Stereo-effect of the peptide formation reaction by N-(O,O-diisopropyl) phosphoryl serine

被引:0
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作者
Hu, JJ [1 ]
Ju, Y [1 ]
Zhao, YF [1 ]
机构
[1] Tsing Hua Univ, Sch Life Sci & Engn, Dept Chem, Key Lab Bioorgan Phosphorus Chem Educ Minist, Beijing 100084, Peoples R China
来源
关键词
chirality; N-(O; O-diisopropyl) phosphoryl serine; ion-paired RP-HPLC; serylhistidine; stereoselectivity;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The reactions between N-phosphoryl-L- (or D-) serine and L- (or D-) histidine or L- (or D-) histidine methyl ester were investigated. Products of the reaction mixtures were analyzed by ion-pair reversed-phase HPLC with SDS as the ion-pairing reagent. The results showed that dipeptide serylhistidine was formed in all these reaction systems, and L-L and D-D types of serylhistidine were yielded in an amount about four times as much as that of the L-D and D-L type dipeptide.
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页码:399 / 402
页数:4
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共 14 条
  • [1] HANDEDNESS, ORIGIN OF LIFE AND EVOLUTION
    AVETISOV, VA
    GOLDANSKII, VI
    KUZMIN, VV
    [J]. PHYSICS TODAY, 1991, 44 (07) : 33 - 41
  • [2] Oligomerization of N,O-bis(trimethylsilyl)-α-amino acids into peptides mediated by o-phenylene phosphorochloridate
    Fu, H
    Li, ZL
    Zhao, YF
    Tu, GZ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1999, 121 (02) : 291 - 295
  • [3] Hu JJ, 2000, CHINESE J CHEM, V18, P932
  • [4] Hu JJ, 2000, CHEM J CHINESE U, V21, P1667
  • [5] JI GJ, 1988, SYNTHESIS-STUTTGART, P444
  • [6] Phosphoryl promotion and differentiation effect on amino acids and prebiotic synthesis of protein
    Ju, Y
    Zhao, YF
    Sha, YW
    Tan, B
    [J]. PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 1995, 101 (1-4): : 117 - 123
  • [7] Origin of the homochirality of biomolecules
    Keszthelyi, L
    [J]. QUARTERLY REVIEWS OF BIOPHYSICS, 1995, 28 (04) : 473 - 507
  • [8] VITAGLIANO V, 1976, GAZZ CHIM ITAL, V106, P509
  • [9] N-PHOSPHORYL AMINO-ACIDS AND PEPTIDES .2. FAST ATOM BOMBARDMENT MASS-SPECTROMETRY OF N-DI-ISOPROPYLOXYPHOSPHORYL AND N-DIBUTYLOXYPHOSPHORYL AMINO-ACIDS
    XUE, CB
    YIN, YW
    YU, X
    ZHAO, YF
    [J]. ORGANIC MASS SPECTROMETRY, 1989, 24 (04): : 253 - 257
  • [10] NEGATIVE-ION FAST-ATOM-BOMBARDMENT MASS-SPECTROMETRY OF N-PHOSPHOAMINO ACIDS
    YIN, YW
    MA, Y
    ZHAO, YF
    XIN, B
    WANG, GH
    [J]. ORGANIC MASS SPECTROMETRY, 1994, 29 (04): : 201 - 204