메뉴 건너뛰기




Volumn 53, Issue 3, 1999, Pages 322-328

Suppression of epimerization by cupric (II) salts in peptide synthesis using free amino acids as amino components

Author keywords

1 hydroxybenzotriazole; Carbodiimide; Epimerization suppression

Indexed keywords

AMINO ACID;

EID: 0032924848     PISSN: 1397002X     EISSN: None     Source Type: Journal    
DOI: 10.1034/j.1399-3011.1999.00034.x     Document Type: Article
Times cited : (14)

References (18)
  • 1
    • 0002799270 scopus 로고
    • Racemization-free and efficient peptide synthesis by the carbodiimide method using 1-hydroxybcezotriazole and copper (II) chloride simultaneously as additives
    • 1. Miyazawa, T., Otomatsu, T., Fukui, Y., Yamada, T. & Kuwata, S. (1988) Racemization-free and efficient peptide synthesis by the carbodiimide method using 1-hydroxybcezotriazole and copper (II) chloride simultaneously as additives. J. Chem. Soc. Chem. Commun. 419-420.
    • (1988) J. Chem. Soc. Chem. Commun. , pp. 419-420
    • Miyazawa, T.1    Otomatsu, T.2    Fukui, Y.3    Yamada, T.4    Kuwata, S.5
  • 2
    • 0001774346 scopus 로고
    • Racemization suppression by copper (II) chloride in peptide synthesis by the mixed anhydride and related methods
    • 2. Miyazawa, T., Donkai, T., Yamada, T. & Kuwata, S. (1989) Racemization suppression by copper (II) chloride in peptide synthesis by the mixed anhydride and related methods. Chem. Lett. 2125-2128.
    • (1989) Chem. Lett. , pp. 2125-2128
    • Miyazawa, T.1    Donkai, T.2    Yamada, T.3    Kuwata, S.4
  • 3
    • 0026524158 scopus 로고
    • Simultaneous use of 1-hydroxybenzotriazole and copper (II) chloride as additives for racemization-free and officient peptide synthesis by the carbodiimide method
    • 3. Miyazawa, T., Otomatsu, T., Fukui, Y., Yamada, T. & Kuwata, S. (1992) Simultaneous use of 1-hydroxybenzotriazole and copper (II) chloride as additives for racemization-free and officient peptide synthesis by the carbodiimide method. Int. J. Peptide Protein Res. 39, 308-314.
    • (1992) Int. J. Peptide Protein Res. , vol.39 , pp. 308-314
    • Miyazawa, T.1    Otomatsu, T.2    Fukui, Y.3    Yamada, T.4    Kuwata, S.5
  • 5
    • 0013518757 scopus 로고
    • Carboxy terminus coupling using 1,1′-carbonylbis (3-methylimidazolium triflate) in the presence of Cu (II) salts
    • 5. Gibson, F.S. & Rapoport, H. (1995) Carboxy terminus coupling using 1,1′-carbonylbis (3-methylimidazolium triflate) in the presence of Cu (II) salts. J. Org. Chem. 60, 2615-2617.
    • (1995) J. Org. Chem. , vol.60 , pp. 2615-2617
    • Gibson, F.S.1    Rapoport, H.2
  • 6
    • 0000726496 scopus 로고
    • Carbodiimide method
    • (Gross, E., Meienhofer, J., eds). Academic Press, New York, Chap. 5
    • 6. Rich, D.H., Singh, J. (1979) Carbodiimide method. In The Peptides. Vol. 1 (Gross, E., Meienhofer, J., eds). Academic Press, New York, Chap. 5.
    • (1979) The Peptides , vol.1
    • Rich, D.H.1    Singh, J.2
  • 8
    • 0013478515 scopus 로고
    • A solution synthesis of human growth hormone releasing factor
    • (Munekata, E., ed). Protein Research Foundation, Osakapp
    • 8. Chino, N., Kumagaya, S., Masui, Y., Kimura, T., Sakakibara, S. (1984) A solution synthesis of human growth hormone releasing factor. In Peptide Chemistry 1983 (Munekata, E., ed). Protein Research Foundation, Osakapp. 285-290.
    • (1984) Peptide Chemistry 1983 , pp. 285-290
    • Chino, N.1    Kumagaya, S.2    Masui, Y.3    Kimura, T.4    Sakakibara, S.5
  • 9
    • 0000996427 scopus 로고
    • Lewis acids, especially zinc chloride: A new type of carbodiimide additive in peptide synthesis
    • 9. Jakubke, H.-D., Klessen, Ch., Berger, E. & Neubert, K. (1978) Lewis acids, especially zinc chloride: a new type of carbodiimide additive in peptide synthesis. Tetrahedron Lett. 17, 1497-1500.
    • (1978) Tetrahedron Lett. , vol.17 , pp. 1497-1500
    • Jakubke, H.-D.1    Klessen, Ch.2    Berger, E.3    Neubert, K.4
  • 10
    • 0000395621 scopus 로고
    • Copper (II) chloride as a new efficient additive suppressing racemization in peptide synthesis by the carbodiimide method
    • 10. Miyzawa, T., Otomatsu, T., Yamada, T. & Kuwata, S. (1984) Copper (II) chloride as a new efficient additive suppressing racemization in peptide synthesis by the carbodiimide method. Tetrahedron Lett. 15, 771-771.
    • (1984) Tetrahedron Lett. , vol.15 , pp. 771-771
    • Miyzawa, T.1    Otomatsu, T.2    Yamada, T.3    Kuwata, S.4
  • 11
    • 0037686726 scopus 로고
    • Lithium salt effect in peptide synthesis, 2. Conditions for the use of lithium salts in coupling reaction
    • 11. Thaler, A., Seebach, D. & Cardinaux, F. (1991) Lithium salt effect in peptide synthesis, 2. Conditions for the use of lithium salts in coupling reaction. Helv. Chim. Acta. 274, 617-628.
    • (1991) Helv. Chim. Acta. , vol.274 , pp. 617-628
    • Thaler, A.1    Seebach, D.2    Cardinaux, F.3
  • 12
    • 33744893245 scopus 로고
    • Transesterification with 1,8-diazabicyclo (5,4,0) undec-7ene/lithium bromide also applicable to cleavage of peptides from resins in Merrifield synthesis
    • 12. Seebach, D., Thaler, A., Blaser, D. & Ko, S.Y. (1991) Transesterification with 1,8-diazabicyclo (5,4,0) undec-7ene/lithium bromide also applicable to cleavage of peptides from resins in Merrifield synthesis. Helv. Chim. Acta. 74, 1102-1118.
    • (1991) Helv. Chim. Acta. , vol.74 , pp. 1102-1118
    • Seebach, D.1    Thaler, A.2    Blaser, D.3    Ko, S.Y.4
  • 13
    • 0000555560 scopus 로고
    • A racemization test in peptide synthesis
    • 13. Izumiya, N. & Muraoka, M. (1969) A racemization test in peptide synthesis. J. Am. Chem. Soc. 91, 2391-2392.
    • (1969) J. Am. Chem. Soc. , vol.91 , pp. 2391-2392
    • Izumiya, N.1    Muraoka, M.2
  • 14
    • 0029860834 scopus 로고    scopus 로고
    • An effective organic solvent system for the dissolution of amino acids
    • 14. Mitin, Yu, V. (1996) An effective organic solvent system for the dissolution of amino acids. Int. J. Peptide Protein Res. 48, 374-376.
    • (1996) Int. J. Peptide Protein Res. , vol.48 , pp. 374-376
    • Mitin, Yu.V.1
  • 15
    • 0347182909 scopus 로고    scopus 로고
    • Synthesis of peptides using free amino acids. The effect of inorganic compounds on the solubility of amino acids in aprotic solvents
    • Ya
    • 15. Ryadnov, M.G., Kashparova, N., Ya, Kashparov, I.A. & Mitin, Yu, V. (1998) Synthesis of peptides using free amino acids. The effect of inorganic compounds on the solubility of amino acids in aprotic solvents. Bioorg. Khim. 14, 408-411.
    • (1998) Bioorg. Khim. , vol.14 , pp. 408-411
    • Ryadnov, M.G.1    Kashparova, N.2    Kashparov, I.A.3    Mitin, Yu.V.4
  • 16
    • 0014023360 scopus 로고
    • Retention and racemization reactions during peptide synthesis
    • 16. Goodman, M. & McGahren, W. (1966) Retention and racemization reactions during peptide synthesis. J. Am. Chem. Soc. 88, 3887-3888.
    • (1966) J. Am. Chem. Soc. , vol.88 , pp. 3887-3888
    • Goodman, M.1    McGahren, W.2
  • 17
    • 33745633759 scopus 로고
    • Preparation of N-protected amino acids esters of 8-hydroxyquinoline and their use as reactive intermediates for peptide synthesis
    • 17. Jakubke, H.-D. (1965) Preparation of N-protected amino acids esters of 8-hydroxyquinoline and their use as reactive intermediates for peptide synthesis. Z. Naturforsch., Teil B. 20, 273-274.
    • (1965) Z. Naturforsch., Teil B , vol.20 , pp. 273-274
    • Jakubke, H.-D.1
  • 18
    • 42249094799 scopus 로고
    • Recent developments in the carbodiimide chemistry
    • 18. Mikolajczyk, M. & Kielbasinski, P. (1981) Recent developments in the carbodiimide chemistry. Tetrahedron 37, 233-184.
    • (1981) Tetrahedron , vol.37 , pp. 233-1184
    • Mikolajczyk, M.1    Kielbasinski, P.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.