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Merck

41719

Sigma-Aldrich

(3S)-2,3-氧化角鲨烯

≥97.5% (HPLC)

别名:

(S)-2,3-环氧-2,3-二氢角鲨烯, (S)-22,23-环氧-2,6,10,15,19,23-六甲基-2,6,10,14,18-二十四碳五烯, (S)-角鲨烯 2,3-氧化物, (S)-角鲨烯 2,3-环氧化物

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About This Item

经验公式(希尔记法):
C30H50O
CAS号:
分子量:
426.72
MDL號碼:
分類程式碼代碼:
12352204
PubChem物質ID:
NACRES:
NA.28

化驗

≥97.5% (HPLC)

形狀

liquid

光學純度

enantiomeric excess: ≥90.0%

適合性

conforms to structure for Proton NMR spectrum

儲存溫度

−20°C

SMILES 字串

CC1(C)O[C@H]1CC/C(C)=C/CC/C(C)=C/CC/C=C(C)/CC/C=C(C)/CCC=C(C)C

InChI

1S/C30H50O/c1-24(2)14-11-17-27(5)20-12-18-25(3)15-9-10-16-26(4)19-13-21-28(6)22-23-29-30(7,8)31-29/h14-16,20-21,29H,9-13,17-19,22-23H2,1-8H3/b25-15+,26-16+,27-20+,28-21+/t29-/m0/s1

InChI 密鑰

QYIMSPSDBYKPPY-RSKUXYSASA-N

應用


  • Schizophrenic behavior of 2,3-Oxidosqualene Sterol Cyclase from pig liver towards 2,3-oxidosqualene analogues. Alain Krief and colleagues discuss the variable catalytic behaviors of oxidosqualene cyclase when interacting with different oxidosqualene analogues, suggesting implications for sterol production efficiency and specificity (Krief et al., 2021).


生化/生理作用

(S)-2,3-环氧角鲨烯是许多代谢途径的中间产物,如类固醇生物合成、倍半萜和三萜类生物合成、植物次生代谢物生物合成、萜类和类固醇生物合成、植物激素生物合成、次生代谢物生物合成以及抗生素生物合成。

儲存類別代碼

10 - Combustible liquids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable


分析证书(COA)

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Z Shi et al.
Proceedings of the National Academy of Sciences of the United States of America, 91(15), 7370-7374 (1994-07-19)
The ERG7 gene encoding oxidosqualene-lanosterol cyclase [(S)-2,3-epoxysqualene mutase (cyclizing, lanosterol forming), EC 5.4.99.7] from Saccharomyces cerevisiae has been cloned by genetic complementation of a cyclase-deficient erg7 strain. The DNA sequence of this gene has been determined and found to contain
Katherine A Mattos et al.
Cellular microbiology, 16(6), 797-815 (2014-02-21)
We recently showed that Mycobacterium leprae (ML) is able to induce lipid droplet formation in infected macrophages. We herein confirm that cholesterol (Cho) is one of the host lipid molecules that accumulate in ML-infected macrophages and investigate the effects of
Deletion of the Gly600 residue of Alicyclobacillus acidocaldarius squalene cyclase alters the substrate specificity into that of the eukaryotic-type cyclase specific to (3S)-2,3-oxidosqualene.
Tsutomu Hoshino et al.
Angewandte Chemie (International ed. in English), 43(48), 6700-6703 (2004-12-14)
Dorianne A Castillo et al.
Journal of the American Chemical Society, 135(15), 5885-5894 (2013-04-11)
Plants allocate an estimated 15-25% of their proteome to specialized metabolic pathways that remain largely uncharacterized. Here, we describe a genome mining strategy for exploring such unknown pathways and demonstrate this approach for triterpenoids by functionally characterizing three cytochrome P450s
Enzymatic cyclization of squalene and oxidosqualene to sterols and triterpenes.
Abe, I., et al.
Chemical Reviews, 93, 2189-2206 (1993)

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