TY - JOUR
T1 - Direct solid phase synthesis of biologically active peptide alcohols
AU - Wu, Ying Ta
AU - Hsieh, Hsing Pang
AU - Chen, Shui Tein
AU - Wang, Kung Tsung
N1 - Copyright:
Copyright 2017 Elsevier B.V., All rights reserved.
PY - 1999
Y1 - 1999
N2 - New procedures have been developed for the synthesis of peptide alcohols, such as octreotide conjugates, fragment of gramicidin, and fragment of Trichorzianines in high yield using dihydropyran-2-carboxylic acid as a bifunctional linker to anchor Fmoc-threoninol(Bu), Fmoc-glycinol, and Fmoc-phenylalaninol onto amine-resins. The linker is stable during peptide elongation as evidenced by a high yield at each coupling step. The octreotide disulfide bonds were formed on-resin by incubating the elongated octreotide/resin with Tl(TFA)3/DMF at 0 °C for 1 hour. Tl(TFA)3/DMF is sufficiently mild that the protecting group and the linker remain intact and allow further the direct coupling of conjugates to octreotide using an autosynthesizer.
AB - New procedures have been developed for the synthesis of peptide alcohols, such as octreotide conjugates, fragment of gramicidin, and fragment of Trichorzianines in high yield using dihydropyran-2-carboxylic acid as a bifunctional linker to anchor Fmoc-threoninol(Bu), Fmoc-glycinol, and Fmoc-phenylalaninol onto amine-resins. The linker is stable during peptide elongation as evidenced by a high yield at each coupling step. The octreotide disulfide bonds were formed on-resin by incubating the elongated octreotide/resin with Tl(TFA)3/DMF at 0 °C for 1 hour. Tl(TFA)3/DMF is sufficiently mild that the protecting group and the linker remain intact and allow further the direct coupling of conjugates to octreotide using an autosynthesizer.
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U2 - 10.1002/jccs.199900020
DO - 10.1002/jccs.199900020
M3 - Article
AN - SCOPUS:0003809306
VL - 46
SP - 135
EP - 138
JO - Journal of the Chinese Chemical Society
JF - Journal of the Chinese Chemical Society
SN - 0009-4536
IS - 2
ER -