Microwave-Assisted Green Solid-Phase Peptide Synthesis Using γ-Valerolactone (GVL) as Solvent

被引:75
作者
Kumar, Ashish [1 ,2 ]
Jad, Yahya E. [2 ]
Collins, Jonathan M. [3 ]
Albericio, Fernando [1 ,4 ,5 ]
de la Torre, Beatriz G. [6 ]
机构
[1] Univ KwaZulu Natal, Sch Chem & Phys, Univ Rd, ZA-4001 Durban, South Africa
[2] Univ KwaZulu Natal, Sch Hlth Sci, Catalysis & Peptide Res Unit, Univ Rd, ZA-4001 Durban, South Africa
[3] CEM Corp, 3100 Smith Farm Rd, Matthews, NC 28104 USA
[4] Univ Barcelona, Dept Organ Chem, Marti & Franques 1-11, E-08028 Barcelona, Spain
[5] Networking Ctr Bioengn Biomat & Nanomed, CIBER BBN, Barcelona Sci Pk,Baldiri Reixac 10, Barcelona 08028, Spain
[6] Univ KwaZulu Natal, Coll Hlth Sci, KRISP, ZA-4001 Durban, South Africa
基金
新加坡国家研究基金会;
关键词
Sustainable chemistry; Green solvent; Peptide; Automatic synthesis; WATER; RACEMIZATION; REAGENTS;
D O I
10.1021/acssuschemeng.8b01531
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The increasing demand for synthetic peptides in various research fields raises a challenge, namely, the development of greener methods for their preparation. Here we report on an ecofriendly solid-phase peptide synthesis (SPPS) methodology. Substitution of the hazardous solvent DMF by the biomass-derived organic solvent y-valerolactone (GVL), together with the application of microwave-assisted automated SPPS, allowed the synthesis of peptides with a wide range of lengths and high purity using polystyrene- and polyethylene-glycol-based resins. The yields achieved were comparable to those obtained with standard methodologies. To date, this is the greenest approach reported in terms of the solvent used, waste generated, and energy efficiency.
引用
收藏
页码:8034 / 8039
页数:11
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