SPECIFIC SULFONATION OF TYROSINE, TRYPTOPHAN AND HYDROXY-AMINO ACIDS IN PEPTIDES

被引:17
作者
PREVIERO, A [1 ]
CAVADORE, JC [1 ]
TORREILLES, J [1 ]
COLETTIPREVIERO, MA [1 ]
机构
[1] INSERM,UNITE RECH 58,F-34100 MONTPELLIER,FRANCE
关键词
Enkephalin; Peptide modification; Serine O-sulfate; Threonine O-sulfate; Tryptophan disulfonic acid; Tyrosine 3-sulfonic acid;
D O I
10.1016/0005-2795(79)90247-2
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
1. 1. ClSO3H in trifluoroacetic acid rapidly converts serine and threonine into O-sulfate ester derivatives while tyrosine and tryptophan are converted into arylsufonic acids. 2. 2. H2SO4 in trifluoroacetic acid reacts more slowly with serine, threonine and tyrosine while is not able to modify tryptophan. 3. 3. All other amino acids are perfectly stable under the above reaction conditions. 4. 4. Peptides containing susceptible amino acid residues are specifically converted into the corresponding sulfonated derivatives in high or quantitative yield. © 1979.
引用
收藏
页码:276 / 282
页数:7
相关论文
共 9 条
[1]  
BHACCA NS, 1962, NMR SPECTRA CATALOG
[2]   ON THE [S-35] SULPHATE INCORPORATION IN FIBRINOPEPTIDE-B FROM RABBIT FIBRINOGEN [J].
BLOMBACK, B ;
BOSTROM, H ;
VESTERMARK, A .
BIOCHIMICA ET BIOPHYSICA ACTA, 1960, 38 (03) :502-512
[3]   STUDIES ON FIBRINOPEPTIDES FROM DIFFERENT SPECIES [J].
BLOMBACK, B ;
SJOQUIST, J .
ACTA CHEMICA SCANDINAVICA, 1960, 14 (02) :493-495
[4]   STUDIES ON SULPHATASES .23. ENZYMIC DESULPHATION OF TYROSINE O-SULPHATE [J].
DODGSON, KS ;
ROSE, FA ;
TUDBALL, N .
BIOCHEMICAL JOURNAL, 1959, 71 :10-15
[5]   O-SULPHATE ESTERS OF L-SERINE, L-THREONINE AND L-HYDROXYPROLINE [J].
DODGSON, KS ;
LLOYD, AG ;
TUDBALL, N .
BIOCHEMICAL JOURNAL, 1961, 79 (01) :111-&
[6]   A PROTEIN SEQUENATOR [J].
EDMAN, P ;
BEGG, G .
EUROPEAN JOURNAL OF BIOCHEMISTRY, 1967, 1 (01) :80-&
[7]   PEPTIDE RESEMBLING COOH-TERMINAL TETRAPEPTIDE AMIDE OF GASTRIN FROM A NEW GASTROINTESTINAL ENDOCRINE CELL TYPE [J].
LARSSON, LI ;
REHFELD, JF .
NATURE, 1979, 277 (5697) :575-578
[8]  
Spande T F, 1970, Adv Protein Chem, V24, P97, DOI 10.1016/S0065-3233(08)60242-9
[9]   METABOLISM OF POTASSIUM L-SERINE O(35S)-SULPHATE IN RAT [J].
TUDBALL, N .
BIOCHEMICAL JOURNAL, 1962, 85 (03) :456-&