Correlation between sequence, structure and function for trisporoid processing proteins in the model zygomycete Mucor mucedo

Ellenberger, Sabrina; Schuster, Stefan; Wöstemeyer, Johannes

doi:10.1016/j.jtbi.2012.12.009

Cited by 6 publications

(8 citation statements)

References 50 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These facts are well reported for different species of fungi such as Blakeslea trispora (Choaneforaceae family) [1][2][3], Phycomyces blakesleeanus (Phycomycetaceae family) [4], Mucor mucedo (Mocuraceae family) [2,[5][6][7], and the homothallic Zygorhynchus moelleri (Mocuraceae family) [8]. Furthermore several species of Mortierella (Mortierallale order) produce trisporoids that can induce sexual responses in Mucor mucedo and Phycomyces blakesleeanus [9].…”

Section: Open Accessmentioning

confidence: 78%

“…This complex promotes the homolytic opening of the epoxide via one-electron-transfer from the Ti(III) atom, resulting in the formation of the carbonated acyclic β-titanoxy-radical V. V evolves by cyclizing via radical attack at the Δ 2,3 double bond, through a 6-endo-trig process favored by the electronic structure of the tri-substituted double bond, leading to the more substituted radical VI. This radical reacts with another Ti(III) forming the alkyl-Ti(IV) species VII, which through elimination of Cp 2 TiCl(OAc) leads with complete regioselectivity to the compound possessing the tri-substituted double bond Δ 5,6 (VIII, Scheme 4). Cp 2 TiCl 2 can be regenerated by means of the 2,4,6-collidine/TMSCl system either from the Cp 2 Ti(IV)Cl(OAc) generated in the -OAc elimination step or from the titanium alkoxide of VIII.…”

Section: Resultsmentioning

confidence: 99%

“…Thus, the hydroxyl located at C-3 will provide access to trisporoids of the D series, or by means of a deoxygenation to those of C, B or A series. Furthermore the  1,6 double bond enables the integration of either a carbonyl or hydroxyl group at C-6, as present in the trisporic acids and dihydrotrisporols, respectively. The availability of these molecules will facilitate the testing of their biological activity.…”

Section: Methodsmentioning

confidence: 99%

See 2 more Smart Citations

Easy Access to a Cyclic Key Intermediate for the Synthesis of Trisporic Acids and Related Compounds

et al. 2014

View full text Add to dashboard Cite

Abstract:The synthesis of a cyclohexane skeleton possessing different oxygenated functional groups at C-3, C-8 and C-9, and a  1,6 -double bond has been accomplished in 10 steps with an overall 17% yield. This compound is a key intermediate for access to a wide range of compounds of the bioactive trisporoid family. The synthetic sequence consists of the preparation of a properly functionalized epoxygeraniol derivative, and its subsequent stereoselective cyclization mediated by Ti(III). This last step implies a domino process that starts with a homolytic epoxide opening followed by a radical cyclization and regioselective elimination. This concerted process gives access to the cyclohexane moiety with stereochemical control of five of its six carbon atoms.

show abstract

Section: Open Accessmentioning

confidence: 78%

Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

See 1 more Smart Citation

Easy Access to a Cyclic Key Intermediate for the Synthesis of Trisporic Acids and Related Compounds

et al. 2014

View full text Add to dashboard Cite

show abstract

“…In both mating types, β‐carotene is cleaved into retinol to β‐C18‐ketone, which is then converted into 4‐dihydrotrisporin. From this point, each mating type has a separate pathway to produce trisporic acid …”

Section: Sex and The Mucoralesmentioning

confidence: 99%

Sex in the Mucoralean Fungi

Lee

Heitman

2014

Mycoses

View full text Add to dashboard Cite

Summary Sexual development is extant in virtually all eukaryotic species, including throughout the kingdom Fungi. Positioned within the opisthokonts along with metazoans, fungi serve as model systems to elucidate the genetics and impact of sexual development. Basal fungal lineages such as the Mucoralean fungi provide a unique basis to study sexual reproduction, in which common ancestral traits found in both animal and fungal lineages may be conserved. This review discusses the sexual development, sex loci, and evolution of the sex locus in the Mucoralean fungi, which sheds light on our understanding of the evolution and functions of sex.

show abstract

“…While 4 dihydromethyltrisporate dehydrogenase is an aldo keto reductase that contains a TIM barrel, 4 dihydro trisporin dehydrogenase is a short chain dehydroge nase with a Rossman fold. In spite of the differences in the structures of these dehydrogenases, active centers of both enzymes contain lysine and tyrosine [49].…”

Section: Enzymes Of Trisporic Acid Synthesismentioning

confidence: 99%

Trisporoids and carotenogenesis in Blakeslea trispora

Vereshchagina

Терешина

2014

Microbiology

View full text Add to dashboard Cite

The recent data on the pathways of carotenoid biosynthesis, which resulted in revision of the ear lier concepts, are analyzed. Trisporoid diversity and their role in the sexual process of mucoraceous fungi, resulting in formation of sexual cells (zygospores) are discussed. Special attention is paid to the role of trisporic acids in carotenogenesis of combined culture of the (+) and (-) strains, in which zygospores are not formed.

show abstract

Correlation between sequence, structure and function for trisporoid processing proteins in the model zygomycete Mucor mucedo

Cited by 6 publications

References 50 publications

Easy Access to a Cyclic Key Intermediate for the Synthesis of Trisporic Acids and Related Compounds

Easy Access to a Cyclic Key Intermediate for the Synthesis of Trisporic Acids and Related Compounds

Sex in the Mucoralean Fungi

Trisporoids and carotenogenesis in Blakeslea trispora

Contact Info

Product

Resources

About