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Synthesis of 14 C‐ochratoxin A
Author(s) -
Rousseau D.,
Slegers G.,
Van Peteghem C.,
Claeys A.
Publication year - 1984
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/jlcr.2580210506
Subject(s) - chemistry , ochratoxin a , yield (engineering) , hydrolysate , succinimide , phenylalanine , hydrolysis , ochratoxin , stereospecificity , chromatography , organic chemistry , amino acid , mycotoxin , biochemistry , food science , catalysis , metallurgy , materials science
14 C‐Ochratoxin A is obtained by coupling the N‐hydroxy‐succinimide derivative of the lactone acid hydrolysate of natural ochratoxin A with 14 C‐L‐β‐phenylalanine methylester. 14 C‐Ochratoxin A methylester is converted into 14 C‐ochratoxin A by alkaline hydrolysis. Purification of the intermediates and the 14 C‐ochratoxin A is achieved by HPLC. For an amount of 0.05 μmole L‐β‐phenylalanine methylester the yield of ochratoxin A is 0.02 μmole or 40% and the specific activity 130 Ci/mole. Stereospecificity is 100% and radiochemical purity is 96%. The yield of 14 C‐ochratoxin A increases with increasing amounts of 14 C‐L‐β‐phenylalanine methylester and reaches 80% under the best conditions.