SYNTHESIS OF ISOTOPICALLY LABELED 3-AMINO-2-PHENYLPROPIONIC ACID AND ITS ROLE AS A PRECURSOR IN THE BIOSYNTHESIS OF TENELLIN AND TROPIC ACID

RJ COX; D OHAGAN; Russell J Cox

SYNTHESIS OF ISOTOPICALLY LABELED 3-AMINO-2-PHENYLPROPIONIC ACID AND ITS ROLE AS A PRECURSOR IN THE BIOSYNTHESIS OF TENELLIN AND TROPIC ACID

RJ COX, D OHAGAN, Russell J Cox

School of Chemistry

Research output: Contribution to journal › Article (Academic Journal)

Abstract

A synthesis of [3-C-13]- and [3-C-14]-3-amino-2-phenylpropionic acids 7a and 7b is described. The incorporation of this amino acid into tenellin 1 from Beauveria bassiana (Bals.) Vuill. and into tropic acid 10 moiety of the tropane alkaloids hyscoyamine 8 and scopolamine 9 from Datura innoxia was studied but proved unsuccessful in each case.

Original language	English
Pages (from-to)	2537-2540
Number of pages	4
Journal	Journal of the Chemical Society, Perkin Transactions 1
Issue number	10
Publication status	Published - Oct 1991

Keywords

TROPANE ALKALOIDS
PHENYLALANINE
REARRANGEMENT
1,2-MIGRATION
CHEMISTRY
C-13

Cite this

COX, RJ., OHAGAN, D., & Cox, R. J. (1991). SYNTHESIS OF ISOTOPICALLY LABELED 3-AMINO-2-PHENYLPROPIONIC ACID AND ITS ROLE AS A PRECURSOR IN THE BIOSYNTHESIS OF TENELLIN AND TROPIC ACID. Journal of the Chemical Society, Perkin Transactions 1, (10), 2537-2540.

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abstract = "A synthesis of [3-C-13]- and [3-C-14]-3-amino-2-phenylpropionic acids 7a and 7b is described. The incorporation of this amino acid into tenellin 1 from Beauveria bassiana (Bals.) Vuill. and into tropic acid 10 moiety of the tropane alkaloids hyscoyamine 8 and scopolamine 9 from Datura innoxia was studied but proved unsuccessful in each case.",

keywords = "TROPANE ALKALOIDS, PHENYLALANINE, REARRANGEMENT, 1,2-MIGRATION, CHEMISTRY, C-13",

author = "RJ COX and D OHAGAN and Cox, {Russell J}",

year = "1991",

month = oct,

language = "English",

pages = "2537--2540",

journal = "Journal of the Chemical Society, Perkin Transactions 1",

issn = "0300-922X",

publisher = "Royal Society of Chemistry",

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T1 - SYNTHESIS OF ISOTOPICALLY LABELED 3-AMINO-2-PHENYLPROPIONIC ACID AND ITS ROLE AS A PRECURSOR IN THE BIOSYNTHESIS OF TENELLIN AND TROPIC ACID

AU - COX, RJ

AU - OHAGAN, D

AU - Cox, Russell J

PY - 1991/10

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N2 - A synthesis of [3-C-13]- and [3-C-14]-3-amino-2-phenylpropionic acids 7a and 7b is described. The incorporation of this amino acid into tenellin 1 from Beauveria bassiana (Bals.) Vuill. and into tropic acid 10 moiety of the tropane alkaloids hyscoyamine 8 and scopolamine 9 from Datura innoxia was studied but proved unsuccessful in each case.

AB - A synthesis of [3-C-13]- and [3-C-14]-3-amino-2-phenylpropionic acids 7a and 7b is described. The incorporation of this amino acid into tenellin 1 from Beauveria bassiana (Bals.) Vuill. and into tropic acid 10 moiety of the tropane alkaloids hyscoyamine 8 and scopolamine 9 from Datura innoxia was studied but proved unsuccessful in each case.

KW - TROPANE ALKALOIDS

KW - PHENYLALANINE

KW - REARRANGEMENT

KW - 1,2-MIGRATION

KW - CHEMISTRY

KW - C-13

M3 - Article (Academic Journal)

SP - 2537

EP - 2540

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

SN - 0300-922X

IS - 10

ER -