Methods for the enzymatic synthesis of tyrosine and phenylalanine labeled with nitrogen-13

Alan S. Gelbard; Arthur J.L. Cooper; Yasuhisa Asano; Edward Nieves; Sabina Filc-Dericco; Karen C. Rosenspire

doi:10.1016/0883-2889(90)90114-V

Methods for the enzymatic synthesis of tyrosine and phenylalanine labeled with nitrogen-13

Alan S. Gelbard
, Arthur J.L. Cooper
, Yasuhisa Asano
, Edward Nieves
, Sabina Filc-Dericco
, Karen C. Rosenspire

Research output: Contribution to journal › Article › peer-review

13 Scopus citations

Abstract

l-[¹³N]Tyrosine and l-[¹³N]phenylalanine were synthesized using immobilized enzymes by two methods. In method 1, [¹³N]ammonia is converted to l-[¹³N]glutamate; transamination with p-hydroxyphenylpyruvate yields l-[¹³N]tyrosine. [¹³N]Tyrosine is separated from other labeled intermediates on a Poropak Q column. In method 2, phenylalanine dehydrogenase catalyzes the reversible reductive [¹³N]amination of either phenylpyruvate or p-hydroxyphenylpyruvate to form l-[¹³N]phenylalanine or l-[¹³N]tyrosine, respectively. The feasibility of labeling DOPA and tryptophan with ¹³N was also demonstrated.

Original language	English (US)
Pages (from-to)	229-233
Number of pages	5
Journal	International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes
Volume	41
Issue number	2
DOIs	https://doi.org/10.1016/0883-2889(90)90114-V
State	Published - 1990
Externally published	Yes

ASJC Scopus subject areas

Radiation
General Engineering

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10.1016/0883-2889(90)90114-V

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Methods for the enzymatic synthesis of tyrosine and phenylalanine labeled with nitrogen-13. / Gelbard, Alan S.; Cooper, Arthur J.L.; Asano, Yasuhisa et al.
In: International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes, Vol. 41, No. 2, 1990, p. 229-233.

Research output: Contribution to journal › Article › peer-review

@article{5c5273e1aa864ebc837fb34c4aeebe3f,

title = "Methods for the enzymatic synthesis of tyrosine and phenylalanine labeled with nitrogen-13",

abstract = "l-[13N]Tyrosine and l-[13N]phenylalanine were synthesized using immobilized enzymes by two methods. In method 1, [13N]ammonia is converted to l-[13N]glutamate; transamination with p-hydroxyphenylpyruvate yields l-[13N]tyrosine. [13N]Tyrosine is separated from other labeled intermediates on a Poropak Q column. In method 2, phenylalanine dehydrogenase catalyzes the reversible reductive [13N]amination of either phenylpyruvate or p-hydroxyphenylpyruvate to form l-[13N]phenylalanine or l-[13N]tyrosine, respectively. The feasibility of labeling DOPA and tryptophan with 13N was also demonstrated.",

author = "Gelbard, \{Alan S.\} and Cooper, \{Arthur J.L.\} and Yasuhisa Asano and Edward Nieves and Sabina Filc-Dericco and Rosenspire, \{Karen C.\}",

note = "Funding Information: Acknowledgements-Thiwso rk was supported m part by National Institutes of Health Grants CA-34603 and DK-16739a nd Department of Energy Grant DE-FG-02-86-ER-60407. The authors thank the Memorial Sloan-Kettering Cancer Center Cyclotron Core Facility for the production of nitrogen-13.",

year = "1990",

doi = "10.1016/0883-2889(90)90114-V",

language = "English (US)",

volume = "41",

pages = "229--233",

journal = "International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes",

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TY - JOUR

T1 - Methods for the enzymatic synthesis of tyrosine and phenylalanine labeled with nitrogen-13

AU - Gelbard, Alan S.

AU - Cooper, Arthur J.L.

AU - Asano, Yasuhisa

AU - Nieves, Edward

AU - Filc-Dericco, Sabina

AU - Rosenspire, Karen C.

N1 - Funding Information: Acknowledgements-Thiwso rk was supported m part by National Institutes of Health Grants CA-34603 and DK-16739a nd Department of Energy Grant DE-FG-02-86-ER-60407. The authors thank the Memorial Sloan-Kettering Cancer Center Cyclotron Core Facility for the production of nitrogen-13.

PY - 1990

Y1 - 1990

N2 - l-[13N]Tyrosine and l-[13N]phenylalanine were synthesized using immobilized enzymes by two methods. In method 1, [13N]ammonia is converted to l-[13N]glutamate; transamination with p-hydroxyphenylpyruvate yields l-[13N]tyrosine. [13N]Tyrosine is separated from other labeled intermediates on a Poropak Q column. In method 2, phenylalanine dehydrogenase catalyzes the reversible reductive [13N]amination of either phenylpyruvate or p-hydroxyphenylpyruvate to form l-[13N]phenylalanine or l-[13N]tyrosine, respectively. The feasibility of labeling DOPA and tryptophan with 13N was also demonstrated.

AB - l-[13N]Tyrosine and l-[13N]phenylalanine were synthesized using immobilized enzymes by two methods. In method 1, [13N]ammonia is converted to l-[13N]glutamate; transamination with p-hydroxyphenylpyruvate yields l-[13N]tyrosine. [13N]Tyrosine is separated from other labeled intermediates on a Poropak Q column. In method 2, phenylalanine dehydrogenase catalyzes the reversible reductive [13N]amination of either phenylpyruvate or p-hydroxyphenylpyruvate to form l-[13N]phenylalanine or l-[13N]tyrosine, respectively. The feasibility of labeling DOPA and tryptophan with 13N was also demonstrated.

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JO - International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes

JF - International journal of radiation applications and instrumentation. Part A, Applied radiation and isotopes

IS - 2

ER -

Methods for the enzymatic synthesis of tyrosine and phenylalanine labeled with nitrogen-13

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