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›› 2009, Vol. 9 ›› Issue (3): 558-562.

• 生化工程专栏 • 上一篇    下一篇

2-氯三苯甲基氯树脂的制备及其在多肽固相合成中的应用

李鹏 梁洪 张竞 苏志国   

  1. 中国科学院过程工程研究所生化工程国家重点实验室 中国科学院过程工程研究所生化工程国家重点实验室 中国科学院过程工程研究所生化工程国家重点实验室 中国科学院过程工程研究所生化工程国家重点实验室
  • 收稿日期:2009-03-20 修回日期:2009-04-09 出版日期:2009-06-20 发布日期:2009-06-20
  • 通讯作者: 李鹏

Preparation of 2-Chlorotritylchloride Resin and Its Application in Solid Phase Peptide Synthesis

LI Peng, LIANG Hong, ZHANG Jing, SU Zhi-guo   

  1. State Key Lab.Biochem.Eng., Institute of Process Engineerin State Key Lab.Biochem.Eng., Institute of Process Engineerin State Key Lab.Biochem.Eng., Institute of Process Engineerin State Key Lab. Biochem. Eng., Inst. Process Eng., Chinese Academy of Sciences
  • Received:2009-03-20 Revised:2009-04-09 Online:2009-06-20 Published:2009-06-20
  • Contact: LI Peng,

摘要: 以2-氯二苯甲酮为原料,与PCl5在130~140℃下加热合成1-氯-2-二氯苯甲基苯作为前体,与粒径小于30 mm的1.5%二乙烯苯交联聚苯乙烯树脂进行Friedel-Crafts烷基化反应,所得2-氯三苯甲基醇用亚硫酰氯进行氯化处理,得到2-氯三苯甲基氯树脂. 该制备方法简便易行且无需使用有机金属试剂,所得2-氯三苯甲基氯树脂首位氨基酸上载率和溶胀性质均优于同类树脂商品,使用该树脂合成的困难序列酰基载体蛋白65-74的固相合成收率为72%,产物纯度达到76.5%.

关键词: 2-氯三苯甲基氯树脂, 聚苯乙烯树脂, 多肽固相合成

Abstract: 2-Chlorobenzophenone and phosphorus pentachloride were heated to 130~140℃ to obtain 1-chloro-2- [dichloro(phenyl)methyl]benzene (DCPB) as a precursor to the trityl group. Via Friedel-Crafts acylation, DCPB was loaded onto 1.5% DVB-crosslinked polystyrene resin particles with the diameters less than 30 mm. After quenching and washing, 2-chlorotritylalcohol (2-CTA) resin was obtained. The resulting 2-CTA resin was chlorinated by thionyl chloride to obtain 2-CTC resin. The three-step method was operated in moderate condition, and did not require any organometallic reagents. The prepared 2-CTC resin possessed superior properties in initial amino acid loading, swelling and synthesis of peptide sequences, compared with commercial 2-CTC resin. A difficulty sequence, fragment 65-74 of acyl carrier protein (ACP 65-74), was obtained in 72% yield and 76.5% purity.

Key words: 2-chlorotritylchloride resin, polystyrene resin, solid phase peptide synthesis

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