Tris(2-carboxyethyl)phosphine promotes hydrolysis of iminoboronates

doi:10.1016/j.tetlet.2017.06.069

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	Tris(2-carboxyethyl)phosphine promotes hydrolysis of iminoboronates
	Liu, Xiaoyu; Li, Zhihong; Xu, Hongtao; Zhan, Yuexiong; Ma, Peixiang; Chen, Hongli; Jiang, Biao
	2017-08-09
发表期刊	TETRAHEDRON LETTERS (IF:1.5[JCR-2023],1.6[5-Year])
ISSN	0040-4039
卷号	58 期号:32 页码:3101-3106
发表状态	已发表
DOI	10.1016/j.tetlet.2017.06.069
摘要	Iminoboronates are stable and formed fast. Their B-N bonds could be reverted by some endogenous biological molecules. The reversible characteristic attracts significant attention in biological and chemical fields. Although synthesis of iminoboronates is well-studied, less efforts have been devoted to disconnecting the units. Here, a series of selected compounds were screened to evaluate their hydrolytic capability of iminoboronates by H-1 NMR or B-11 NMR detection. Tris(2-carboxyethyl)phosphine (TCEP), was emerged as an excellent reagent, which decomposed most iminoboronates in short time with high yields. In addition, TCEP is also able to hydrolyze hydrazones and oximes with moderate yields. (C) 2017 Elsevier Ltd. All rights reserved.
关键词	Iminoboronates TCEP Reversible reaction Efficient disconnection
收录类别	SCI
语种	英语
资助项目	Open Foundation of the State Key Laboratory of Drug Research, China[SIMM1601KF-05]
WOS研究方向	Chemistry
WOS类目	Chemistry, Organic
WOS记录号	WOS:000406989100004
出版者	PERGAMON-ELSEVIER SCIENCE LTD
WOS关键词	SACCHARIDE-ACCELERATED HYDROLYSIS ; BORONIC ACID IMINES ; NEUTRAL PH ; FUNCTIONALIZATION ; NUCLEOPHILES ; CHEMISTRY ; OXIME ; LEADS
原始文献类型	Article
通讯作者	Ma, Peixiang ; Chen, Hongli ; Jiang, Biao
引用统计	正在获取...
文献类型	期刊论文
条目标识符	https://kms.shanghaitech.edu.cn/handle/2MSLDSTB/2870
专题	生命科学与技术学院_特聘教授组_James E. Rothman组生命科学与技术学院免疫化学研究所免疫化学研究所_特聘教授组_抗体化学实验室免疫化学研究所_特聘教授组_功能筛选实验室免疫化学研究所_特聘教授组_抗体设计学实验室生命科学与技术学院_硕士生
通讯作者	Ma, Peixiang; Chen, Hongli; Jiang, Biao
作者单位	ShanghaiTech Univ, Shanghai Inst Adv Immunochem Studies, Shanghai 201210, Peoples R China
第一作者单位	免疫化学研究所
通讯作者单位	免疫化学研究所
第一作者的第一单位	免疫化学研究所
推荐引用方式 GB/T 7714	Liu, Xiaoyu,Li, Zhihong,Xu, Hongtao,et al. Tris(2-carboxyethyl)phosphine promotes hydrolysis of iminoboronates[J]. TETRAHEDRON LETTERS,2017,58(32):3101-3106.
APA	Liu, Xiaoyu.,Li, Zhihong.,Xu, Hongtao.,Zhan, Yuexiong.,Ma, Peixiang.,...&Jiang, Biao.(2017).Tris(2-carboxyethyl)phosphine promotes hydrolysis of iminoboronates.TETRAHEDRON LETTERS,58(32),3101-3106.
MLA	Liu, Xiaoyu,et al."Tris(2-carboxyethyl)phosphine promotes hydrolysis of iminoboronates".TETRAHEDRON LETTERS 58.32(2017):3101-3106.