CYANOGEN IODIDE - A NEW REAGENT FOR DISULFIDE BOND FORMATION IN PEPTIDES

被引:11
|
作者
BISHOP, P [1 ]
CHMIELEWSKI, J [1 ]
机构
[1] PURDUE UNIV,DEPT CHEM,W LAFAYETTE,IN 47907
关键词
D O I
10.1016/S0040-4039(00)60948-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Three cyclic disulfides were formed from linear analogs of calcitonin, epidermal growth factor (EGF), and a fragment of the DNA-binding Cro protein using a new reagent: cyanogen iodide (ICN). Each peptide contained two S-protected cysteine derivatives [Cys(Acm)] which were deprotected with concurrent disulfide bond formation. A comparison with I2, a common reagent for this reaction, is included.
引用
收藏
页码:6263 / 6266
页数:4
相关论文
共 50 条
  • [1] Oxyfold : a new solid supported reagent for the simple and effective formation of disulfide bond in peptides
    Ronga, L.
    Verdie, P.
    Cristau, M.
    Amblard, M.
    Cantel, S.
    Enjalbal, C.
    Puget, K.
    Subra, G.
    Martinez, J.
    JOURNAL OF PEPTIDE SCIENCE, 2010, 16 : 77 - 78
  • [2] DIMETHYL(METHYLTHIO)SULFONIUM TETRAFLUOROBORATE - A REAGENT FOR DISULFIDE BOND FORMATION IN PEPTIDES
    BISHOP, P
    JONES, C
    CHMIELEWSKI, J
    TETRAHEDRON LETTERS, 1993, 34 (28) : 4469 - 4472
  • [3] Disulfide bond formation in peptides
    Annis, I
    Hargittai, B
    Barany, G
    SOLID-PHASE PEPTIDE SYNTHESIS, 1997, 289 : 198 - 221
  • [4] On the requirement of oxidizing reagent for the formation of a disulfide bond
    Berezhkovskiy, LM
    Deshpande, SV
    BIOPHYSICAL CHEMISTRY, 2001, 91 (03) : 319 - 327
  • [5] Formation of cyanogen iodide by lactoperoxidase
    Schlorke, Denise
    Flemmig, Joerg
    Birkemeyer, Claudia
    Arnhold, Juergen
    JOURNAL OF INORGANIC BIOCHEMISTRY, 2016, 154 : 35 - 41
  • [6] Cellular Disulfide Bond Formation in Bioactive Peptides and Proteins
    Patil, Nitin A.
    Tailhades, Julien
    Hughes, Richard Anthony
    Separovic, Frances
    Wade, John D.
    Hossain, Mohammed Akhter
    INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2015, 16 (01) : 1791 - 1805
  • [7] Equilibria involving cyanogen iodide, the free energy of formation of cyanogen
    Lewis, GN
    Keyes, DB
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1918, 40 : 472 - 478
  • [8] Formation of cyanogen iodide by heme peroxidases
    Arnhold, Juergen
    Denise, Schlorke
    Janne, Atosuo
    Joerg, Flemmig
    Esa-Matti, Lilius
    FREE RADICAL BIOLOGY AND MEDICINE, 2017, 108 : S20 - S20
  • [9] An effective method of on-resin disulfide bond formation in peptides
    Galande, AK
    Weissleder, R
    Tung, CH
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2005, 7 (02): : 174 - 177
  • [10] Discovery of a highly selective and efficient reagent for formation of intramolecular disulfide bonds in peptides
    Shi, TS
    Rabenstein, DL
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2000, 122 (29) : 6809 - 6815