OxymaPure Coupling Reagents: Beyond Solid-Phase Peptide Synthesis

被引：13
作者：
Manne, Srinivasa Rao [1 ]
de la Torre, Beatriz G. [1 ,2 ]
El-Faham, Ayman [3 ,4 ]
Albericio, Fernando [1 ,3 ,5 ,6 ,7 ]
机构：
[1] Univ KwaZulu Natal, Sch Chem & Phys, Peptide Sci Lab, ZA-4000 Durban, South Africa
[2] Univ KwaZulu Natal, Coll Hlth Sci, Sch Lab Med & Med Sci, KwaZulu Natal Res Innovat & Sequencing Platform I, ZA-4041 Durban, South Africa
[3] King Saud Univ, Dept Chem, Coll Sci, POB 2455, Riyadh 11451, Saudi Arabia
[4] Alexandria Univ, Dept Chem, Fac Sci, POB 426, Alexandria 21321, Egypt
[5] Inst Adv Chem Catalonia IQAC CSIC, Jordi Girona 18-26, Barcelona 08034, Spain
[6] Univ Barcelona, CIBER BBN, Networking Ctr Bioengn Biomat & Nanomed, Marti & Franques 1-11, Barcelona 08028, Spain
[7] Univ Barcelona, Dept Organ Chem, Marti & Franques 1-11, Barcelona 08028, Spain
来源：
SYNTHESIS-STUTTGART | 2020年 / 52卷 / 21期
基金：
新加坡国家研究基金会;
关键词：
coupling reagent; peptides; racemization; amide bonds; solid-phase synthesis; RACEMIZATION-FREE SYNTHESIS; AMINO-ACID; ETHYL 2-CYANO-2-(2-NITROBENZENESULFONYLOXYIMINO)ACETATE; BECKMANN REARRANGEMENT; HYDROXAMIC ACIDS; COMU; EFFICIENT; DERIVATIVES; AMIDE; 9-FLUORENYLMETHYLOXYCARBONYL;
D O I：
10.1055/s-0040-1706296
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
OxymaPure [ethyl 2-cyano-2-(hydroxyimino)acetate] is an exceptional reagent with which to suppress racemization and enhance coupling efficiency during amide bond formation. The tremendous popularity of OxymaPure has led to the development of several Oxyma-based reagents. OxymaPure and its derived reagents are widely used in solid- and solution-phase peptide chemistry. This review summarizes the recent developments and applications of OxymaPure and Oxyma-based reagents in peptide chemistry, in particular in solution-phase chemistry. Moreover, the side reaction associated with OxymaPure is also discussed.
引用
收藏
页码：3189 / 3210
页数：22
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