BIOSYNTHESIS OF BROMINATED TYROSINE METABOLITES BY APLYSINA-FISTULARIS

被引：31

作者：

CARNEY, JR

RINEHART, KL

机构：

[1] Roger Adams Laboratory, University of Illinois, Urbana

来源：

JOURNAL OF NATURAL PRODUCTS-LLOYDIA | 1995年 / 58卷 / 07期

关键词：

D O I：

10.1021/np50121a001

中图分类号：

Q94 [植物学];

学科分类号：

071001 ;

摘要：

The biosynthesis of brominated tyrosine metabolites by the marine sponge Aplysina fistularis was invesdgated. [U-C-14)-L-Tyrosine, [U-C-14]-L-3-bromotyrosine, and [U-C-14]-L-3,5-dibromotyrosine were incorporated into both dibromoverongiaquinol [1] and aeroplysinin-1 [2], and [methyl-C-14]methionine was specifically incorporated into the O-methyl group of 2. [Methyl-C-14]-L-O-meehyltyrosine, [methyl-C-14]-L-3,5-dibromo-O-methyltyrosine, and several putative nitrile precursors were not incorporated into 1 or 2.

引用

收藏

页码：971 / 985

页数：15

相关论文

共 31 条

[21]

REISWIG H M, 1981, Marine Ecology, V2, P273, DOI 10.1111/j.1439-0485.1981.tb00271.x

[22] PHOTOINDUCED REACTIONS .87. NONENZYMIC OXIDATION OF P-HYDROXYPHENYLPYRUVIC ACID WITH SINGLET OXYGEN TO HOMOGENTISIC ACID - MODEL FOR ACTION OF P-HYDROXYPHENYLPYRUVATE HYDROXYLASE [J].

SAITO, I ;

CHUJO, Y ;

SHIMAZU, H ;

YAMANE, M ;

MATSUURA, T ;

CAHNMANN, HJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (18) :5272-5277

[23] CONVENIENT SYNTHESIS OF ORTHO-HYDROXY AND PARA-HYDROXY SUBSTITUTED PHENYLACETONITRILES AND PHENETHYLAMINES [J].

SCHWARTZ, MA ;

ZODA, M ;

VISHNUVAJJALA, B ;

MAMI, I .

JOURNAL OF ORGANIC CHEMISTRY, 1976, 41 (14) :2502-2503

[24]

SHARMA GM, 1967, TETRAHEDRON LETT, P4147

[25]

SHARMA GM, 1967, J ANTIBIOT, V20, P200

[26] CONVERSION OF ALPHA-KETO-ISOVALERIC ACID OXIME AND ISOBUTYRALDOXIME TO LINAMARIN IN FLAX SEEDLINGS [J].

TAPPER, BA ;

CONN, EE ;

BUTLER, GW .

ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 1967, 119 (1-3) :593-&

[27] BIOSYNTHESIS OF DIBROMOTYROSINE-DERIVED ANTIMICROBIAL COMPOUNDS BY THE MARINE SPONGE APLYSINA-FISTULARIS (VERONGIA, AUREA) [J].

TYMIAK, AA ;

RINEHART, KL .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1981, 103 (22) :6763-6765

[28] EXUDATION OF BIOLOGICALLY-ACTIVE METABOLITES IN THE SPONGE APLYSINA-FISTULARIS .2. CHEMICAL EVIDENCE [J].

WALKER, RP ;

THOMPSON, JE ;

FAULKNER, DJ .

MARINE BIOLOGY, 1985, 88 (01) :27-32

[29] HALOGENATED TYROSINES FROM CUTICLE OF LIMULUS-POLYPHEMUS (L) [J].

WELINDER, BS .

BIOCHIMICA ET BIOPHYSICA ACTA, 1972, 279 (03) :491-+

[30] SYNTHESIS OF SPECIFIC DEUTERIUM LABELED TYROSINE AND PHENYLALANINE DERIVATIVES AND THEIR USE IN TOTAL SYNTHESIS OF [8-ARGININE]VASOPRESSIN DERIVATIVES - SEPARATION OF DIASTEREOMERIC [8-ARGININE]VASOPRESSIN DERIVATIVES BY PARTITION CHROMATOGRAPHY [J].

YAMAMOTO, DM ;

UPSON, DA ;

LINN, DK ;

HRUBY, VJ .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (05) :1564-1570

← 1 2 3 4 →