CAS
53-05-4 Purity
99%
53-05-4 Purity
99%
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Trans,Trans-Farnesyl Acetate
CAS
4128-17-0
Catalog Number
ACM4128170-2
Category
Main Products
Molecular Weight
264.40
Molecular Formula
C17H28O2
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- Product Description
- Case Study
- Custom Reviews
- Custom Q&A
- Synthetic Use
- Related Resources
Specification
Synonyms
(E,E)-3,7,11-Trimethyl-2,6,10-Dodecatrien-1-Ol Acetate
SMILES
CC(=O)OC\C=C(/C)CC\C=C(/C)CC\C=C(\C)C
Boiling Point
115-125 °C
Flash Point
>113 °C
Density
0.914 g/mL at 25 °C (lit.)
Appearance
Colorless liquid
How Farnesyl Acetate Affects the Growth and Development of Plutella Xylostella
Yusoff, Norazila, et al. Insects, 2021, 12(2), 109.
Researchers conducted this investigation to determine how effective specific farnesyl derivative compounds would be as environmentally friendly insecticides targeting juvenile hormone production in Plutella xylostella. Farnesyl acetate outperformed other farnesyl derivatives in terms of pest mortality rate and holds potential as an effective pest control agent.
Key Findings
The larval death rate of Plutella xylostella reached its peak value of 64% when exposed to 100 mg/L of farnesyl acetate. The farnesyl acetate concentration required to achieve 50% and 90% mortality rates in Plutella xylostella at 96 hours was determined to be 56.41 mg/L and 272.56 mg/L respectively.
Additionally, farnesyl acetate adversely affected various life stages and reproductive outcomes of Plutella xylostella, impacting development, pupal weight, pupation, adult emergence, female ratio, fecundity, egg hatching rate, and oviposition duration, while also causing developmental deformities in both pupae and adult forms of the pest.
Research shows that the LC50 value of farnesyl acetate exceeds that of traditional insecticides and growth regulators like spinosad and cypermethrin by 4 to 100 times.
The Construction of a Biosynthetic Pathway Enabled Escherichia Coli to Produce Advanced Biofuel Farnesyl Acetate
Guo, Daoyi, et al. Bioresource Technology, 2018, 269, 577-580.
Farnesyl acetate is a branched ester with high energy, low volatility and low water solubility, which can be considered as an advanced biofuel. In this work, a heterologous farnesyl acetate synthesis pathway was constructed in Escherichia coli.
Biosynthesis of farnesyl acetate
A synthetic pathway for farnesyl acetate production was engineered in E. coli by reconstructing the mevalonate (MVA) pathway to supply precursors isopentenyl diphosphate (IPP) and dimethylallyl diphosphate (DMAPP). Three plasmids were constructed:
· pDG30: Co-expressed AtoB (from E. coli), ERG13, and tHMG1 (from S. cerevisiae) under T7 promoter control.
· pDG31: Co-expressed Idi (from E. coli), ERG8, MVD1, and ERG12 (from S. cerevisiae) under T7 promoter control.
· pDG32: Co-expressed farnesyl diphosphate synthase (IspA) and phosphatidylglycerophosphatase (PgpB) to convert IPP/DMAPP into farnesol, alongside ATF1 (from S. cerevisiae) for acetylation.
These plasmids were co-introduced into E. coli BL21(DE3), generating the engineered strain DG106, which produced 128 ± 10.5 mg/L of farnesyl acetate.
The production yield was improved by overexpressing isopentenyl-diphosphate isomerase (Idi), which is a rate-limiting enzyme for IPP/DMAPP conversion using high-copy plasmid pDG33. E. coli BL21(DE3) transformed with pDG33 and plasmids pDG30 and pDG31 resulted in strain DG107 which produced farnesyl acetate at levels of 201 ± 11.7 mg/L showing enhanced pathway efficiency through Idi overexpression.
What is the molecular formula of trans,trans-Farnesyl Acetate?
The molecular formula of trans,trans-Farnesyl Acetate is C17H28O2.
What is the molecular weight of trans,trans-Farnesyl Acetate?
The molecular weight of trans,trans-Farnesyl Acetate is 264.4 g/mol.
What are the synonyms for trans,trans-Farnesyl Acetate?
The synonyms for trans,trans-Farnesyl Acetate are Farnesyl acetate, 29548-30-9, and All-trans-Farnesyl acetate.
Where can trans,trans-Farnesyl Acetate be found naturally?
trans,trans-Farnesyl Acetate can be found naturally in Abelmoschus moschatus, Justicia heterocarpa, and other organisms.
What is the IUPAC name of trans,trans-Farnesyl Acetate?
The IUPAC name of trans,trans-Farnesyl Acetate is [(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl] acetate.
What is the InChI of trans,trans-Farnesyl Acetate?
The InChI of trans,trans-Farnesyl Acetate is InChI=1S/C17H28O2/c1-14(2)8-6-9-15(3)10-7-11-16(4)12-13-19-17(5)18/h8,10,12H,6-7,9,11,13H2,1-5H3/b15-10+,16-12+.
What is the InChIKey of trans,trans-Farnesyl Acetate?
The InChIKey of trans,trans-Farnesyl Acetate is ZGIGZINMAOQWLX-NCZFFCEISA-N.
What is the Canonical SMILES of trans,trans-Farnesyl Acetate?
The Canonical SMILES of trans,trans-Farnesyl Acetate is CC(=CCCC(=CCCC(=CCOC(=O)C)C)C)C.
What is the CAS number for trans,trans-Farnesyl Acetate?
The CAS number for trans,trans-Farnesyl Acetate is 4128-17-0.
What is the XLogP3-AA value of trans,trans-Farnesyl Acetate?
The XLogP3-AA value of trans,trans-Farnesyl Acetate is 5.3.
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