N-to-C peptide elongation by ammonia-Ugi reaction: synthesis of potent self-assembling elastin-like short peptides

Keisuke Tomohara; Naoki Tanaka; Yukino Kotake; Miwa Ushiro; Misato Adachi; Hikaru Kimura; Hisanori Nambu; Takeru Nose

doi:10.1039/d5ob01834j

N-to-C peptide elongation by ammonia-Ugi reaction: synthesis of potent self-assembling elastin-like short peptides

Keisuke Tomohara
, Naoki Tanaka
, Yukino Kotake
, Miwa Ushiro
, Misato Adachi
, Hikaru Kimura
, Hisanori Nambu
, Takeru Nose

研究成果: ジャーナルへの寄稿 › 学術誌 › 査読

抄録

The ammonia-Ugi reaction employing ammonium carboxylates of N-protected amino acids (or peptides), ketones, and α-isocyano esters enabled N-to-C peptide elongation, together with in situ construction of α,α-disubstituted amino acid residues. This method offered an effective synthetic method of novel elastin-like short peptides, which exhibited highly potent self-assembling properties.

本文言語	英語
ページ（範囲）	587-591
ページ数	5
ジャーナル	Organic and Biomolecular Chemistry
巻	24
号	3
DOI	https://doi.org/10.1039/d5ob01834j
出版ステータス	出版済み - 1月 21 2026

!!!All Science Journal Classification (ASJC) codes

生化学
物理化学および理論化学
有機化学

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10.1039/d5ob01834j

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abstract = "The ammonia-Ugi reaction employing ammonium carboxylates of N-protected amino acids (or peptides), ketones, and α-isocyano esters enabled N-to-C peptide elongation, together with in situ construction of α,α-disubstituted amino acid residues. This method offered an effective synthetic method of novel elastin-like short peptides, which exhibited highly potent self-assembling properties.",

author = "Keisuke Tomohara and Naoki Tanaka and Yukino Kotake and Miwa Ushiro and Misato Adachi and Hikaru Kimura and Hisanori Nambu and Takeru Nose",

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T1 - N-to-C peptide elongation by ammonia-Ugi reaction

T2 - synthesis of potent self-assembling elastin-like short peptides

AU - Tomohara, Keisuke

AU - Tanaka, Naoki

AU - Kotake, Yukino

AU - Ushiro, Miwa

AU - Adachi, Misato

AU - Kimura, Hikaru

AU - Nambu, Hisanori

AU - Nose, Takeru

PY - 2026/1/21

Y1 - 2026/1/21

N2 - The ammonia-Ugi reaction employing ammonium carboxylates of N-protected amino acids (or peptides), ketones, and α-isocyano esters enabled N-to-C peptide elongation, together with in situ construction of α,α-disubstituted amino acid residues. This method offered an effective synthetic method of novel elastin-like short peptides, which exhibited highly potent self-assembling properties.

AB - The ammonia-Ugi reaction employing ammonium carboxylates of N-protected amino acids (or peptides), ketones, and α-isocyano esters enabled N-to-C peptide elongation, together with in situ construction of α,α-disubstituted amino acid residues. This method offered an effective synthetic method of novel elastin-like short peptides, which exhibited highly potent self-assembling properties.

UR - https://www.scopus.com/pages/publications/105025245823

UR - https://www.scopus.com/pages/publications/105025245823#tab=citedBy

U2 - 10.1039/d5ob01834j

DO - 10.1039/d5ob01834j

M3 - Article

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AN - SCOPUS:105025245823

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VL - 24

SP - 587

EP - 591

JO - Organic and Biomolecular Chemistry

JF - Organic and Biomolecular Chemistry

IS - 3

ER -

N-to-C peptide elongation by ammonia-Ugi reaction: synthesis of potent self-assembling elastin-like short peptides

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!!!All Science Journal Classification (ASJC) codes

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