Green solid-phase peptide synthesis 4. γ-Valerolactone and N-formylmorpholine as green solvents for solid phase peptide synthesis

被引:67
|
作者
Kumar, Ashish [1 ,2 ]
Jad, Yahya E. [2 ]
El-Faham, Ayman [3 ,4 ]
de la Torre, Beatriz G. [2 ,5 ]
Albericio, Fernando [1 ,2 ,3 ,6 ,7 ]
机构
[1] Univ KwaZulu Natal, Sch Chem & Phys, ZA-4001 Durban, South Africa
[2] Univ KwaZulu Natal, Sch Hlth Sci, ZA-4001 Durban, South Africa
[3] King Saud Univ, Coll Sci, Dept Chem, POB 2455, Riyadh 11451, Saudi Arabia
[4] Univ Alexandria, Fac Sci, Chem Dept, POB 426, Alexandria 12321, Egypt
[5] Univ KwaZulu Natal, Sch Lab Med & Med Sci, ZA-4001 Durban, South Africa
[6] Univ Barcelona, Dept Organ Chem, Barcelona 08028, Spain
[7] CIBER BBN, Networking Ctr Bioengn Biomat & Nanomed, Barcelona Sci Pk, Barcelona 08028, Spain
基金
新加坡国家研究基金会;
关键词
Solid-phase peptide synthesis; Green solvents; Polystyrene resin; GVL; NFM; PLATFORM; OXYMA;
D O I
10.1016/j.tetlet.2017.06.058
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Herein, we report the use of gamma-valerolactone (GVL) and N-formylmorpholine (NFM) as DMF substitutes in polystyrene based SPPS. The solubility of selected amino acids and coupling reagents were studied in GVL and NFM, followed by their use in the successful synthesis of Aib-enkephalin pentapeptide (H-Tyr-AibAib-Phe-Leu-NH2) and Aib-ACP decapeptide (H-Val-Gln-Aib-Aib-Ile-Asp-Tyr-Ile-Asn-Gly-NH2). (C) 2017 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2986 / 2988
页数:3
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