Catalogue Number
BF-C3020
Analysis Method
HPLC,NMR,MS
Specification
95%
Storage
2-8°C
Molecular Weight
400.69
Appearance
White crystalline powder
Botanical Source
Rehmannia glutinosa,Ziziphus jujuba var. spinosa,Caesalpinia sappan,Euphorbia fischeriana,Imperata cylindrica
Structure Type
Others
Category
Standards;Natural Pytochemical;API
SMILES
CC(C)C(C)CCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)O)C)C
Synonyms
Ergost-5-en-3β-ol, (24R)-/(24R)-Ergost-5-en-3b-ol/(24R)-5-Ergosten-3β-ol/(3β,24R)-Ergost-5-en-3-ol/(24R)-5-Ergosten-3-β-ol/(3b,24R)-Ergost-5-en-3-ol/(24R)-Ergost-5-en-3β-ol/(24R)-5-Ergosten-3b-ol/Ergost-5-en-3-ol, (3β)-/Ergost-5-en-3β-ol/Campesterol/(24R)-Ergost-5-en-3-β-ol/(3β)-Ergost-5-en-3-ol/Ergost-5-en-3-β-ol/Ergost-5-en-3-ol, (3β,24R)-
IUPAC Name
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R,5R)-5,6-dimethylheptan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
Density
1.0±0.1 g/cm3
Solubility
Ethanol
Flash Point
214.3±12.4 °C
Boiling Point
489.5±14.0 °C at 760 mmHg
Melting Point
156-160ºC
InChl
InChl Key
WGK Germany
RID/ADR
HS Code Reference
2906130000
Personal Projective Equipment
Correct Usage
For Reference Standard and R&D, Not for Human Use Directly.
Meta Tag
provides coniferyl ferulate(CAS#:474-62-4) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate
MSDS
28357621
Objectives: To engineer Yarrowia lipolytica for improving the heterologous production of campesterol (a key precursor to manufacture pharmaceutical steroids).
Results: By screening 7-dehydrocholesterol reductase (DHCR7) from diverse species, DHCR7 from Danio rerio was the best candidate for campesterol synthesis. Overexpression of ACL (ATP: citrate lyase) or POX2 (peroxisome acyl-CoA oxidase 2) were key to improving campesterol production. The highest yield of campesterol was 942 mg/l was with the strain overexpressing POX2 in a 5 l bioreactor via high cell density fermentation process with a restricted supply of carbon sourc, sunflower seed oil.
Conclusions: A promising platform to synthesize downstream steroid drugs was established. Efficient approaches were provided to improve the production of desired molecules in Y. lipolytica with high oil utilization efficiency.
7-Dehydrocholesterol reductase; Campesterol; Metabolic engineering; Oil utilization; Synthetic biology; Yarrowia lipolytica.
Improved Campesterol Production in Engineered Yarrowia Lipolytica Strains
Yu Zhang 1 2 , Ying Wang 1 2 , Mingdong Yao 1 2 , Hong Liu 1 2 , Xiao Zhou 1 2 , Wenhai Xiao 3 4 , Yingjin Yuan 1 2
2017 Jul
26751680
Campesterol is an important precursor for many sterol drugs, e.g. progesterone and hydrocortisone. In order to produce campesterol in Yarrowia lipolytica, C-22 desaturase encoding gene ERG5 was disrupted and the heterologous 7-dehydrocholesterol reductase (DHCR7) encoding gene was constitutively expressed. The codon-optimized DHCR7 from Rallus norvegicus, Oryza saliva and Xenapus laevis were explored and the strain with the gene DHCR7 from X. laevis achieved the highest titer of campesterol due to D409 in substrate binding sites. In presence of glucose as the carbon source, higher biomass conversion yield and product yield were achieved in shake flask compared to that using glycerol and sunflower seed oil. Nevertheless, better cell growth rate was observed in medium with sunflower seed oil as the sole carbon source. Through high cell density fed-batch fermentation under carbon source restriction strategy, a titer of 453±24.7 mg/L campesterol was achieved with sunflower seed oil as the carbon source, which is the highest reported microbial titer known. Our study has greatly enhanced campesterol accumulation in Y. lipolytica, providing new insight into producing complex and desired molecules in microbes.
Engineering Yarrowia Lipolytica for Campesterol Overproduction
Hao-Xing Du 1 2 , Wen-Hai Xiao 1 2 , Ying Wang 1 2 , Xiao Zhou 1 2 , Yu Zhang 1 2 , Duo Liu 1 2 , Ying-Jin Yuan 1 2
2016 Jan 11
28958544
Plant sterol (PS) oxidation products (POP) derived from sitosterol and campesterol were measured in 15 foods cooked with liquid margarine without (control) and with added 7.5% PS. POP were analyzed using a GC-MS method. PS liquid vs. control margarine resulted in a higher median POP content per food portion (1.35mg, range 0.08-13.20mg versus 0.23mg, 0.06-0.90mg), a lower PS oxidation rate (0.63 vs. 1.29%) and lower oxidation susceptibility of sitosterol vs. campesterol. POP formation was highest in shallow-fried potatoes with PS liquid margarine (64.44mg per portion food plus residual fat). Mean relative abundances of epoxy-, 7-keto-, 7-hydroxy- and triol-PS derived from sitosterol and campesterol were 40.0, 34.4, 21.5 and 4.0% with control vs. 44.1, 23.8, 29.6 and 2.4% with PS liquid margarine. In conclusion, PS liquid margarine increased POP content in foods with a POP profile characterized by a higher ratio of epoxy- to 7-keto-derivatives.
5,6-Epoxycampesterol (PubChem CID: 101112101); 5,6-Epoxysitosterol (PubChem CID: 11258970); 7-Hydroxycampesterol (PubChem CID: 101112100); 7-Hydroxysitosterol (PubChem CID: 161816); 7-Ketocampesterol (PubChem CID: 101704474); 7-Ketositosterol (PubChem CID: 160608); Auto-oxidation; Campestanetriol (PubChem CID: 101340041); Campesterol; Campesterol (PubChem CID: 173183); Margarine; Plant sterol oxidation products; Plant sterols; Sitostanetriol (PubChem CID: 3036251); Sitosterol; Sitosterol (PubChem CID: 222284); Vegetable oil.
Oxidation of Sitosterol and Campesterol in Foods Upon Cooking With Liquid Margarines Without and With Added Plant Sterol Esters
Yuguang Lin 1 , Diny Knol 2 , Maria Menendez-CarreNo 2 , Raymond Baris 2 , Hans-Gerd Janssen 3 , Elke A Trautwein 2
2018 Feb 15
Description :
Campesterol is a plant sterol with cholesterol lowering and anticarcinogenic effects.
