(+)-PINORESINOL SYNTHASE - A STEREOSELECTIVE OXIDASE CATALYZING 8,8'-LIGNAN FORMATION IN FORSYTHIA-INTERMEDIA

被引：39

作者：

PARE, PW ^{[1
]}

WANG, HB ^{[1
]}

DAVIN, LB ^{[1
]}

LEWIS, NG ^{[1
]}

机构：

[1] WASHINGTON STATE UNIV,INST BIOL CHEM,PULLMAN,WA 99164

来源：

TETRAHEDRON LETTERS | 1994年 / 35卷 / 27期

关键词：

STEREOSELECTIVE COUPLING; OXIDASE; (+)-PINORESINOL SYNTHASE; LIGNANS;

D O I：

10.1016/S0040-4039(00)76953-X

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

8,8'-Lignan skeletal formation is engendered by (+)-pinoresinol synthase, an oxidase catalysing the stereoselective coupling of two achiral E-coniferyl alcohols to give (+)-pinoresinol in >97% enantiomeric excess.

引用

页码：4731 / 4734

页数：4

共 19 条

[1] CERBERA .7. SESQUI-LIGNAN, SESTER-LIGNAN AND TRILIGNAN FROM STEMS OF CERBERA-MANGHAS AND CERBERA-ODOLLAM [J].

ABE, F ;

YAMAUCHI, T ;

WAN, ASC .

PHYTOCHEMISTRY, 1988, 27 (11) :3627-3631

[2] CERBERA .9. CERBERALIGNANS J-N, OLIGOLIGNANS FROM CERBERA MANGHAS [J].

ABE, F ;

YAMAUCHI, T ;

WAN, ASC .

PHYTOCHEMISTRY, 1989, 28 (12) :3473-3476

[3]

Ayres D. C., 1990, CHEM PHARM NATURAL P, P402

[4]

BRADFORD MM, 1976, ANAL BIOCHEM, V72, P248, DOI 10.1016/0003-2697(76)90527-3

[5]

CHU A, 1993, J BIOL CHEM, V268, P27026

[6] ON THE STEREOSELECTIVE SYNTHESIS OF (+)-PINORESINOL IN FORSYTHIA-SUSPENSA FROM ITS ACHIRAL PRECURSOR, CONIFERYL ALCOHOL [J].

DAVIN, LB ;

BEDGAR, DL ;

KATAYAMA, T ;

LEWIS, NG .

PHYTOCHEMISTRY, 1992, 31 (11) :3869-3874

[7]

EBERHARDT TL, 1993, J BIOL CHEM, V268, P21088

[8] PHYTOTOXIC PROPERTIES OF NORDIHYDROGUAIARETIC ACID, A LIGNAN FROM LARREA-TRIDENTATA (CREOSOTE BUSH) [J].

ELAKOVICH, SD ;

STEVENS, KL .

JOURNAL OF CHEMICAL ECOLOGY, 1985, 11 (01) :27-33

[9] DIE AN DER VERHOLZUNG BETEILIGTEN ENZYME - DIE DEHYDRIERUNG DES SINAPINALKOHOLS [J].

FREUDENBERG, K ;

HARKIN, JM ;

REICHERT, M ;

FUKUZUMI, T .

CHEMISCHE BERICHTE-RECUEIL, 1958, 91 (03) :581-590

[10] BIOSYNTHESIS AND CONSTITUTION OF LIGNIN [J].

FREUDENBERG, K .

NATURE, 1959, 183 (4669) :1152-1155

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