. Knorr, Chem. Ber. 1901, 957.
- (1901) Chem. Ber. , pp. 957
- Koenigs, W.¹ Knorr, E.²

47
- 84956788420
- B. Helferich, F. Wedemeyer, Liebigs Ann. Chem. 1949, 563, 139.
- (1949) Liebigs Ann. Chem. , vol.563 , pp. 139
- Helferich, B.¹ Wedemeyer, F.²

48
- 0034511734
- G.-J. Boons, A. V. Demchenko, Chem. Rev. 2000, 100, 4539.
- (2000) Chem. Rev. , vol.100 , pp. 4539
- Boons, G.-J.¹ Demchenko, A.V.²

49
- 0002748511
- A. Marra, P. Sinaÿ, Carbohydr. Res. 1989, 187, 35.
- (1989) Carbohydr. Res. , vol.187 , pp. 35
- Marra, A.¹ Sinaÿ, P.²

50
- 0001735582
- S. Keil, C. Claus, W. Dippold, H. Kunz, Angew. Chem. 2001, 113, 379; Angew. Chem. Int. Ed. 2001, 40, 366.
- (2001) Angew. Chem. , vol.113 , pp. 379
- Keil, S.¹ Claus, C.² Dippold, W.³ Kunz, H.⁴

51
- 0035910559
- S. Keil, C. Claus, W. Dippold, H. Kunz, Angew. Chem. 2001, 113, 379; Angew. Chem. Int. Ed. 2001, 40, 366.
- (2001) Angew. Chem. Int. Ed. , vol.40 , pp. 366

52
- 0000331272
- V. Martichonok, G. M. Whitesides, J. Org. Chem. 1996, 61, 1702.
- (1996) J. Org. Chem. , vol.61 , pp. 1702
- Martichonok, V.¹ Whitesides, G.M.²

53
- 0042412070
- S. Dxiadek, H. Kunz, Synlett 2003, 1623.
- (2003) Synlett , pp. 1623
- Dxiadek, S.¹ Kunz, H.²

54
- 0002879808
- F. Dasgupta, P. J. Garegg, Carbohydr. Res. 1988, 177, c13.
- (1988) Carbohydr. Res. , vol.177
- Dasgupta, F.¹ Garegg, P.J.²

55
- 0242320443
- C. Brocke, H. Kunz, Synlett 2003, 2052.
- (2003) Synlett , pp. 2052
- Brocke, C.¹ Kunz, H.²

56
- 0347084521
- M. Wagner, H. Kunz, Angew. Chem. 2002, 114, 315; Angew. Chem. Int. Ed. 2002, 41, 317.
- (2002) Angew. Chem. , vol.114 , pp. 315
- Wagner, M.¹ Kunz, H.²

57
- 0037126838
- M. Wagner, H. Kunz, Angew. Chem. 2002, 114, 315; Angew. Chem. Int. Ed. 2002, 41, 317.
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 317

58
- 0347992926
- M. Wagner, S. Dziadek, H. Kunz, Chem. Chem. Eur. J. 2003, 9, 6018.
- (2003) Chem. Chem. Eur. J. , vol.9 , pp. 6018
- Wagner, M.¹ Dziadek, S.² Kunz, H.³

59
- 2242467850
- L. A. Carpino, H. Imazumi, A. El-Faham, F. J. Ferrer, C. Zhang, Y. Lee, B. M. Foxmann, P. Henklein, C. Hanay, C. Mügge, H. Wenschuh, J. Klose, M. Beyermann, M. Bienert, Angew. Chem. 2002. 114, 457; Angew. Chem. Int. Ed. 2002, 41, 441.
- (2002) Angew. Chem. , vol.114 , pp. 457
- Carpino, L.A.¹ Imazumi, H.² El-Faham, A.³ Ferrer, F.J.⁴ Zhang, C.⁵ Lee, Y.⁶ Foxmann, B.M.⁷ Henklein, P.⁸ Hanay, C.⁹ Mügge, C.¹⁰ Wenschuh, H.¹¹ Klose, J.¹² Beyermann, M.¹³ Bienert, M.¹⁴

60
- 0036462499
- L. A. Carpino, H. Imazumi, A. El-Faham, F. J. Ferrer, C. Zhang, Y. Lee, B. M. Foxmann, P. Henklein, C. Hanay, C. Mügge, H. Wenschuh, J. Klose, M. Beyermann, M. Bienert, Angew. Chem. 2002. 114, 457; Angew. Chem. Int. Ed. 2002, 41, 441.
- (2002) Angew. Chem. Int. Ed. , vol.41 , pp. 441

61
- 0014704672
- W. König, R. Geiger, Chem. Ber. 1970, 103, 788.
- (1970) Chem. Ber. , vol.103 , pp. 788
- König, W.¹ Geiger, R.²

62
- 12044258245
- L. A. Carpino, J. Am. Chem. Soc. 1993, 115, 4397.
- (1993) J. Am. Chem. Soc. , vol.115 , pp. 4397
- Carpino, L.A.¹

63
- 0003164579
- E. Bayer, W. Rapp, Chem. Pept. Proteins 1986, 3, 3.
- (1986) Chem. Pept. Proteins , vol.3 , pp. 3
- Bayer, E.¹ Rapp, W.²

64
- 0015931593
- S. S. Wang, J. Am. Chem. Soc. 1973, 95, 1328.
- (1973) J. Am. Chem. Soc. , vol.95 , pp. 1328
- Wang, S.S.¹

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