New apocarotenoids and β-carotene cleavage in Blakeslea trispora

被引：16

作者：

Barrero, Alejandro F. ^{[1
]}

Mar Herrador, M. ^{[1
]}

Arteaga, Pilar ^{[1
]}

Gil, Jesus ^{[1
]}

Gonzalez, Jose-Antonio ^{[1
]}

Alcalde, Eugenio ^{[2
]}

Cerda-Olmedo, Enrique ^{[2
]}

机构：

[1] Univ Granada, Inst Biotechnol, Dept Organ Chem, E-18071 Granada, Spain

[2] Univ Seville, Dept Genet, Fac Biol, Seville 41071, Spain

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 20期

关键词：

FUNGAL SEX-HORMONES; MUCOR-MUCEDO; MATING TYPES; ACIDS; BIOSYNTHESIS; APOTRISPORIN; SPECIFICITY;

D O I：

10.1039/c1ob05712j

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Mixed cultures of strains of opposite sex ("mated" cultures) of Blakeslea trispora contain trisporic acids and other apocarotenoids, some of which mediate the sexual responses of this fungus and other Mucorales. In mated cultures of the wild-type strains F986 and F921 we identified eleven apocarotenoids: two C(18) trisporoids, three C(15) compounds with a monocyclofarnesane skeleton, a C(13) compound, and five C(7) compounds with a 2-methylhexane skeleton. Six of them are new natural products and two others are new for Blakeslea. Their structures were established by NMR and mass spectra and those of the C(7) and C(13) compounds were confirmed by chemical synthesis. The finding of these compounds and the presence of approximately equimolecular amounts of the C(18), C(15), and C(7) families led to the conclusion that beta-carotene is initially split in three fragments by cleavage of its 13,14 and 11',12' double bonds.

引用

页码：7190 / 7195

页数：6

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