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

Research output: Contribution to journal › Article › peer-review

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
Externally published	Yes

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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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 › peer-review

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title = "Polypeptide synthesis using an expressed peptide as a building block via the thioester method",

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.",

keywords = "Condensations, Peptide building blocks, Peptides and polypeptides, Thioesters",

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

note = "Funding Information: This research was partly supported by the Grant-in-Aid for Scientific Research on Priority Areas No. 10179103 from the Ministry of Education, Science, Sports and Culture, Japan.",

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doi = "10.1016/S0040-4039(00)00232-X",

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T1 - Polypeptide synthesis using an expressed peptide as a building block via the thioester method

AU - Kawakami, Toru

AU - Hasegawa, Koki

AU - Teruya, Kenta

AU - Akaji, Kenichi

AU - Horiuchi, Masataka

AU - Inagaki, Fuyuhiko

AU - Kurihara, Yasuyuki

AU - Uesugi, Seiichi

AU - Aimoto, Saburo

N1 - Funding Information: This research was partly supported by the Grant-in-Aid for Scientific Research on Priority Areas No. 10179103 from the Ministry of Education, Science, Sports and Culture, Japan.

PY - 2000/4/8

Y1 - 2000/4/8

N2 - 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.

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.

KW - Condensations

KW - Peptide building blocks

KW - Peptides and polypeptides

KW - Thioesters

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U2 - 10.1016/S0040-4039(00)00232-X

DO - 10.1016/S0040-4039(00)00232-X

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SP - 2625

EP - 2628

JO - Tetrahedron Letters

JF - Tetrahedron Letters

SN - 0040-4039

IS - 15

ER -

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

Abstract

Keywords

ASJC Scopus subject areas

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