An efficient route from trifluoroacetates to water soluble free amines using Diaion HP-20

A series of polybasic lysine and ornithine derivatives were synthesised as trifluoroacetate salts. Attempts to prepare their free amines according to standard methodology were not successful due to the excellent water solubility of these compounds. Free amines were however efficiently obtained if th...

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Bibliographic Details
Published inAmino acids Vol. 30; no. 1; pp. 95 - 98
Main Authors Korda, A, Wróbel, Z, Gwardiak, K
Format Journal Article
LanguageEnglish
Published Austria Springer Nature B.V 01.02.2006
Subjects
Adsorption
Amines - chemical synthesis
Amines - chemistry
Ion Exchange Resins
Lysine - analogs & derivatives
Lysine - chemical synthesis
Lysine - chemistry
Magnetic Resonance Spectroscopy
Molecular Structure
Oligopeptides - chemical synthesis
Oligopeptides - chemistry
Ornithine - analogs & derivatives
Ornithine - chemical synthesis
Ornithine - chemistry
Polystyrenes
Solubility
Trifluoroacetic Acid - chemistry
Water
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Summary:A series of polybasic lysine and ornithine derivatives were synthesised as trifluoroacetate salts. Attempts to prepare their free amines according to standard methodology were not successful due to the excellent water solubility of these compounds. Free amines were however efficiently obtained if the column with Diaion HP-20 adsorbent was loaded with the trifluoroacetate and 1% NaHCO(3) aq was passed, followed by elution of free amine with methanol.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
ObjectType-Feature-2
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ISSN:0939-4451
1438-2199
DOI:10.1007/s00726-005-0228-3