(-)-2C-methyl-D-erythrono-1,4-lactone is formed after application of the terpenoid precursor 1-deoxy-D-xylulose

被引：7

作者：

Fellermeier, MA

Maier, UH

Sagner, S

Bacher, A

Zenk, MH

机构：

[1] Univ Munich, Zentrum Pharmaforsch, Inst Pharm, D-80333 Munich, Germany

[2] Tech Univ Munich, Inst Organ Chem & Biochem, D-85747 Garching, Germany

来源：

FEBS LETTERS | 1998年 / 437卷 / 03期

关键词：

1-deoxy-D-xylulose; (-)-2C-methyl-D-erythritol; (-)-2C-methyl-D-erythrono-1,4-lactone; Ipomoea; Liriodendron; Tanacetum;

D O I：

10.1016/S0014-5793(98)01250-2

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

Application of [1,2-C-14]1-deoxy-D-xylulose, the committed precursor of terpenoids, thiamine and pyridoxol, to a variety of plant species resulted in the labelling of an unknown metabolite, The isolation and purification of this metabolite from Ipomoea purpurea plants fed with 1-deoxy-D-xylulose (DX), followed by MMR analysis, resulted in the identification of its structure as (-)-2C-methyl-D-erythrono-1,4-lactone (MDEL), MDEL has been previously isolated as a stress metabolite of certain plants, A hypothetical biosynthetic scheme is given. (C) 1998 Federation of European Biochemical Societies.

引用

收藏

页码：278 / 280

页数：3

相关论文

共 18 条

[1] SESQUITERPENE LACTONES AND OTHER CONSTITUENTS FROM HYMENOXYS RICHARDSONII AND H-SUBINTEGRA [J].

AHMED, AA ;

SPRING, O ;

ELRAZEK, MHA ;

HUSSEIN, NS ;

MABRY, TJ .

PHYTOCHEMISTRY, 1995, 39 (05) :1127-1131

[2] Terpenoid biosynthesis from 1-deoxy-D-xylulose in higher plants by intramolecular skeletal rearrangement [J].

Arigoni, D ;

Sagner, S ;

Latzel, C ;

Eisenreich, W ;

Bacher, A ;

Zenk, MH .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1997, 94 (20) :10600-10605

[3] SACCHARINIC ACID LACTONE FROM ASTRAGALUS-LUSITANICUS LAM [J].

DEPASCUALTERESA, J ;

HERNANDEZAUBANELL, JC ;

SANFELICIANO, A ;

MIGUELDELCORRAL, JM .

TETRAHEDRON LETTERS, 1980, 21 (14) :1359-1360

[4] 2-C-METHYL-D-ERYTHRITOL IN LEAVES OF LIRIODENDRON-TULIPIFERA [J].

DITTRICH, P ;

ANGYAL, SJ .

PHYTOCHEMISTRY, 1988, 27 (03) :935-935

[5] Incorporation of 2-C-methyl-D-erythritol, a putative isoprenoid precursor in the mevalonate-independent pathway, into ubiquinone and menaquinone of Escherichia coli [J].

Duvold, T ;

Cali, P ;

Bravo, JM ;

Rohmer, M .

TETRAHEDRON LETTERS, 1997, 38 (35) :6181-6184

[6] A NEW LACTONE FROM WATER-STRESSED CHICKPEA [J].

FORD, CW .

PHYTOCHEMISTRY, 1981, 20 (08) :2019-2020

[7] Biosynthesis of vitamins B-1 and B-6 in Escherichia coli: Concurrent incorporation of 1-deoxy-D-xylulose into thiamin (B-1) and pyridoxol (B-6) [J].

Himmeldirk, K ;

Kennedy, IA ;

Hill, RE ;

Sayer, BG ;

Spenser, ID .

CHEMICAL COMMUNICATIONS, 1996, (10) :1187-1188

[8] Direct formation of 2-C-methyl-D-erythritol 4-phosphate from 1-deoxy-D-xylulose 5-phosphate by 1-deoxy-D-xylulose 5-phosphate reductoisomerase, a new enzyme in the non-mevalonate pathway to isopentenyl diphosphate [J].

Kuzuyama, T ;

Takahashi, S ;

Watanabe, H ;

Seto, H .

TETRAHEDRON LETTERS, 1998, 39 (25) :4509-4512

[9] A family of transketolases that directs isoprenoid biosynthesis via a mevalonate-independent pathway [J].

Lange, BM ;

Wildung, MR ;

McCaskill, D ;

Croteau, R .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (05) :2100-2104

[10] Cloning and characterization of a gene from Escherichia coli encoding a transketolase-like enzyme that catalyzes the synthesis of D-1-deoxyxylulose 5-phosphate, a common precursor for isoprenoid, thiamin, and pyridoxol biosynthesis [J].

Lois, LM ;

Campos, N ;

Putra, SR ;

Danielsen, K ;

Rohmer, M ;

Boronat, A .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1998, 95 (05) :2105-2110