STUDIES IN RELATION TO BIOSYNTHESIS .41. CANESCIN

被引:7
作者
BIRCH, AJ
GAGER, F
MO, L
PELTER, A
WRIGHT, JJ
机构
[1] Chemistry Department, University of Manchester
[2] Research School of Chemistry, Australian National University, Canberra, ACT
关键词
D O I
10.1071/CH9692429
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The biosynthesis of canescin (I) has been investigated. The isocoumarin portion is derived from a polyketide chain. One carbon atom of the γ-lactone ring and the carbon atom of the methoxyl group originate from methionine whilst the other three carbon atoms of the γ-lactone have a symmetrical C4-acid of the citric acid cycle as their precursor. This metabolite is most unusual in that an oxygenated methionine-derived carbon atom provides the growing point of a new carbon chain. A possible mechanism for the attachment of the lactone is suggested. © 1969, CSIRO. All rights reserved.
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页码:2429 / &
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共 14 条
  • [1] BENTLEY R, 1963, J BIOL CHEM, V238, P1895
  • [2] STRUCTURES OF CANESCIN-A AND -B
    BIRCH, AJ
    BIRKINSHAW, JH
    CHAPLEN, P
    MO, L
    MANCHANDA, AH
    PELTER, A
    RIANOMAR.M
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1969, 22 (09) : 1933 - +
  • [3] STUDIES IN RELATION TO BIOSYNTHESIS .7. 2-HYDROXY-6-METHYLBENZOIC ACID IN PENICILLIUM GRISEOFULVUM DIERCKX
    BIRCH, AJ
    MASSYWESTROPP, RA
    MOYE, CJ
    [J]. AUSTRALIAN JOURNAL OF CHEMISTRY, 1955, 8 (04) : 539 - 544
  • [4] BIRCH AJ, 1962, J CHEM SOC, P370
  • [5] STUDIES IN RELATION TO BIOSYNTHESIS .17. SCLEROTIORIN, CITRININ, AND CITROMYCETIN
    BIRCH, AJ
    FITTON, P
    PRIDE, E
    RYAN, AJ
    SMITH, H
    WHALLEY, WB
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1958, (DEC): : 4576 - 4581
  • [6] STUDIES IN RELATION TO BIOSYNTHESIS .22. PALITANTIN AND CYCLOPALDIC ACID
    BIRCH, AJ
    KOCOR, M
    [J]. JOURNAL OF THE CHEMICAL SOCIETY, 1960, (FEB): : 866 - 871
  • [7] BRIAN P. W., 1953, TRANS BRIT MYCOL SOC, V36, P243
  • [8] EVIDENCE OFR ORIGIN OF ETHYL GROUP OF BETA-SITOSTEROL
    CASTLE, M
    BLONDIN, G
    NES, WR
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1963, 85 (20) : 3306 - &
  • [9] COLOWICK SP, 1955, METHODS ENZYMOLOGY, V4, P805
  • [10] PERIODATE-PERMANGANATE OXIDATIONS .1. OXIDATION OF OLEFINS
    LEMIEUX, RU
    VONRUDLOFF, E
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1955, 33 (11): : 1701 - 1709