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具有空间位阻吡咯烷氮氧化物的非天然氨基酸的合成。

Synthesis of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides.

机构信息

Department of Chemistry, University of Nebraska , Lincoln, Nebraska 68588-0304, United States.

出版信息

Org Lett. 2014 Oct 17;16(20):5298-300. doi: 10.1021/ol502449r. Epub 2014 Sep 16.

DOI:10.1021/ol502449r
PMID:25324010
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4201325/
Abstract

A series of unnatural amino acids functionalized with sterically shielded pyrroline nitroxides were synthesized. Their reduction by ascorbate/glutathione indicates that L-cysteine functionalized with gem-diethylpyrroline nitroxide is reduced at the slowest rate and is comparable to that measured for the most resistant to reduction pyrroline and pyrrolidine nitroxides.

摘要

一系列用空间位阻吡咯烷酮氮氧化物官能化的非天然氨基酸被合成出来。它们被抗坏血酸/谷胱甘肽还原,表明用偕二乙基吡咯烷酮氮氧化物官能化的 L-半胱氨酸还原速度最慢,与最难还原的吡咯烷和吡咯烷酮氮氧化物的测量值相当。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/de4baabc3894/ol-2014-02449r_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/d3e52aa4c93e/ol-2014-02449r_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/162de0f8c1f0/ol-2014-02449r_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/6f1a7a13ae17/ol-2014-02449r_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/fe3fdd00da17/ol-2014-02449r_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/de4baabc3894/ol-2014-02449r_0002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/d3e52aa4c93e/ol-2014-02449r_0001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/162de0f8c1f0/ol-2014-02449r_0003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/6f1a7a13ae17/ol-2014-02449r_0004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/fe3fdd00da17/ol-2014-02449r_0005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/ca31/4201325/de4baabc3894/ol-2014-02449r_0002.jpg

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