期刊
TETRAHEDRON LETTERS
卷 41, 期 20, 页码 3997-4001出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/S0040-4039(00)00537-2
关键词
amino acids and derivatives; solid phase synthesis; peptides and polypeptides
A versatile safety catch backbone-amide protection system (1, 2) has been developed to inhibit interchain aggregation during solid phase peptide synthesis. The strategy utilises the N-alpha-Fmoc derivative of an N-(3-methylsulfinyl-4-methoxy-6-hydroxybenzyl) (SiMB, 2) substituted amino acid (5b), a group which exhibits excellent all round coupling kinetics. The value of these improved derivatives is demonstrated through the syntheses of leucine enkephalinamide (9) and the well known 'difficult sequence' from the acyl carrier protein, residues (65-74) (10) via standard uronium activation and pentafluorophenyl eater chemistry. (C) 2000 Elsevier Science Ltd. All rights reserved.
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