Triethyl phosphate (TEP) as a green solvent for solid-phase peptide synthesis (SPPS)

被引:4
作者
Nandhini, K. P. [1 ,2 ]
Cele, Nosipho [2 ]
de la Torre, Beatriz G. [2 ,5 ]
Albericio, Fernando [1 ,3 ,4 ,6 ,7 ]
机构
[1] Univ KwaZulu Natal, Sch Chem & Phys, Peptide Sci Lab, Durban, South Africa
[2] Univ KwaZulu Natal, Coll Hlth Sci, Sch Lab Med & Med Sci, KwaZulu Natal Res Innovat & Sequencing Platform KR, Durban, South Africa
[3] Univ Barcelona, Networking Ctr Bioengn Biomat & Nanomed, CIBER BBN, Barcelona, Spain
[4] Univ Barcelona, Dept Organ Chem, Barcelona, Spain
[5] Univ KwaZulu Natal, Coll Hlth Sci, Sch Lab Med & Med Sci, KwaZulu Natal Res Innovat & Sequencing Platform KR, ZA-4041 Durban, South Africa
[6] Univ KwaZulu Natal, Sch Chem & Phys, Peptide Sci Lab, ZA-4001 Durban, South Africa
[7] Univ Barcelona, Dept Organ Chem, Barcelona 08028, Spain
基金
新加坡国家研究基金会;
关键词
Fluorenylmethoxycarbonyl (Fmoc); green solvent; peptide; polystyrene resin; supported chemistry; GAMMA-VALEROLACTONE GVL; N-BUTYLPYRROLIDINONE;
D O I
10.1080/17518253.2024.2330639
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Triethyl phosphate (TEP) is a new member of the Green Solid-Phase Peptide Synthesis (GSPPS) toolbox. TEP shows almost no toxicity and no carcinogenic or mutagenic properties. It degrades, giving the rather innocuous phosphoric acid and ethanol. TEP has a low viscosity, which makes it appealing for solid-phase peptide synthesis (SPPS), where the reagents delivered by the solvent should penetrate the polymeric matrix. TEP dissolves most Fmoc-amino acids and key coupling reagents and additives. The use of TEP has allowed the SPPS of several model peptides using the most conventional polystyrene resin at room temperature, while other green solvents required more sophisticated resins and/or elevated temperatures. In conclusion, TEP is an excellent contender to become the green solvent of choice. [GRAPHICS]
引用
收藏
页数:9
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