ChemInform Abstract: DEBLOCKING OF O-NITROPHENYLSULFENYL-PROTECTED PEPTIDES BY AMMONIUM THIOCYANATE AND (2-METHYL-2-INDOLYL)ACETIC ACID

1983 ◽  
Vol 14 (27) ◽  
Author(s):  
I. F. LUESCHER ◽  
C. H. SCHNEIDER
Nature ◽  
1936 ◽  
Vol 137 (3467) ◽  
pp. 618-618 ◽  
Author(s):  
W. DAVIES ◽  
G. A. ATKINS ◽  
P. C. B. HUDSON

1952 ◽  
Vol 5 (4) ◽  
pp. 728
Author(s):  
JM Swan

Linear anhydrides are formed by the action of acetic anhydride on p-toluene-sulphonylglycine and carbobenzyloxy-glycine, -phenylalanine, and -β-alanine. The anhydrides from the first two acids yield the corresponding 2-thiohydantoin with ammonium thiocyanate in acetic acid. Other methods for the preparation of l-p-toluenesulphonylglycine anhydride, and its 2-thiohydantoin, are also given. Hippuric acid, with ethyl chlorocarbonate and triethylamine yields ethyl hippurate, probably via the mixed anhydride and 2-phenyloxazol-5-one. The inclusion of ammonium thiocyanate gives 1-benzoyl-2-thiohydantoin in high yield. The N-carboxy anhydride of phenylalanine (4-benzyloxazolid-2,5-dione) also reacts with ammonium thiocyanate to give carbon dioxide and 5-benzyl-2-thiohydantoin.


1982 ◽  
Vol 12 (4) ◽  
pp. 805-807
Author(s):  
Silvia M. C. Dias ◽  
◽  
José G. S. Maia ◽  
Zenaide S. Ferreira ◽  
Otto R. Gottlieb ◽  
...  

Abstract The ethanolic extract of trunk wood of Tachigalia paniculata Ducke (Leguminosae-Caesalpinioideae) was found to contain substantial quantities of 2-(3-indolyl)-acetic acid.


1996 ◽  
Vol 49 (5) ◽  
pp. 541 ◽  
Author(s):  
BM Duggan ◽  
RL Laslett ◽  
JFK Wilshire

An investigation has been carried out into the Schlack-Kumpf reaction, i.e., the reaction of amino acids with a mixture of acetic anhydride, acetic acid and sodium thiocyanate (occasionally ammonium thiocyanate was used). Particular emphasis was placed on the reactions with amino acids containing sensitive or functional side chains, i.e., serine, threonine , arginine , proline , lysine, histidine , cysteine , and aspartic and glutamic acids. The reaction of serine, and of certain of its O- and N-substituted derivatives, takes an unusual course to give an acetylated thiohydantoin derivative of cysteine. Correspondingly, threonine gives an acetylated thiohydantoin derivative of β- methylcysteine. Similar reactions occurred with the 3-phenylthiohydantoin derivatives of serine and of threonine to give acetylated thiohydantoin derivatives of cysteine and of β-methylcysteine respectively.


1995 ◽  
Vol 11 (1) ◽  
pp. 135-137
Author(s):  
Manuel SORIANO-GARCÍA ◽  
Alfredo TOSCANO

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