GAP Peptide Synthesis through the Design of a GAP Protecting Group: An
Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and
Recrystallization

Cole Seifert; Armando Paniagua; Gabrielle A. White; Lucy Cai; Guigen Li

GAP Peptide Synthesis through the Design of a GAP Protecting Group: An Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and Recrystallization

Cole Seifert, Armando Paniagua, Gabrielle A. White, Lucy Cai, Guigen Li

Chemistry and Biochemistry

Research output: Contribution to journal › Article

Abstract

A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C -> N Fmoc peptide synthesis without chroma tography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %).

Original language	English
Pages (from-to)	1714-1719
Journal	European Journal of Organic Chemistry
State	Published - Mar 2016

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title = "GAP Peptide Synthesis through the Design of a GAP Protecting Group: An Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and Recrystallization",

abstract = "A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C -> N Fmoc peptide synthesis without chroma tography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %).",

author = "Cole Seifert and Armando Paniagua and White, {Gabrielle A.} and Lucy Cai and Guigen Li",

year = "2016",

month = mar,

language = "English",

pages = "1714--1719",

journal = "European Journal of Organic Chemistry",

}

TY - JOUR

T1 - GAP Peptide Synthesis through the Design of a GAP Protecting Group: An Fmoc/tBu Synthesis of Thymopentin Free from Polymers, Chromatography and Recrystallization

AU - Seifert, Cole

AU - Paniagua, Armando

AU - White, Gabrielle A.

AU - Cai, Lucy

AU - Li, Guigen

PY - 2016/3

Y1 - 2016/3

N2 - A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C -> N Fmoc peptide synthesis without chroma tography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %).

AB - A novel method for Fmoc/tBu solution-phase peptide synthesis and the development of a new benzyl-type group-assisted purification (GAP) protecting group is reported. This GAP protecting group is utilized in place of a polymer support, facilitating C -> N Fmoc peptide synthesis without chroma tography or recrystallization. The GAP group can be added and removed in high yield, and was used to synthesize over 1 gram of the immunostimulant, thymopentin, in high overall yield (83 %) and purity (99 %).

M3 - Article

SP - 1714

EP - 1719

JO - European Journal of Organic Chemistry

JF - European Journal of Organic Chemistry

ER -