Water Microdroplets Promote Spontaneous Oxidation of Amino Acid- and Peptide-related Thiols to Disulfide Bonds

被引:0
|
作者
Zhang, Hong [1 ]
Wang, Yanjie [1 ]
Yang, Jiamin [1 ]
Ju, Yun [1 ]
He, Jing [1 ]
Niu, Yuqing [1 ]
Liu, Yaqi [1 ]
Hou, Wenhao [1 ]
Qiao, Lina [2 ]
Jiang, Jie [1 ,3 ]
机构
[1] Harbin Inst Technol Weihai, Sch Marine Sci & Technol, Weihai 264209, Peoples R China
[2] Shandong Univ Weihai, Marine Coll, Weihai 264209, Shandong, Peoples R China
[3] Harbin Inst Technol, State Key Lab Urban Water Resource & Environm, Harbin 150090, Heilongjiang, Peoples R China
关键词
Disulfide bond; Water microdroplets; CHEMISTRY; CYSTEINE;
D O I
10.1002/chem.202404036
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Disulfide bonds (S-S) play a critical role in modern biochemistry, organic synthesis and prebiotic chemistry. Traditional methods for synthesizing disulfide bonds often rely on oxygen, alkali, and metal catalysts. Herein, thiol groups involved in amino acids and peptides were spontaneously converted into symmetrical and unsymmetrical disulfide bonds within water microdroplets, without the need for catalysts or oxygen, and under room temperature. Water microdroplets displayed improved selectivity for disulfide bond formation, with minimal production of other oxidative species. Mechanistic investigations revealed that hydroxyl radicals (& sdot;OH) present on the water microdroplet surface facilitated the oxidation process. Thiols were firstly oxidized to thiyl radicals (RS & sdot;), which subsequently coupled to form disulfide bonds. This study highlights the potential of microdroplet chemistry as an efficient and mild approach for constructing disulfide bonds.
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页数:6
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