Polypeptide synthesis using an expressed peptide as a building block via the thioester method

Toru Kawakami; Koki Hasegawa; Kenta Teruya; Kenichi Akaji; Masataka Horiuchi; Fuyuhiko Inagaki; Yasuyuki Kurihara; Seiichi Uesugi; Saburo Aimoto

doi:10.1016/S0040-4039(00)00232-X

Polypeptide synthesis using an expressed peptide as a building block via the thioester method

Toru Kawakami, Koki Hasegawa, Kenta Teruya, Kenichi Akaji, Masataka Horiuchi, Fuyuhiko Inagaki, Yasuyuki Kurihara, Seiichi Uesugi, Saburo Aimoto

MED - United Centers for Advanced Research and Translational Medicine (ART)

Research output: Contribution to journal › Article

8 Citations (Scopus)

Abstract

An expressed peptide was proven to be useful as a building block in the synthesis of a polypeptide via the thioester method. A partially protected peptide segment, [Lys(Boc)^{15,25,31,48,57,68,80,95}]- Max(14-101), was prepared via transamination of an N-terminal amino group from p21Max(13-101), which was obtained by expression using Escherichia coli. This peptide was utilized in the synthesis of [Ser(PO₃H₂)^2,11]- p21Max(1-101) via condensation with the peptide thioester, Boc- [Ser(PO₃H₂)^2,11]-p21Max(1-13)-SCH₂CH₂CO-Leu-OH. (C) 2000 Elsevier Science Ltd.

Original language	English
Pages (from-to)	2625-2628
Number of pages	4
Journal	Tetrahedron Letters
Volume	41
Issue number	15
DOIs	https://doi.org/10.1016/S0040-4039(00)00232-X
Publication status	Published - 2000 Apr 8

Keywords

Condensations
Peptide building blocks
Peptides and polypeptides
Thioesters

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

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10.1016/S0040-4039(00)00232-X

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Kawakami, T., Hasegawa, K., Teruya, K., Akaji, K., Horiuchi, M., Inagaki, F., Kurihara, Y., Uesugi, S., & Aimoto, S. (2000). Polypeptide synthesis using an expressed peptide as a building block via the thioester method. Tetrahedron Letters, 41(15), 2625-2628. https://doi.org/10.1016/S0040-4039(00)00232-X

Polypeptide synthesis using an expressed peptide as a building block via the thioester method. / Kawakami, Toru; Hasegawa, Koki; Teruya, Kenta; Akaji, Kenichi; Horiuchi, Masataka; Inagaki, Fuyuhiko; Kurihara, Yasuyuki; Uesugi, Seiichi; Aimoto, Saburo.

In: Tetrahedron Letters, Vol. 41, No. 15, 08.04.2000, p. 2625-2628.

Research output: Contribution to journal › Article

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abstract = "An expressed peptide was proven to be useful as a building block in the synthesis of a polypeptide via the thioester method. A partially protected peptide segment, [Lys(Boc)15,25,31,48,57,68,80,95]- Max(14-101), was prepared via transamination of an N-terminal amino group from p21Max(13-101), which was obtained by expression using Escherichia coli. This peptide was utilized in the synthesis of [Ser(PO3H2)2,11]- p21Max(1-101) via condensation with the peptide thioester, Boc- [Ser(PO3H2)2,11]-p21Max(1-13)-SCH2CH2CO-Leu-OH. (C) 2000 Elsevier Science Ltd.",

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AU - Hasegawa, Koki

AU - Teruya, Kenta

AU - Akaji, Kenichi

AU - Horiuchi, Masataka

AU - Inagaki, Fuyuhiko

AU - Kurihara, Yasuyuki

AU - Uesugi, Seiichi

AU - Aimoto, Saburo

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AB - An expressed peptide was proven to be useful as a building block in the synthesis of a polypeptide via the thioester method. A partially protected peptide segment, [Lys(Boc)15,25,31,48,57,68,80,95]- Max(14-101), was prepared via transamination of an N-terminal amino group from p21Max(13-101), which was obtained by expression using Escherichia coli. This peptide was utilized in the synthesis of [Ser(PO3H2)2,11]- p21Max(1-101) via condensation with the peptide thioester, Boc- [Ser(PO3H2)2,11]-p21Max(1-13)-SCH2CH2CO-Leu-OH. (C) 2000 Elsevier Science Ltd.

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KW - Peptides and polypeptides

KW - Thioesters

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