Comparison of the behavior of oxidosqualene cyclases from pig liver and yeast toward epoxy-squalene analogues possessing a Δ  Z or E C, C Double bond.

A. Krief; P. Pasau; L. Quéré

Comparison of the behavior of oxidosqualene cyclases from pig liver and yeast toward epoxy-squalene analogues possessing a Δ Z or E C, C Double bond.

A. Krief, P. Pasau, L. Quéré

Unit of organic chemistry

Research output: Contribution to journal › Article › peer-review

Abstract

2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry 1b-d are cyclised by pig liver sterol cyclase or "ultrasonically stimulated⌉ bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δsu18-19 double bond with the unnatural Z-stereochemistry 1′ possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast. 2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry are cyclised by pig liver sterol cyclase or "ultrasonically stimulated" bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δ double bond with the unnatural Z-stereochemistry possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast.

Original language	English
Pages (from-to)	365-368
Number of pages	4
Journal	Bioorganic & Medicinal Chemistry Letters
Volume	1
Issue number	7
Publication status	Published - 1 Jan 1991

Cite this

@article{cc64f492e5884478bbbdfee71989dba4,

title = "Comparison of the behavior of oxidosqualene cyclases from pig liver and yeast toward epoxy-squalene analogues possessing a Δ Z or E C, C Double bond.",

abstract = "2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry 1b-d are cyclised by pig liver sterol cyclase or {"}ultrasonically stimulated⌉ bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δsu18-19 double bond with the unnatural Z-stereochemistry 1′ possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward {"}ultrasonically stimulated{"} bakers' yeast. 2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry are cyclised by pig liver sterol cyclase or {"}ultrasonically stimulated{"} bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δ double bond with the unnatural Z-stereochemistry possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward {"}ultrasonically stimulated{"} bakers' yeast.",

author = "A. Krief and P. Pasau and L. Qu{\'e}r{\'e}",

year = "1991",

month = jan,

day = "1",

language = "English",

volume = "1",

pages = "365--368",

journal = "Bioorganic & Medicinal Chemistry Letters",

issn = "0960-894X",

publisher = "Elsevier",

number = "7",

}

TY - JOUR

T1 - Comparison of the behavior of oxidosqualene cyclases from pig liver and yeast toward epoxy-squalene analogues possessing a Δ Z or E C, C Double bond.

AU - Krief, A.

AU - Pasau, P.

AU - Quéré, L.

PY - 1991/1/1

Y1 - 1991/1/1

N2 - 2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry 1b-d are cyclised by pig liver sterol cyclase or "ultrasonically stimulated⌉ bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δsu18-19 double bond with the unnatural Z-stereochemistry 1′ possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast. 2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry are cyclised by pig liver sterol cyclase or "ultrasonically stimulated" bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δ double bond with the unnatural Z-stereochemistry possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast.

AB - 2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry 1b-d are cyclised by pig liver sterol cyclase or "ultrasonically stimulated⌉ bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δsu18-19 double bond with the unnatural Z-stereochemistry 1′ possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast. 2,3-Oxidosqualene analogues possessing a Δ double bond with the natural E-stereochemistry are cyclised by pig liver sterol cyclase or "ultrasonically stimulated" bakers' yeast (Saccharomyces cerevisiae) whereas their stereoisomers possessing a Δ double bond with the unnatural Z-stereochemistry possess a different behaviour toward the same cyclases. They are still cyclised by pig liver sterol cyclase but are inert toward "ultrasonically stimulated" bakers' yeast.

UR - http://www.scopus.com/inward/record.url?scp=0025917244&partnerID=8YFLogxK

M3 - Article

AN - SCOPUS:0025917244

SN - 0960-894X

VL - 1

SP - 365

EP - 368

JO - Bioorganic & Medicinal Chemistry Letters

JF - Bioorganic & Medicinal Chemistry Letters

IS - 7

ER -

Comparison of the behavior of oxidosqualene cyclases from pig liver and yeast toward epoxy-squalene analogues possessing a Δ Z or E C, C Double bond.

Abstract

Other files and links

Fingerprint

Cite this