α-Aminoacyl derivatives of α,ω-diaminopoly(oxyethylene)

1987 ◽  
Vol 52 (8) ◽  
pp. 1922-1927
Author(s):  
Bohumil Masař ◽  
Pavel Schmidt ◽  
Hana Pivcová ◽  
Pavel Čefelín
Keyword(s):  
Amino Acids ◽  
Nmr Spectroscopy ◽  
Thin Layer ◽  
Thin Layer Chromatography ◽  
Trifluoroacetic Acid ◽  
Complete Removal ◽  
Protective Group ◽  
H Nmr ◽  
Layer Chromatography ◽  
Derivatives Of

By reacting p-nitrophenyl esters of L-α-amino acids with α-(3-aminopropyl)-ω-(aminomethyl)-poly(oxyethylene), diamides having the structure [X-NHCH(R)CONH]2Mx' were prepared, X being the protective group Boc or Z, R being residues of glutamic and aspartic acid, phenylalanine and tyrosine, and Mx' being the poly(oxyethylene) chain with the (-CH2)3- and -CH2- endgroups. The diamides were characterized by IR and 1H NMR spectroscopy and thin-layer chromatography. After complete removal of tert-butyloxycarbonyl groups from diamides (X = Boc), deprotected α-aminoacyl derivatives were characterized as trifluoroacetic acid salts.

scholarly journals The reaction of iodobenzene-p-sulphonyl chloride (pipsyl chloride) with certain amino acids and peptides, and with insulin

1967 ◽  
Vol 102 (3) ◽  
pp. 815-824 ◽  
Author(s):  
J. C. Fletcher
Keyword(s):  
Amino Acids ◽  
Thin Layer ◽  
Acid Hydrolysis ◽  
Thin Layer Chromatography ◽  
Cysteic Acid ◽  
Buffer System ◽  
The Common ◽  
Layer Chromatography ◽  
Derivatives Of

1. A system of separation using buffered Celite columns is described that enables the pipsyl derivatives of most of the common amino acids to be separated. 2. The reaction of pipsyl chloride with several amino acids not included in previous studies has been investigated. In particular, knowledge of the acid-soluble pipsyl derivatives of arginine, histidine, lysine, tyrosine and cysteic acid has been extended. 3. Reproducible factors have been obtained that enable corrections to be applied for the breakdown of pipsylamino acids on acid hydrolysis. 4. The reaction of pipsyl chloride with peptides has been studied under various conditions. 5. The extent of the reaction between pipsyl chloride and insulin depends on the nature of the solvent-buffer system, and under the best conditions so far found is about 75% complete. 6. In an Appendix, the separation of pipsylamino acids by thin-layer chromatography is described.

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