Protein chemical synthesis by serine and threonine ligation

被引:221
|
作者
Zhang, Yinfeng [1 ]
Xu, Ci [1 ]
Lam, Hiu Yung [1 ]
Lee, Chi Lung [1 ]
Li, Xuechen [1 ]
机构
[1] Univ Hong Kong, Dept Chem, Hong Kong, Hong Kong, Peoples R China
关键词
synthetic protein; acyl transfer; chemoselective ligation; PRIOR THIOL CAPTURE; INTRAMOLECULAR O; N-ACYL TRANSFER; PEPTIDE-BOND FORMATION; STAUDINGER LIGATION; SIDE-CHAIN; CYSTEINE; ACYLPHOSPHATASE; STRATEGIES; THIOESTER; MECHANISM;
D O I
10.1073/pnas.1221012110
中图分类号
O [数理科学和化学]; P [天文学、地球科学]; Q [生物科学]; N [自然科学总论];
学科分类号
07 ; 0710 ; 09 ;
摘要
An efficient method has been developed for the salicylaldehyde ester-mediated ligation of unprotected peptides at serine (Ser) or threonine (Thr) residues. The utility of this peptide ligation approach has been demonstrated through the convergent syntheses of two therapeutic peptides-ovine-corticoliberin and Forteo-and the human erythrocyte acylphosphatase protein (similar to 11 kDa). The requisite peptide salicylaldehyde ester precursor is prepared in an epimerization-free manner via Fmoc-solid-phase peptide synthesis.
引用
收藏
页码:6657 / 6662
页数:6
相关论文
共 50 条
  • [41] PROTEIN SERINE THREONINE PHOSPHATASES - AN EXPANDING FAMILY
    COHEN, PTW
    BREWIS, ND
    HUGHES, V
    MANN, DJ
    FEBS LETTERS, 1990, 268 (02) : 355 - 359
  • [42] Serine threonine protein phosphatases and the β cells of the pancreas
    Parameswara, VK
    Easom, RA
    FASEB JOURNAL, 2002, 16 (05): : A914 - A914
  • [43] Serine-Threonine Protein Kinases of Cyanobacteria
    Zorina, Anna A.
    Los, Dmitry A.
    Klychnikov, Oleg I.
    BIOCHEMISTRY-MOSCOW, 2025, 90 (SUPPL1) : S287 - S311
  • [44] The role of serine/threonine protein phosphatases in exocytosis
    Sim, ATR
    Baldwin, ML
    Rostas, JAP
    Holst, J
    Ludowyke, RI
    BIOCHEMICAL JOURNAL, 2003, 373 : 641 - 659
  • [45] Molecular mechanisms of the protein serine threonine phosphatases
    Barford, D
    TRENDS IN BIOCHEMICAL SCIENCES, 1996, 21 (11) : 407 - 412
  • [46] SERINE THREONINE PROTEIN-KINASES IN DROSOPHILA
    SIEGFRIED, E
    AMBROSIO, L
    PERRIMON, N
    TRENDS IN GENETICS, 1990, 6 (11) : 357 - 362
  • [47] CLONING OF PROTEIN-SERINE THREONINE PHOSPHATASES
    COHEN, PTW
    METHODS IN ENZYMOLOGY, 1991, 201 : 398 - 408
  • [48] Protein chemical synthesis by α-ketoacid-hydroxylamine ligation
    Harmand, Thibault J.
    Murar, Claudia E.
    Bode, Jeffrey W.
    NATURE PROTOCOLS, 2016, 11 (06) : 1130 - 1147
  • [49] Semi-synthesis of interleukin-1α via expressed threonine ligation and native chemical ligation-desulfurization
    Zhao, Jie
    Liu, Jiazhi
    Liu, Xinliang
    Ye, Farong
    Wang, Siyao
    Wang, Ping
    TETRAHEDRON LETTERS, 2022, 104
  • [50] Diselenide-selenoester ligation for chemical protein synthesis
    Kulkarni, Sameer S.
    Watson, Emma E.
    Premdjee, Bhavesh
    Conde-Frieboes, Kilian W.
    Payne, Richard J.
    NATURE PROTOCOLS, 2019, 14 (07) : 2229 - 2257