SCOPUS 정보 검색 플랫폼

Volumn 39, Issue 2, 2011, Pages 101-109

Solid-phase peptide synthesis in highly loaded conditions

(7) Nakaie, Clovis R a Oliveira, Eliandre b Vicente, Eduardo F c Jubilut, Guita N a Souza, Sinval E G a Marchetto, Reinaldo c Cilli, Eduardo M c

a FEDERAL UNIVERSITY OF SÃO PAULO (Brazil)

b Proteomics Platform (Spain)

c SÃO PAULO STATE UNIVERSITY UNESP (Brazil)

Author keywords

Peptide; Peptide synthesis; Peptide resin solvation; Polarity; Polymer

Indexed keywords

AMIDE; AMINE; CARBOXYLIC ACID; POLYMER; RESIN; SOLVENT;

AMINO ACID SEQUENCE; ARTICLE; CHEMICAL MODIFICATION; CHEMICAL REACTION; MODEL; PEPTIDE SYNTHESIS; PRIORITY JOURNAL; PROTEIN LIPID INTERACTION; SOLID PHASE SYNTHESIS; SOLVATION;

AMINO ACID SEQUENCE; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; PEPTIDES; RESINS, SYNTHETIC; SOLVENTS;

EID: 79953197154 PISSN: 00452068 EISSN: 10902120 Source Type: Journal
DOI: 10.1016/j.bioorg.2011.01.001 Document Type: Article

Times cited : (13)

References (56)

1
- 0001926444
- G. Barany, and R.B. Merrifield The Peptides 2 1979 1 284
- (1979) The Peptides , vol.2 , pp. 1-284
- Barany, G.¹ Merrifield, R.B.²

2
- 0025232814
- G.B. Fields, and R.L. Noble Int. J. Peptide Protein Res. 35 1990 161 214
- (1990) Int. J. Peptide Protein Res. , vol.35 , pp. 161-214
- Fields, G.B.¹ Noble, R.L.²

3
- 0002801677
- Coupling methods: Solid-phase formation of amid and easter bond
- S.A. Kates, and F. Albericio Coupling methods: solid-phase formation of amid and easter bond F. Albericio, Solid-Phase Synthesis. A Practical Guide 2000 Marcel Dekker Inc. New York 275 330
- (2000) Solid-Phase Synthesis. A Practical Guide , pp. 275-330
- Kates, S.A.¹ Albericio, F.²

4
- 0001765482
- V.K. Sarin, S.B.H. Kent, and R.B. Merrifield J. Am. Chem. Soc. 102 1980 5463 5470
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 5463-5470
- Sarin, V.K.¹ Kent, S.B.H.² Merrifield, R.B.³

5
- 0000193381
- G.B. Fields, and C.G. Fields J. Am. Chem. Soc. 113 1991 4202 4207
- (1991) J. Am. Chem. Soc. , vol.113 , pp. 4202-4207
- Fields, G.B.¹ Fields, C.G.²

6
- 0030743067
- L.M. Varanda, and M.T.M. Miranda J. Peptide Res. 50 1997 102 108
- (1997) J. Peptide Res. , vol.50 , pp. 102-108
- Varanda, L.M.¹ Miranda, M.T.M.²

7
- 0035821306
- S.C.F. Ribeiro, S. Schreier, C.R. Nakaie, and E.M. Cilli Tetrahedron Lett. 42 2001 3243 3246
- (2001) Tetrahedron Lett. , vol.42 , pp. 3243-3246
- Ribeiro, S.C.F.¹ Schreier, S.² Nakaie, C.R.³ Cilli, E.M.⁴

8
- 79953193845
- W.A. Klis, and J.M. Stewart J.E. Rivier, G.R. Marshall, Peptides: Structure and Biology 1990 Escom, Leiden Netherlands 904 906
- (1990) Peptides: Structure and Biology , pp. 904-906
- Klis, W.A.¹ Stewart, J.M.²

9
- 2142752826
- L.A. Carpino, and G.Y. Han Am. Chem. Soc. 92 1970 5748 5749
- (1970) Am. Chem. Soc. , vol.92 , pp. 5748-5749
- Carpino, L.A.¹ Han, G.Y.²

10
- 77953822885
- A.E. Faham, R.S. Funosas, and F. Albericio Eur. J. Org. Chem. 2010 3641 3649
- (2010) Eur. J. Org. Chem. , pp. 3641-3649
- Faham, A.E.¹ Funosas, R.S.² Albericio, F.³

11
- 33644853780
- C.O. Kappe, and D. Dallinger Nat. Rev. 5 2006 51 63
- (2006) Nat. Rev. , vol.5 , pp. 51-63
- Kappe, C.O.¹ Dallinger, D.²

12
- 33751185559
- M. Brandt, S. Gammeltoft, and K.J. Jensen Int. J. Peptide Res. Ther. 12 2006 349 357
- (2006) Int. J. Peptide Res. Ther. , vol.12 , pp. 349-357
- Brandt, M.¹ Gammeltoft, S.² Jensen, K.J.³

13
- 0000828243
- E.M. Cilli, E. Oliveira, R. Marchetto, and C.R. Nakaie J. Org. Chem. 81 1996 8992 9000
- (1996) J. Org. Chem. , vol.81 , pp. 8992-9000
- Cilli, E.M.¹ Oliveira, E.² Marchetto, R.³ Nakaie, C.R.⁴

14
- 0030926009
- E. Oliveira, A. Miranda, F. Albericio, D. Andreu, A.C.M. Paiva, C.R. Nakaie, and M. Tominaga J. Peptide Res. 49 1997 300 307
- (1997) J. Peptide Res. , vol.49 , pp. 300-307
- Oliveira, E.¹ Miranda, A.² Albericio, F.³ Andreu, D.⁴ Paiva, A.C.M.⁵ Nakaie, C.R.⁶ Tominaga, M.⁷

15
- 0034365749
- E.M. Cilli, G.N. Jubilut, S.C.F. Ribeiro, E. Oliveira, and C.R. Nakaie J. Braz. Chem. Soc. 11 2000 474 478
- (2000) J. Braz. Chem. Soc. , vol.11 , pp. 474-478
- Cilli, E.M.¹ Jubilut, G.N.² Ribeiro, S.C.F.³ Oliveira, E.⁴ Nakaie, C.R.⁵

16
- 0037181999
- L. Malavolta, E. Oliveira, E.M. Cilli, and C.R. Nakaie Tetrahedron 58 2002 4383 4394
- (2002) Tetrahedron , vol.58 , pp. 4383-4394
- Malavolta, L.¹ Oliveira, E.² Cilli, E.M.³ Nakaie, C.R.⁴

17
- 4544311194
- L. Malavolta, and C.R. Nakaie Tetrahedron 60 2004 9417 9424
- (2004) Tetrahedron , vol.60 , pp. 9417-9424
- Malavolta, L.¹ Nakaie, C.R.²

18
- 0003442509
- Plenum Press New York
- V. Gutmann The Donor-Acceptor Approach to Molecular Interactions 1978 Plenum Press New York
- (1978) The Donor-Acceptor Approach to Molecular Interactions
- Gutmann, V.¹

19
- 0034806251
- J. Furrer, M. Piotto, M. Bourdonneau, D. Limal, G. Guichard, K. Elbayed, J. Raya, J.P. Briand, and A. Bianco J Am Chem Soc. 123 2001 4130 4138
- (2001) J Am Chem Soc. , vol.123 , pp. 4130-4138
- Furrer, J.¹ Piotto, M.² Bourdonneau, M.³ Limal, D.⁴ Guichard, G.⁵ Elbayed, K.⁶ Raya, J.⁷ Briand, J.P.⁸ Bianco, A.⁹

20
- 0542421518
- B. Yan Acc. Chem. Res. 31 1998 621 630
- (1998) Acc. Chem. Res. , vol.31 , pp. 621-630
- Yan, B.¹

21
- 0034323968
- A.R. Vaino, and K.D. Janda J. Comb. Chem. 2 2000 579 596
- (2000) J. Comb. Chem. , vol.2 , pp. 579-596
- Vaino, A.R.¹ Janda, K.D.²

22
- 79953223808
- V.N.R. Pillai, and M. Mutter Acc. Chem. Res. 14 1981 22 130
- (1981) Acc. Chem. Res. , vol.14 , pp. 22-130
- Pillai, V.N.R.¹ Mutter, M.²

23
- 0031013271
- E.M. Cilli, R. Marchetto, S. Schreier, and C.R. Nakaie Tetrahedron Lett. 38 1997 517 520
- (1997) Tetrahedron Lett. , vol.38 , pp. 517-520
- Cilli, E.M.¹ Marchetto, R.² Schreier, S.³ Nakaie, C.R.⁴

24
- 0032784427
- E.M. Cilli, R. Marchetto, S. Schreier, and C.R. Nakaie J. Org. Chem. 64 1999 9118 9123
- (1999) J. Org. Chem. , vol.64 , pp. 9118-9123
- Cilli, E.M.¹ Marchetto, R.² Schreier, S.³ Nakaie, C.R.⁴

25
- 0036846436
- E. Oliveira, E.M. Cilli, A. Miranda, G.N. Jubilut, F. Alberício, D. Andreu, A.C.M. Paiva, S. Schreier, M. Tominaga, and C.R. Nakaie Eur. J. Org. Chem. 21 2002 3686 3694
- (2002) Eur. J. Org. Chem. , vol.21 , pp. 3686-3694
- Oliveira, E.¹ Cilli, E.M.² Miranda, A.³ Jubilut, G.N.⁴ Alberício, F.⁵ Andreu, D.⁶ Paiva, A.C.M.⁷ Schreier, S.⁸ Tominaga, M.⁹ Nakaie, C.R.¹⁰

26
- 20344366295
- R. Marchetto, E.M. Cilli, G.N. Jubilut, S. Schreier, and C.R. Nakaie J. Org. Chem. 70 2005 4561 4568
- (2005) J. Org. Chem. , vol.70 , pp. 4561-4568
- Marchetto, R.¹ Cilli, E.M.² Jubilut, G.N.³ Schreier, S.⁴ Nakaie, C.R.⁵

27
- 34347342695
- E.M. Cilli, E.F. Vicente, E. Crusca Jr., and C.R. Nakaie Tetrahedron Lett. 48 2007 5521 5524
- (2007) Tetrahedron Lett. , vol.48 , pp. 5521-5524
- Cilli, E.M.¹ Vicente, E.F.² Crusca Jr., E.³ Nakaie, C.R.⁴

28
- 0014062505
- A. Rassat, and P. Rey Bull. Soc. Chim. France 3 1967 815 817
- (1967) Bull. Soc. Chim. France , vol.3 , pp. 815-817
- Rassat, A.¹ Rey, P.²

29
- 0019770620
- C.R. Nakaie, S. Schreier, and A.C.M. Paiva Braz. J. Med. Biol. Res. 14 1981 173 180
- (1981) Braz. J. Med. Biol. Res. , vol.14 , pp. 173-180
- Nakaie, C.R.¹ Schreier, S.² Paiva, A.C.M.³

30
- 12044255745
- R. Marchetto, S. Schreier, and C.R. Nakaie J. Am. Chem. Soc. 117 1993 11042 11043
- (1993) J. Am. Chem. Soc. , vol.117 , pp. 11042-11043
- Marchetto, R.¹ Schreier, S.² Nakaie, C.R.³

31
- 0029171261
- C. Toniolo, E. Valente, F. Formaggio, M. Crisma, G. Pilloni, C. Corvaja, A. Toffoletti, G.V. Martinez, M.P. Hanson, G.L. Millhauser, C. George, and J. Flippen-Anderson J. Peptide Sci. 1 1995 45 57
- (1995) J. Peptide Sci. , vol.1 , pp. 45-57
- Toniolo, C.¹ Valente, E.² Formaggio, F.³ Crisma, M.⁴ Pilloni, G.⁵ Corvaja, C.⁶ Toffoletti, A.⁷ Martinez, G.V.⁸ Hanson, M.P.⁹ Millhauser, G.L.¹⁰ George, C.¹¹ Flippen-Anderson, J.¹²

32
- 33744941315
- C.R. Nakaie, L. Malavolta, S. Schreier, E. Trovatti, and R. Marchetto Polymer 47 2006 4531 4536
- (2006) Polymer , vol.47 , pp. 4531-4536
- Nakaie, C.R.¹ Malavolta, L.² Schreier, S.³ Trovatti, E.⁴ Marchetto, R.⁵

33
- 48649086022
- L. Malavolta, E.F. Poletti, E.H. Silva, S. Schreier, and C.R. Nakaie Int. J. Mol. Sci. 9 2008 1321 1332
- (2008) Int. J. Mol. Sci. , vol.9 , pp. 1321-1332
- Malavolta, L.¹ Poletti, E.F.² Silva, E.H.³ Schreier, S.⁴ Nakaie, C.R.⁵

34
- 0023889559
- S.B.H. Kent Ann. Rev. Biochem. 57 1988 957 989
- (1988) Ann. Rev. Biochem. , vol.57 , pp. 957-989
- Kent, S.B.H.¹

35
- 79953179429
- Particle Size: Measurement
- John Wiley & Sons New York
- R.R. Irani, and C.F. Callis Particle Size: Measurement Interpretation and Application 1963 John Wiley & Sons New York
- (1963) Interpretation and Application
- Irani, R.R.¹ Callis, C.F.²

36
- 0001902909
- R. Marchetto, A. Etchegaray, and C.R. Nakaie J. Braz. Chem. Soc. 3 1992 30 37
- (1992) J. Braz. Chem. Soc. , vol.3 , pp. 30-37
- Marchetto, R.¹ Etchegaray, A.² Nakaie, C.R.³

37
- 0015986767
- P.G. Pietta, P.F. Cavallo, K. Takahashi, and G.R. Marshall J. Org. Chem. 39 1974 44
- (1974) J. Org. Chem. , vol.39 , pp. 44
- Pietta, P.G.¹ Cavallo, P.F.² Takahashi, K.³ Marshall, G.R.⁴

38
- 0019394223
- G.R. Matsueda, and J.M. Stewart Peptides 2 1981 45 50
- (1981) Peptides , vol.2 , pp. 45-50
- Matsueda, G.R.¹ Stewart, J.M.²

39
- 0017303940
- A.R. Mitchell, B.W. Erickson, M.N. Ryabtsev, R.S. Hodges, and R.B. Merrifield J. Am. Chem. Soc. 98 1976 7357 7362
- (1976) J. Am. Chem. Soc. , vol.98 , pp. 7357-7362
- Mitchell, A.R.¹ Erickson, B.W.² Ryabtsev, M.N.³ Hodges, R.S.⁴ Merrifield, R.B.⁵

40
- 15944386687
- R.S.H. Carvalho, D.A. Ianzer, L. Malavolta, M.M. Rodrigues, E.M. Cilli, and C.R. Nakaie J. Chromatogr. B 817 2005 231 238
- (2005) J. Chromatogr. B , vol.817 , pp. 231-238
- Carvalho, R.S.H.¹ Ianzer, D.A.² Malavolta, L.³ Rodrigues, M.M.⁴ Cilli, E.M.⁵ Nakaie, C.R.⁶

41
- 37049184983
- J.B. Dame, J.L. Williams, T.F. McCutchan, J.L. Weber, R.A. Wirtz, W.T. Hockmeyer, W.L. Maloy, J.D. Haynes, I. Schneider, D. Roberts, G.S. Sanders, E.P. Reddy, C.L. Diggs, and L.J. Miller Science 225 1984 593 599
- (1984) Science , vol.225 , pp. 593-599
- Dame, J.B.¹ Williams, J.L.² McCutchan, T.F.³ Weber, J.L.⁴ Wirtz, R.A.⁵ Hockmeyer, W.T.⁶ Maloy, W.L.⁷ Haynes, J.D.⁸ Schneider, I.⁹ Roberts, D.¹⁰ Sanders, G.S.¹¹ Reddy, E.P.¹² Diggs, C.L.¹³ Miller, L.J.¹⁴

42
- 0000748775
- W.S. Hancock, D.J. Prescott, P.R. Vagelos, and G.R. Marshall J. Org. Chem. 38 1973 774 781
- (1973) J. Org. Chem. , vol.38 , pp. 774-781
- Hancock, W.S.¹ Prescott, D.J.² Vagelos, P.R.³ Marshall, G.R.⁴

43
- 34248591811
- L. Oliveira, C.M. Costa-Neto, C.R. Nakaie, S. Schreier, S.I. Shimuta, and A.C.M. Paiva Physiol Rev. 87 2007 565 592
- (2007) Physiol Rev. , vol.87 , pp. 565-592
- Oliveira, L.¹ Costa-Neto, C.M.² Nakaie, C.R.³ Schreier, S.⁴ Shimuta, S.I.⁵ Paiva, A.C.M.⁶

44
- 0023109455
- S.W. Jones Neurosci. Lett. 74 1987 309 314
- (1987) Neurosci. Lett. , vol.74 , pp. 309-314
- Jones, S.W.¹

45
- 0029572443
- J.P. Tam, and Y.A. Lu J. Am. Chem. Soc. 117 1995 12058
- (1995) J. Am. Chem. Soc. , vol.117 , pp. 12058
- Tam, J.P.¹ Lu, Y.A.²

46
- 33845556832
- M. Tomoi, and W.T. Ford J. Am. Chem. Soc. 103 1981 3821 3828
- (1981) J. Am. Chem. Soc. , vol.103 , pp. 3821-3828
- Tomoi, M.¹ Ford, W.T.²

47
- 0037457928
- D.J. Gordon, and S.C. Meredith Biochemistry 42 2003 475 485
- (2003) Biochemistry , vol.42 , pp. 475-485
- Gordon, D.J.¹ Meredith, S.C.²

48
- 79953223396
- L. Malavolta, M.R.S. Pinto, J.H. Cuvero, and C.R. Nakaie Protein Sci. 15 2006 431 436
- (2006) Protein Sci. , vol.15 , pp. 431-436
- Malavolta, L.¹ Pinto, M.R.S.² Cuvero, J.H.³ Nakaie, C.R.⁴

49
- 0442276187
- C.P. Taborda, C.R. Nakaie, E.M. Cilli, E.G. Rodrigues, L.S. Silva, M.F. Franco, and L.R. Travassos Scand. J. Immunol. 59 2004 58 65
- (2004) Scand. J. Immunol. , vol.59 , pp. 58-65
- Taborda, C.P.¹ Nakaie, C.R.² Cilli, E.M.³ Rodrigues, E.G.⁴ Silva, L.S.⁵ Franco, M.F.⁶ Travassos, L.R.⁷

50
- 43549100663
- S. Coantic, G. Subra, and J. Martinez Int. J. Peptide Res. Ther. 14 2008 143 147
- (2008) Int. J. Peptide Res. Ther. , vol.14 , pp. 143-147
- Coantic, S.¹ Subra, G.² Martinez, J.³

51
- 0001155919
- L.P. Miranda, W.D. Lubell, K.M. Halkes, T. Groth, M. Gortli, J. Rademann, C.H. Gotfredsen, and M. Meldal J. Comb. Chem. 4 2002 523 529
- (2002) J. Comb. Chem. , vol.4 , pp. 523-529
- Miranda, L.P.¹ Lubell, W.D.² Halkes, K.M.³ Groth, T.⁴ Gortli, M.⁵ Rademann, J.⁶ Gotfredsen, C.H.⁷ Meldal, M.⁸

52
- 0036091947
- K. Kumar, M. Rajasekharan, V.N. Pillai, B. Mattew, and J. Peptide Sci. 8 2002 183 191
- (2002) Sci. , vol.8 , pp. 183-191
- Kumar, K.¹ Rajasekharan, M.² Pillai, V.N.³ Mattew, B.⁴ Peptide, J.⁵

53
- 0026419328
- K.S. Lam, S.E. Salmon, E.M. Hersh, V.J. Hruby, W.M. Kazmiersky, and R.J. Knapp Nature 354 1991 82 84
- (1991) Nature , vol.354 , pp. 82-84
- Lam, K.S.¹ Salmon, S.E.² Hersh, E.M.³ Hruby, V.J.⁴ Kazmiersky, W.M.⁵ Knapp, R.J.⁶

54
- 0026470175
- J. Bedford, C. Hyde, T. Johnson, J.J. Wen, D. Owen, M. Quibell, and R.C. Sheppard Int. J. Peptide. Protein Res. 40 1992 300 307
- (1992) Int. J. Peptide. Protein Res. , vol.40 , pp. 300-307
- Bedford, J.¹ Hyde, C.² Johnson, T.³ Wen, J.J.⁴ Owen, D.⁵ Quibell, M.⁶ Sheppard, R.C.⁷

55
- 34250019669
- M. Verlander Int. J. Peptide Res. Ther. 13 2007 75 82
- (2007) Int. J. Peptide Res. Ther. , vol.13 , pp. 75-82
- Verlander, M.¹

56
- 20744456789
- R.B.J. Merrifield Am. Chem. Soc. 85 1963 2149 2154
- (1963) Am. Chem. Soc. , vol.85 , pp. 2149-2154
- Merrifield, R.B.J.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.