메뉴 건너뛰기




Volumn 54, Issue 1, 1999, Pages 54-65

Large-scale synthesis of hematoregulatory nonapeptide SK and F 107647 by fragment coupling

Author keywords

2, 7 diaminooctanedioic acid; Fragment coupling; Hematoregulatory peptide; O 3, 4 dihydro 4 oxo 1, 2, 3 benzotriazine 3 yl 1, 1, 3, 3 tetramethyluronium tetrafluoroborate (TDBTU); SK and F 107647

Indexed keywords

GLASPIMOD; NONAPEPTIDE; UNCLASSIFIED DRUG;

EID: 2942678453     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1034/j.1399-3011.1999.00089.x     Document Type: Article
Times cited : (17)

References (35)
  • 1
    • 0028954278 scopus 로고
    • Hematopoietic growth for the treatment of severe chronic neutropenia
    • 1. Dale, D.C. (1995) Hematopoietic growth for the treatment of severe chronic neutropenia. Stem Cells 13, 94-100.
    • (1995) Stem Cells , vol.13 , pp. 94-100
    • Dale, D.C.1
  • 2
    • 0029062788 scopus 로고
    • Hematopoietic growth and inhibitory factors in treatment of malignancies - A review
    • 2. Hansen, F. (1995) Hematopoietic growth and inhibitory factors in treatment of malignancies - A review. Acta Oncol. 34, 453-468.
    • (1995) Acta Oncol. , vol.34 , pp. 453-468
    • Hansen, F.1
  • 3
  • 5
    • 0021277373 scopus 로고
    • Structural investigation on a peptide regulating hemopoiesis in vitro and in vivo
    • 5. Paukovits, W.R. & Laerum, O.D. (1984) Structural investigation on a peptide regulating hemopoiesis in vitro and in vivo. Hoppe-Seylers Z. Physiol. Chem. 365, 303-311.
    • (1984) Hoppe-Seylers Z. Physiol. Chem. , vol.365 , pp. 303-311
    • Paukovits, W.R.1    Laerum, O.D.2
  • 7
    • 0030070391 scopus 로고    scopus 로고
    • Treatment of experimental Gram-negative and Gram-positive bacterial sepsis with the hematoregulatory peptide SK&F 107647
    • 7. DeMarsh, P.L., Wells, G.I., Lewandowski, T.F., Bhatnagar, P.K. & Ostivic, E.J. (1996) Treatment of experimental Gram-negative and Gram-positive bacterial sepsis with the hematoregulatory peptide SK&F 107647. J. Infect. Dis. 173, 205-211.
    • (1996) J. Infect. Dis. , vol.173 , pp. 205-211
    • DeMarsh, P.L.1    Wells, G.I.2    Lewandowski, T.F.3    Bhatnagar, P.K.4    Ostivic, E.J.5
  • 8
    • 0028322319 scopus 로고
    • Efficacy of the hematoregulatory peptide SK&F 107647 in experimental systemic Candida albicans infections in normal and immunosuppressed mice
    • 8. DeMarsh, P.L., Sucoloski, S.K., Frey, C.L., Koltin, Y., Actor, P., Bhatnagar, P.K. & Petteway, S.R. (1994) Efficacy of the hematoregulatory peptide SK&F 107647 in experimental systemic Candida albicans infections in normal and immunosuppressed mice. Immunopharmacology 27, 199-206.
    • (1994) Immunopharmacology , vol.27 , pp. 199-206
    • DeMarsh, P.L.1    Sucoloski, S.K.2    Frey, C.L.3    Koltin, Y.4    Actor, P.5    Bhatnagar, P.K.6    Petteway, S.R.7
  • 9
    • 0009723815 scopus 로고
    • Novel hematoregulatory peptides: Monomeric and dimeric forms determine opposite biological activity
    • 9. Pelus, L.M., DeMarsh, P., King, A., Frey, C. & Bhatnagar, P.K. (1993) Novel hematoregulatory peptides: monomeric and dimeric forms determine opposite biological activity. Colloq. INSERM 229, 193-200.
    • (1993) Colloq. INSERM , vol.229 , pp. 193-200
    • Pelus, L.M.1    DeMarsh, P.2    King, A.3    Frey, C.4    Bhatnagar, P.K.5
  • 10
    • 0028901460 scopus 로고
    • Accelerated hematopoietic recovery with the hematoregulatory peptide dimer SK&F 107647 in bone marrow transplantation
    • 10. Vieby, O.P. & Olsen, W.M. (1995) Accelerated hematopoietic recovery with the hematoregulatory peptide dimer SK&F 107647 in bone marrow transplantation. Bone Marrow Transplant 12, 305-311.
    • (1995) Bone Marrow Transplant , vol.12 , pp. 305-311
    • Vieby, O.P.1    Olsen, W.M.2
  • 12
    • 0032485445 scopus 로고    scopus 로고
    • A detailed investigation of the preparation of 2,7-diaminosuberic acid and 2,5-diaminoadipic acid derivatives using Kolbe electrolysis
    • 12. Hiebl, J., Blanka, M., Guttman, A., Kollmann, H., Leitner, K., Mayrhofer, G., Rovenszky, F. & Winkler, K. (1998) A detailed investigation of the preparation of 2,7-diaminosuberic acid and 2,5-diaminoadipic acid derivatives using Kolbe electrolysis. Tetrahedron 54, 2059-2074.
    • (1998) Tetrahedron , vol.54 , pp. 2059-2074
    • Hiebl, J.1    Blanka, M.2    Guttman, A.3    Kollmann, H.4    Leitner, K.5    Mayrhofer, G.6    Rovenszky, F.7    Winkler, K.8
  • 13
    • 0029831193 scopus 로고    scopus 로고
    • Accelerated racemisation of aspartic acid and asparagine residues via succinimide intermediates: An ab initio theoretical exploration of mechanism
    • 13. Radkiewicz, J.L., Zipse, H., Clarke, S. & Houk, K.N. (1996) Accelerated racemisation of aspartic acid and asparagine residues via succinimide intermediates: an ab initio theoretical exploration of mechanism. J. Am. Chem. Soc. 118, 9148-9155.
    • (1996) J. Am. Chem. Soc. , vol.118 , pp. 9148-9155
    • Radkiewicz, J.L.1    Zipse, H.2    Clarke, S.3    Houk, K.N.4
  • 14
    • 85004754595 scopus 로고
    • Side reactions in peptide synthesis
    • 14. Bodanszky, M. & Martinez, J. (1981) Side reactions in peptide synthesis. Synthesis 333-356.
    • (1981) Synthesis , pp. 333-356
    • Bodanszky, M.1    Martinez, J.2
  • 15
    • 0014227412 scopus 로고
    • Elimination addition. Part XVI. Elimination in 2-sulphonylethyl carboxylates: A method for the protection of carboxy-groups in peptide synthesis
    • 15. Miller, A.W. & Stirling, J.M. (1968) Elimination addition. Part XVI. Elimination in 2-sulphonylethyl carboxylates: A method for the protection of carboxy-groups in peptide synthesis. J. Chem. Soc. (C) 2612-2617.
    • (1968) J. Chem. Soc. (C) , pp. 2612-2617
    • Miller, A.W.1    Stirling, J.M.2
  • 16
    • 0015267572 scopus 로고
    • Synthese von [2,7-Cystin]-Gramicidin S, einem künstlichen homodet-heterodet-bicyclischen decapeptid
    • 16. Ludescher, U. & Schwyzer, R. (1972) Synthese von [2,7-Cystin]-Gramicidin S, einem künstlichen homodet-heterodet-bicyclischen Decapeptid. Helv. Chim. Acta 55, 2052-2060.
    • (1972) Helv. Chim. Acta , vol.55 , pp. 2052-2060
    • Ludescher, U.1    Schwyzer, R.2
  • 17
    • 12044258245 scopus 로고
    • 1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive
    • 17. Carpino, L.A. (1993) 1-Hydroxy-7-azabenzotriazole. An efficient peptide coupling additive. J. Am. Chem. Soc. 115, 4397-4398.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 4397-4398
    • Carpino, L.A.1
  • 18
    • 0021159751 scopus 로고
    • O-benzotriazolyl-N,N,N′,N′-tetramethyluronium hexafluorophosphate as coupling reagent for the synthesis of peptides of biological interest
    • 18. Dourtoglou, V., Gross, B., Lambropoulou, V. & Zioudrou, C. (1984) O-Benzotriazolyl-N,N,N′,N′-tetramethyluronium hexafluorophosphate as coupling reagent for the synthesis of peptides of biological interest. Synthesis 572-574.
    • (1984) Synthesis , pp. 572-574
    • Dourtoglou, V.1    Gross, B.2    Lambropoulou, V.3    Zioudrou, C.4
  • 20
    • 0025014627 scopus 로고
    • PyBOP: A new peptide coupling reagent devoid of toxic by-product
    • 20. Coste, J., Le-Nguyen, D. & Castro, B. (1990) PyBOP: A new peptide coupling reagent devoid of toxic by-product. Tetrahedron Lett. 31, 205-208.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 205-208
    • Coste, J.1    Le-Nguyen, D.2    Castro, B.3
  • 21
    • 0026598905 scopus 로고
    • A new reagent for peptide synthesis. Benzotriazolyloxy-bis (pyrrolidino)-carbonium hexafluorophosphate (BBC)
    • 21. Chen, S. & Xu, J. (1992) A new reagent for peptide synthesis. Benzotriazolyloxy-bis (pyrrolidino)-carbonium hexafluorophosphate (BBC). Tetrahedron Lett. 33, 647-650.
    • (1992) Tetrahedron Lett. , vol.33 , pp. 647-650
    • Chen, S.1    Xu, J.2
  • 22
    • 0002870324 scopus 로고
    • New uronium salts as coupling reagents in peptide chemistry
    • (Giralt, E. & Andrew, D., eds). ESCOM Scientific Publishers, Leiden, Netherlands
    • 22. Henklein, P., Beyermann, M., Bienert, M. & Knorr, R. (1991) New uronium salts as coupling reagents in peptide chemistry. In Pept. 1990, Proc. Eur. Pept. Symp., 21st (Giralt, E. & Andrew, D., eds). ESCOM Scientific Publishers, Leiden, Netherlands, pp. 67-68.
    • (1991) Pept. 1990, Proc. Eur. Pept. Symp., 21st , pp. 67-68
    • Henklein, P.1    Beyermann, M.2    Bienert, M.3    Knorr, R.4
  • 23
    • 0025868658 scopus 로고
    • Oxybenzotriazole free peptide coupling reagents for N-methylated amino acids
    • 23. Coste, J., Frérot, E., Jouin, P. & Castro, B. (1991) Oxybenzotriazole free peptide coupling reagents for N-methylated amino acids. Tetrahedron Lett. 32, 1967-1970.
    • (1991) Tetrahedron Lett. , vol.32 , pp. 1967-1970
    • Coste, J.1    Frérot, E.2    Jouin, P.3    Castro, B.4
  • 24
    • 0014412486 scopus 로고
    • A new convenient reagent for peptide synthesis
    • 24. Belleau, B. & G. Malek, G. (1968) A new convenient reagent for peptide synthesis. J. Am. Chem. Soc. 90, 1651-1652.
    • (1968) J. Am. Chem. Soc. , vol.90 , pp. 1651-1652
    • Belleau, B.1    G Malek, G.2
  • 25
    • 0009687437 scopus 로고
    • Perchloric acid in peptide chemistry
    • (Giralt, E. & Andrew, D., eds). ESCOM Scientific Publishers, Leiden, Netherlands
    • 25, König, W., Breipohl, G., Pokorny, P. & Birkler, M. (1990) Perchloric acid in peptide chemistry. In Pept. 1990, Proc. Eur. Pept. Symp., 21st (Giralt, E. & Andrew, D., eds). ESCOM Scientific Publishers, Leiden, Netherlands, pp. 143-145.
    • (1990) Pept. 1990, Proc. Eur. Pept. Symp., 21st , pp. 143-145
    • König, W.1    Breipohl, G.2    Pokorny, P.3    Birkler, M.4
  • 26
    • 0000988614 scopus 로고
    • Neue peptidsynthese
    • 16. Wissmann, H. & Kleiner, H.-J. (1980) Neue Peptidsynthese. Angew. Chem. 92, 129-130; Angew. Chem. Int. Ed. Engl. 19, 133-134.
    • (1980) Angew. Chem. , vol.92 , pp. 129-130
    • Wissmann, H.1    Kleiner, H.-J.2
  • 27
    • 0000486699 scopus 로고    scopus 로고
    • 16. Wissmann, H. & Kleiner, H.-J. (1980) NeuePeptidsynthese. Angew. Chem. 92, 129-130; Angew. Chem. Int. Ed. Engl. 19, 133-134.
    • Angew. Chem. Int. Ed. Engl. , vol.19 , pp. 133-134
  • 28
    • 0001215629 scopus 로고
    • Preparation of peptides using mixed carboxylic acid anhydrides
    • 27. Vaughan, J.R. Jr & Osato, R.L. (1951) Preparation of peptides using mixed carboxylic acid anhydrides. J. Am. Chem. Soc. 73, 5553-5555.
    • (1951) J. Am. Chem. Soc. , vol.73 , pp. 5553-5555
    • Vaughan J.R., Jr.1    Osato, R.L.2
  • 30
    • 0014823090 scopus 로고
    • Racemisierung bei peptidsynthesen
    • 29. König, W. & Geiger, R. (1970) Racemisierung bei Peptidsynthesen. Chem. Ber. 103, 2024-2033.
    • (1970) Chem. Ber. , vol.103 , pp. 2024-2033
    • König, W.1    Geiger, R.2
  • 31
    • 0001764778 scopus 로고
    • A novel activated ester in peptide synthesis
    • 30. Nefkens, G.H.L. & Tesser, G.I. (1961) A novel activated ester in peptide synthesis. J. Am. Chem. Soc. 83, 1263.
    • (1961) J. Am. Chem. Soc. , vol.83 , pp. 1263
    • Nefkens, G.H.L.1    Tesser, G.I.2
  • 33
    • 84982076945 scopus 로고
    • N-hydroxyverbindungen als katalysatoren für die aminolyse aktiver ester
    • 32. König, W. & Geiger, R. (1973) N-Hydroxyverbindungen als Katalysatoren für die Aminolyse aktiver Ester. Chem. Ber. 106, 3626-3635.
    • (1973) Chem. Ber. , vol.106 , pp. 3626-3635
    • König, W.1    Geiger, R.2
  • 34
    • 49549139072 scopus 로고
    • Reatifs de couplage peptidique IV (1) - L'Hexafluorophoaphate de benzotriazolyl N-oxytrisdimethylamino phosphonuim (B.O.P.)
    • 33. Castro, B., Dormoy, J.R., Evin, G. & Selve, C. (1975) Reatifs de couplage peptidique IV (1) - L'Hexafluorophoaphate de benzotriazolyl N-oxytrisdimethylamino phosphonuim (B.O.P.). Tetrahedron Lett. 1219-1222.
    • (1975) Tetrahedron Lett. , pp. 1219-1222
    • Castro, B.1    Dormoy, J.R.2    Evin, G.3    Selve, C.4
  • 35
    • 0025057125 scopus 로고
    • BroP: A new coupling reagent for coupling N-methylated amino acids
    • 34. Coste, J., Dufour, M.N., Pantaloni, A. & Castro, B. (1990) BroP: a new coupling reagent for coupling N-methylated amino acids. Tetrahedron Lett. 31, 669-672.
    • (1990) Tetrahedron Lett. , vol.31 , pp. 669-672
    • Coste, J.1    Dufour, M.N.2    Pantaloni, A.3    Castro, B.4


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.