Solid phase synthesis of α-amino squaric acid-containing peptides

被引:3
|
作者
Maeda, Kentaro [1 ]
Kiniwa, Yu-ichi [1 ]
Ohfune, Yasufumi [1 ]
Ishiguro, Shinichi [2 ]
Suzuki, Koichi [2 ]
Murata, Kazuya [3 ]
Matsuda, Hideaki [3 ]
Shinada, Tetsuro [1 ]
机构
[1] Osaka City Univ, Grad Sch Sci, Sumiyoshi Ku, Osaka 5588585, Japan
[2] Iwate Univ, Off Res Exchange, Morioka, Iwate 0208550, Japan
[3] Kinki Univ, Fac Pharm, Higashiosaka, Osaka 5778502, Japan
基金
日本学术振兴会;
关键词
IDENTIFICATION;
D O I
10.1039/c4ra10442k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new method has been developed for the synthesis of 3-(1-aminoalkyl)- 4-hydroxycyclobut-3-ene-1,2-dione [alpha-amino squaric acid (alpha-Asq)]-containing peptides using solid phase peptide synthesis according to an Fmoc protecting group strategy. FmocHN-Gly-[alpha-Asq]-Oi-Pr was successfully used as a coupling unit in this method, which allowed for the construction of alpha-Asq-containing hexapeptide libraries including Sq-Gly and Sq-Phe units using the Wang-resin. Peptides containing the alpha-Asq moiety exhibited inhibitory activity towards a digestive enzyme.
引用
收藏
页码:50639 / 50643
页数:5
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