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Title: An efficient concomitant synthesis of <i>O</i>-succinimidyl-(9<i>H</i>-fluoren-9-yl methoxy carbonylamino)peptidyl carbamates and their application in the synthesis of oligo-<img src='/image/spc_char/alpha.gif' border=0>-peptidyl ureas
Authors: Sureshbabu, Vommina V
Chennakrishnareddy, Gundala
Naik, Shankar A
Keywords: Oligo-<img src='/image/spc_char/alpha.gif' border=0>-ureas
Curtius rearrangement
peptide acid azides
peptidyl carbamates
Issue Date: Jan-2010
Publisher: CSIR
Abstract: <smarttagtype namespaceuri="urn:schemas-microsoft-com:office:smarttags" name="metricconverter"> An efficient method for the synthesis of <i style="">O</i>-succinimidyl (9<i style="">H</i>-fluorene-9-yl methoxycarbonylamine) peptidyl carbamates from the corresponding <i style="">N</i><sup><img src='/image/spc_char/alpha.gif' border=0></sup>-Fmoc peptidyl isocyanates through the concomitant Curtius rearrangement of <i style="">N</i><sup><img src='/image/spc_char/alpha.gif' border=0></sup>-Fmoc peptidyl acid azide and coupling with <i style="">N</i>-hydroxysuccinimide is described. The introduction of urea moiety at various positions in peptidyl backbone of VALVAL hexapeptide sequence has been carried out by the fragment coupling using peptidyl carbamates. All the oligo-<img src='/image/spc_char/alpha.gif' border=0>-peptidyl ureas are isolated as crystalline solids in 80-85% yield and have been fully characterized by <sup>1</sup>H and <sup>13</sup>C NMR and mass spectrometry. </smarttagtype>
Description: 69-76
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.49B(01) [January 2010]

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