Laccase-catalyzed tyrosine click reaction with 1-methyl-4-arylurazole: rapid labeling on protein surfaces

被引：0

作者：

Nakane, Keita ^{[1
,2
]}

Fujimura, Chizu ^{[1
]}

Miyano, Shogo ^{[2
]}

Liu, Zhengyi ^{[1
]}

Niwa, Tatsuya ^{[3
]}

Nishi, Hafumi ^{[4
,5
,6
]}

Kadonosono, Tetsuya ^{[7
]}

Taguchi, Hideki ^{[3
]}

Tomoshige, Shusuke ^{[2
]}

Ishikawa, Minoru ^{[2
]}

Sato, Shinichi ^{[1
,2
]}

机构：

[1] Tohoku Univ, Frontier Res Inst Interdisciplinary Sci, 6-3 Aramaki aza-Aoba,Aoba Ku, Sendai, Miyagi 9808578, Japan

[2] Tohoku Univ, Grad Sch Life Sci, 2-1-1 Katahira,Aoba Ku, Sendai, Miyagi 9808577, Japan

[3] Tokyo Inst Technol, Inst Innovat Res, Cell Biol Ctr, 4259-S2-19,Nagatsuta Cho,Midori Ku, Yokohama, Kanagawa 2268501, Japan

[4] Tohoku Univ, Grad Sch Informat Sci, Dept Appl Informat Sci, 6-3 Aramaki Aza-Aoba,Aoba Ku, Sendai, Miyagi 9808578, Japan

[5] Tohoku Univ, Tohoku Med Megabank Org, 2-1 Seiryo Machi,Aoba Ku, Sendai, Miyagi 9808573, Japan

[6] Ochanomizu Univ, Fac Core Res, 2-1-1 Otsuka,Bunkyo Ku, Tokyo 1128610, Japan

[7] Tokyo Inst Technol, Sch Life Sci & Technol, Yokohama, Kanagawa 2268501, Japan

来源：

CHEMICAL COMMUNICATIONS | 2024年 / 60卷 / 96期

关键词：

HORSERADISH-PEROXIDASE; OXIDATION;

D O I：

10.1039/d4cc03802a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Our study demonstrates the exceptional efficiency of 1-methyl-4-arylurazole (MAUra) for tyrosine labeling, optimized with laccase under mild conditions, achieving a high efficiency (kcat/Km = 7.88 x 104 M-1 s-1) with minimal oxidative side reactions and selective labeling of highly exposed tyrosine sites on proteins.

引用

页码：14208 / 14211

页数：4

共 4 条

[1] Laccase-catalyzed reaction of 3-tert-butyl-1H-pyrazol-5(4H)-one with substituted catechols using air as an oxidant
Emirdag-Ozturk, Safiye
Hajdok, Szilvia
Conrad, Juergen
Beifuss, Uwe
TETRAHEDRON, 2013, 69 (18) : 3664 - 3668
[2] Laccase-Catalyzed Domino Reaction between Catechols and 6-Substituted 1,2,3,4-Tetrahydro-4-oxo-2-thioxo-5-pyrimidinecarbonitriles for the Synthesis of Pyrimidobenzothiazole Derivatives
Abdel-Mohsen, Heba T.
Conrad, Juergen
Beifuss, Uwe
JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (16): : 7986 - 8003
[3] Facile synthesis of novel (1-Aryl/alkyl-1H-1,2,3-triazol-4-yl)methyl-2-bromo-4-methylthiazole-5-carboxylates by Cu(I) catalyzed click reaction
Sudhakar, K.
Thirupathi, G.
Balakishan, A.
Chary, S. Narsima
Ravi, S.
RUSSIAN JOURNAL OF GENERAL CHEMISTRY, 2016, 86 (07) : 1722 - 1729
[4] Facile synthesis of novel (1-Aryl/alkyl-1H-1,2,3-triazol- 4-yl)methyl-2-bromo-4-methylthiazole-5-carboxylates by Cu(I) catalyzed click reaction
K. Sudhakar
G. Thirupathi
A. Balakishan
S. Narsima chary
S. Ravi
Russian Journal of General Chemistry, 2016, 86 : 1722 - 1729

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