Synthesis of [4-C-11]amino acids via ring-opening of aziridine-2-carboxylates

TY - JOUR

T1 - Synthesis of [4-C-11]amino acids via ring-opening of aziridine-2-carboxylates

AU - Gillings, N M

AU - Gee, A D

PY - 2001/11

Y1 - 2001/11

N2 - Ring-opening of N-(tert-butoxycarbonyl)aziridine-2-isopropyI carboxylate with no-carrier-added (n.c.a.) [C-11]cyanide is reported. Following purification by HPLC, the protected D,L-[4-C-11]beta -cyanoalanine was subsequently hydrolysed, to yield D,L-[4-C-11]asparagine or D,L-[4-C-11]aspartic acid, or reduced followed by hydrolysis to give D,L-2,4-diamino[4-C-11]butyric acid. Typical syntheses starting with 10GBq hydrogen [C-11]cyanide yielded 1-1.4 GBq of [4-C-11]amino acid within 30 min, giving the labelled amino acids in 30-40% decay corrected radiochemical yield (counted from [C-11]cyanide) with radiochemical purities of 95%, 98% and 60%, respectively. Copyright (C) 2001 John Wiley & Sons, Ltd.

AB - Ring-opening of N-(tert-butoxycarbonyl)aziridine-2-isopropyI carboxylate with no-carrier-added (n.c.a.) [C-11]cyanide is reported. Following purification by HPLC, the protected D,L-[4-C-11]beta -cyanoalanine was subsequently hydrolysed, to yield D,L-[4-C-11]asparagine or D,L-[4-C-11]aspartic acid, or reduced followed by hydrolysis to give D,L-2,4-diamino[4-C-11]butyric acid. Typical syntheses starting with 10GBq hydrogen [C-11]cyanide yielded 1-1.4 GBq of [4-C-11]amino acid within 30 min, giving the labelled amino acids in 30-40% decay corrected radiochemical yield (counted from [C-11]cyanide) with radiochemical purities of 95%, 98% and 60%, respectively. Copyright (C) 2001 John Wiley & Sons, Ltd.

M3 - Article

SN - 0362-4803

VL - -4

SP - 909

EP - 920

JO - JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS

JF - JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS

IS - 13

ER -