메뉴 건너뛰기




Volumn 11, Issue 1, 2011, Pages 40-47

The chemical synthesis of insulin: From the past to the present

Author keywords

Chemical peptide synthesis; Disulfide bonds; Insulin; Peptide hormone; Regioselective

Indexed keywords

ACID ANHYDRIDE; AZIDE; BOVINE INSULIN; CHLORIDE; CYANAMIDE; DISULFIDE; HUMAN INSULIN; INSULIN; SODIUM HYDROXIDE; SULFOXIDE; TRITYL DERIVATIVE;

EID: 79951701759     PISSN: 18715222     EISSN: None     Source Type: Journal    
DOI: 10.2174/187152211794519412     Document Type: Review
Times cited : (20)

References (26)
  • 1
    • 79951690164 scopus 로고    scopus 로고
    • In, 4th ed.; Freeman, W.H. and Company: New York, Chapter 23
    • Nelson, D.L.; Cox, M.M. In: Lehninger Principles of Biochemistry, 4th ed.; Freeman, W.H. and Company: New York, 2005; Chapter 23, pp. 902-906.
    • (2005) Lehninger Principles of Biochemistry , pp. 902-906
    • Nelson, D.L.1    Cox, M.M.2
  • 2
    • 50749118593 scopus 로고
    • The internal secretion of the pancreas
    • Banting, F.G.; Best, B.A. The internal secretion of the pancreas. J. Lab. Clin. Med., 1922, 7(5), 251-266.
    • (1922) J. Lab. Clin. Med. , vol.7 , Issue.5 , pp. 251-266
    • Banting, F.G.1    Best, B.A.2
  • 4
    • 77049172046 scopus 로고
    • The disulphide bridges of insulin
    • Sanger, F.; Smith, L.F.; Kitai, R. The disulphide bridges of insulin. Biochem. J., 1954, 58(1), vi-vii.
    • (1954) Biochem. J. , vol.58 , Issue.1
    • Sanger, F.1    Smith, L.F.2    Kitai, R.3
  • 5
    • 0009937965 scopus 로고
    • Trail of sulfur research: From insulin to oxytocin
    • du Vigneaud, V. Trail of sulfur research: from insulin to oxytocin. Science, 1956, 123(3205), 967-974.
    • (1956) Science , vol.123 , Issue.3205 , pp. 967-974
    • du Vigneaud, V.1
  • 6
    • 0041676179 scopus 로고
    • The synthesis of the B-chain of insulin and its combination withnatural or synthetic A-chain to generate insulin activity
    • Katsoyannis, P.G.; Fukuda, K.; Tometsko, A.; Suzuki, K.; Tilak, M. The synthesis of the B-chain of insulin and its combination withnatural or synthetic A-chain to generate insulin activity. J. Am. Chem. Soc., 1964, 86(5), 930-932.
    • (1964) J. Am. Chem. Soc. , vol.86 , Issue.5 , pp. 930-932
    • Katsoyannis, P.G.1    Fukuda, K.2    Tometsko, A.3    Suzuki, K.4    Tilak, M.5
  • 7
    • 7344242320 scopus 로고
    • The synthesis of theA-chain of insulin and its combination with natural B-chain togenerate insulin activity
    • Katsoyannis, P.G.; Tometsko, A.; Fukuda, K. The synthesis of theA-chain of insulin and its combination with natural B-chain togenerate insulin activity. J. Am. Chem. Soc., 1963, 85(18), 2863-2865.
    • (1963) J. Am. Chem. Soc. , vol.85 , Issue.18 , pp. 2863-2865
    • Katsoyannis, P.G.1    Tometsko, A.2    Fukuda, K.3
  • 9
    • 0013811635 scopus 로고
    • Totalsynthesis of crystalline bovine insulin
    • Kung, Y.T.; Du, Y.C.; Huang, W.T.; Chen, C.C.; Ke, L.T. Totalsynthesis of crystalline bovine insulin. Sci. Sin., 1965, 14(11), 1710-1716.
    • (1965) Sci. Sin. , vol.14 , Issue.11 , pp. 1710-1716
    • Kung, Y.T.1    Du, Y.C.2    Huang, W.T.3    Chen, C.C.4    Ke, L.T.5
  • 10
    • 0014007022 scopus 로고
    • The synthesis of bovine insulin by thesolid phase method
    • Marglin, B.; Merrifield, R.B. The synthesis of bovine insulin by thesolid phase method. J. Am. Chem. Soc., 1966, 88(21), 5051-5052.
    • (1966) J. Am. Chem. Soc. , vol.88 , Issue.21 , pp. 5051-5052
    • Marglin, B.1    Merrifield, R.B.2
  • 12
    • 0009619530 scopus 로고
    • Resynthesis of insulinfrom its glycyl and phenylalanyl chains
    • Du, Y.C.; Zhang, Y.S.; Lu, Z.X.; Tsou, C.L. Resynthesis of insulinfrom its glycyl and phenylalanyl chains. Sci. Sin., 1961, 10(1), 84-104.
    • (1961) Sci. Sin. , vol.10 , Issue.1 , pp. 84-104
    • Du, Y.C.1    Zhang, Y.S.2    Lu, Z.X.3    Tsou, C.L.4
  • 13
    • 1642644270 scopus 로고
    • Regeneration of insulin activity fromthe separated and inactive A and B chains
    • Dixon, G.H.; Wardlaw, A.C. Regeneration of insulin activity fromthe separated and inactive A and B chains. Nature, 1960, 188(4752), 721-724.
    • (1960) Nature , vol.188 , Issue.4752 , pp. 721-724
    • Dixon, G.H.1    Wardlaw, A.C.2
  • 14
    • 0027756855 scopus 로고
    • Total synthesis ofhuman insulin by regioselective disulfide formation using the sylilchloride-sulfoxide method
    • Akaji, K.; Fujino, K.; Tatsumi, T.; Kiso, Y. Total synthesis ofhuman insulin by regioselective disulfide formation using the sylilchloride-sulfoxide method. J. Am. Chem. Soc., 1993, 115(24), 11384-11392.
    • (1993) J. Am. Chem. Soc. , vol.115 , Issue.24 , pp. 11384-11392
    • Akaji, K.1    Fujino, K.2    Tatsumi, T.3    Kiso, Y.4
  • 15
    • 0016332888 scopus 로고
    • Total synthesis of human insulin under directed formation ofthe disulfide bonds
    • Sieber, P.; Kamber, B.; Hartmann, A.; Johl, A.; Riniker, B.; Rittel, W., Total synthesis of human insulin under directed formation ofthe disulfide bonds. Helv. Chim. Acta, 1974, 57(8), 2617-2621.
    • (1974) Helv. Chim. Acta , vol.57 , Issue.8 , pp. 2617-2621
    • Sieber, P.1    Kamber, B.2    Hartmann, A.3    Johl, A.4    Riniker, B.5    Rittel, W.6
  • 16
    • 0025980302 scopus 로고
    • Sinthesis of cysteine-peptide by a new disulphide bondformingreaction using the silyl chloride-sulphoxide system
    • Akaji, K.; Tatsumi, T.; Yoshida, M.; Kimura, T.; Fujiwara, Y.; Kiso, Y. Sinthesis of cysteine-peptide by a new disulphide bondformingreaction using the silyl chloride-sulphoxide system. J. Chem. Soc. Chem. Comm., 1991, (3), 167-168.
    • (1991) J. Chem. Soc. Chem. Comm. , Issue.3 , pp. 167-168
    • Akaji, K.1    Tatsumi, T.2    Yoshida, M.3    Kimura, T.4    Fujiwara, Y.5    Kiso, Y.6
  • 18
    • 0026763134 scopus 로고
    • Disulfide bond formation using the silyl chloridesulfoxidesystem for the synthesis of a cystine peptide
    • Akaji, K.; Tatsumi, T.; Yoshida, M.; Kimura, T.; Fujiwara, Y.; Kiso, Y. Disulfide bond formation using the silyl chloridesulfoxidesystem for the synthesis of a cystine peptide. J. Am. Chem. Soc., 1992, 114(11), 4137-4143.
    • (1992) J. Am. Chem. Soc. , vol.114 , Issue.11 , pp. 4137-4143
    • Akaji, K.1    Tatsumi, T.2    Yoshida, M.3    Kimura, T.4    Fujiwara, Y.5    Kiso, Y.6
  • 19
    • 0025021698 scopus 로고
    • Synthesis of bombyxin-IV, an insulin-like heterodimericpeptide from the silkworm, Bombyx mori
    • Maruyama, K.; Nagasawa, H.; Isogai, A.; Tamura, S.; Ishizaki, H.; Suzuki, A. Synthesis of bombyxin-IV, an insulin-like heterodimericpeptide from the silkworm, Bombyx mori. Peptides, 1990, 11(1), 169-171.
    • (1990) Peptides , vol.11 , Issue.1 , pp. 169-171
    • Maruyama, K.1    Nagasawa, H.2    Isogai, A.3    Tamura, S.4    Ishizaki, H.5    Suzuki, A.6
  • 21
    • 64149101159 scopus 로고    scopus 로고
    • Solidphase synthesis and structural analysis of novel A-chain dicarbaanalogs of human relaxin-3 (INSL7) that exhibit full biologicalactivity
    • Hossain, M.A.; Rosengren, K.J.; Zhang, S.; Bathgate, R.A.; Tregear, G.W.; van Lierop, B.J.; Robinson, A.J.; Wade, J.D. Solidphase synthesis and structural analysis of novel A-chain dicarbaanalogs of human relaxin-3 (INSL7) that exhibit full biologicalactivity. Org. Biomol. Chem., 2009, 7(8), 1547-1553.
    • (2009) Org. Biomol. Chem. , vol.7 , Issue.8 , pp. 1547-1553
    • Hossain, M.A.1    Rosengren, K.J.2    Zhang, S.3    Bathgate, R.A.4    Tregear, G.W.5    van Lierop, B.J.6    Robinson, A.J.7    Wade, J.D.8
  • 22
    • 59649095030 scopus 로고    scopus 로고
    • J.; Schäffer, L.; Hoeg-Jensen, T., Totalsynthesis of desB30 insulin analogues by biomimetic folding ofsingle-chain precursors
    • Tofteng, A. P.; Jensen, K. J.; Schäffer, L.; Hoeg-Jensen, T., Totalsynthesis of desB30 insulin analogues by biomimetic folding ofsingle-chain precursors. ChemBioChem., 2008, 9(18), 2989-2996.
    • (2008) ChemBioChem. , vol.9 , Issue.18 , pp. 2989-2996
    • Tofteng, A.P.1    Jensen, K.2
  • 23
    • 70450162543 scopus 로고    scopus 로고
    • Biomimetic synthesis of Lispro insulin via a chemically synthesized "mini-proinsulin" prepared by oximeformingligation
    • Sohma, Y.; Kent, S.B.H. Biomimetic synthesis of Lispro insulin via a chemically synthesized "mini-proinsulin" prepared by oximeformingligation. J. Am. Chem. Soc., 2009, 131(44), 16313-16318.
    • (2009) J. Am. Chem. Soc. , vol.131 , Issue.44 , pp. 16313-16318
    • Sohma, Y.1    Kent, S.B.H.2
  • 24
    • 77955044829 scopus 로고    scopus 로고
    • Design and folding of [GluA4(ODThrB30)] insulin ("esterinsulin"): A minimal proinsulin surrogate that can be chemicallyconverted into human insulin
    • Sohma, Y.; Hua, Q.; Whittaker, J.; Weiss, M.A.; Kent, S.B.H. Design and folding of [GluA4(ODThrB30)] insulin ("esterinsulin"): a minimal proinsulin surrogate that can be chemicallyconverted into human insulin. Angew. Chem. Int. Ed., 2010, 49(32), 5489-5493.
    • (2010) Angew. Chem. Int. Ed. , vol.49 , Issue.32 , pp. 5489-5493
    • Sohma, Y.1    Hua, Q.2    Whittaker, J.3    Weiss, M.A.4    Kent, S.B.H.5
  • 25
    • 0026694701 scopus 로고
    • Somatic gene therapy for diabetes withan immunological safety system for complete removal oftransplanted cells
    • Kawakami, Y.; Yamaoka, T.; Hirochika, R.; Yamashita, K.; Itakura, M.; Nakauchi, H. Somatic gene therapy for diabetes withan immunological safety system for complete removal oftransplanted cells. Diabetes, 1992, 41(8), 956-961.
    • (1992) Diabetes , vol.41 , Issue.8 , pp. 956-961
    • Kawakami, Y.1    Yamaoka, T.2    Hirochika, R.3    Yamashita, K.4    Itakura, M.5    Nakauchi, H.6


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.