Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-(3,3-dimethylallyl)-L- tryptophan and their non-incorporation into echinulin

Michael F. Grundon; Michael R. Hamblin; David M. Harrison; J. N. Derry Logue; Maureen Maguire; J. Aidan McGrath

Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-(3,3-dimethylallyl)-L- tryptophan and their non-incorporation into echinulin

Michael F. Grundon
, Michael R. Hamblin
, David M. Harrison
, J. N. Derry Logue
, Maureen Maguire
, J. Aidan McGrath

Ulster University

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

27 Citations (Scopus)

Abstract

1-([1-³H]-3,3-Dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-([1-³H]-3,3-dimethylallyl)-L-tryptophan h0ave been synthesised. Neither compound served as a precursor of echinulin in surface cultures of Aspergillus amstelodami. In parallel feeding experiments, DL-[2-¹⁴C]-mevalonic acid lactone and [methylene-¹⁴C]-L- tryptophan were efficiently incorporated into echinulin.

Original language	English
Pages (from-to)	1294-1298
Number of pages	5
Journal	Journal of the Chemical Society, Perkin Transactions 1
Publication status	Published - 1980
Externally published	Yes

ASJC Scopus subject areas

General Chemistry

Cite this

Grundon, M. F., Hamblin, M. R., Harrison, D. M., Derry Logue, J. N., Maguire, M., & McGrath, J. A. (1980). Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-(3,3-dimethylallyl)-L- tryptophan and their non-incorporation into echinulin. Journal of the Chemical Society, Perkin Transactions 1, 1294-1298.

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title = "Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-(3,3-dimethylallyl)-L- tryptophan and their non-incorporation into echinulin",

abstract = "1-([1-3H]-3,3-Dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-([1-3H]-3,3-dimethylallyl)-L-tryptophan h0ave been synthesised. Neither compound served as a precursor of echinulin in surface cultures of Aspergillus amstelodami. In parallel feeding experiments, DL-[2-14C]-mevalonic acid lactone and [methylene-14C]-L- tryptophan were efficiently incorporated into echinulin.",

author = "Grundon, \{Michael F.\} and Hamblin, \{Michael R.\} and Harrison, \{David M.\} and \{Derry Logue\}, \{J. N.\} and Maureen Maguire and McGrath, \{J. Aidan\}",

year = "1980",

language = "English",

pages = "1294--1298",

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

issn = "1472-7781",

publisher = "Royal Society of Chemistry",

}

Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-(3,3-dimethylallyl)-L- tryptophan and their non-incorporation into echinulin. / Grundon, Michael F.; Hamblin, Michael R.; Harrison, David M. et al.
In: Journal of the Chemical Society, Perkin Transactions 1, 1980, p. 1294-1298.

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

TY - JOUR

T1 - Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-(3,3-dimethylallyl)-L- tryptophan and their non-incorporation into echinulin

AU - Grundon, Michael F.

AU - Hamblin, Michael R.

AU - Harrison, David M.

AU - Derry Logue, J. N.

AU - Maguire, Maureen

AU - McGrath, J. Aidan

PY - 1980

Y1 - 1980

N2 - 1-([1-3H]-3,3-Dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-([1-3H]-3,3-dimethylallyl)-L-tryptophan h0ave been synthesised. Neither compound served as a precursor of echinulin in surface cultures of Aspergillus amstelodami. In parallel feeding experiments, DL-[2-14C]-mevalonic acid lactone and [methylene-14C]-L- tryptophan were efficiently incorporated into echinulin.

AB - 1-([1-3H]-3,3-Dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-([1-3H]-3,3-dimethylallyl)-L-tryptophan h0ave been synthesised. Neither compound served as a precursor of echinulin in surface cultures of Aspergillus amstelodami. In parallel feeding experiments, DL-[2-14C]-mevalonic acid lactone and [methylene-14C]-L- tryptophan were efficiently incorporated into echinulin.

UR - https://www.scopus.com/pages/publications/0043154109

M3 - Article

AN - SCOPUS:0043154109

SN - 1472-7781

SP - 1294

EP - 1298

JO - Journal of the Chemical Society, Perkin Transactions 1

JF - Journal of the Chemical Society, Perkin Transactions 1

ER -

Biosynthesis of aromatic isoprenoids. Part 5. The preparation of 1-(3,3-dimethylallyl)-L-tryptophan and cyclo-L-alanyl-1-(3,3-dimethylallyl)-L- tryptophan and their non-incorporation into echinulin

Abstract

ASJC Scopus subject areas

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