(Z)-dodec-2-enoic acid

Modify Date: 2024-01-11 16:27:30

(Z)-dodec-2-enoic acid Structure
(Z)-dodec-2-enoic acid structure
Common Name (Z)-dodec-2-enoic acid
CAS Number 55928-65-9 Molecular Weight 198.30
Density 0.922 g/cm3 Boiling Point 311.7ºC at 760 mmHg
Molecular Formula C12H22O2 Melting Point N/A
MSDS Chinese USA Flash Point 216.6ºC
Symbol GHS05 GHS09
GHS05, GHS09
Signal Word Danger

 Use of (Z)-dodec-2-enoic acid


cis-2-Dodecenoic acid, originally discovered in Burkholderia cenocepacia, can interfere with the bacterial quorum sensing system and inhibit bacterial biofilm formation and virulence factor production[1].

 Names

Name cis-2-Dodecenoic acid
Synonym More Synonyms

 (Z)-dodec-2-enoic acid Biological Activity

Description cis-2-Dodecenoic acid, originally discovered in Burkholderia cenocepacia, can interfere with the bacterial quorum sensing system and inhibit bacterial biofilm formation and virulence factor production[1].
Related Catalog
References

[1]. Yinyue Deng, et al. Cis-2-dodecenoic acid signal modulates virulence of Pseudomonas aeruginosa through interference with quorum sensing systems and T3SS. BMC Microbiol. 2013 Oct 18;13:231.  

 Chemical & Physical Properties

Density 0.922 g/cm3
Boiling Point 311.7ºC at 760 mmHg
Molecular Formula C12H22O2
Molecular Weight 198.30
Flash Point 216.6ºC
Exact Mass 198.16200
PSA 37.30000
LogP 3.76790
Storage condition -20°C

 Safety Information

Symbol GHS05 GHS09
GHS05, GHS09
Signal Word Danger
Hazard Statements H318-H411
Precautionary Statements P273-P280-P305 + P351 + P338
Hazard Codes Xi
RIDADR UN 3077 9 / PGIII

 Synthetic Route

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(Z)-dodec-2-enoic acid Structure

(Z)-dodec-2-eno...

CAS#:55928-65-9

Literature: Ryzhkov, Lev R. Journal of Organic Chemistry, 1996 , vol. 61, # 8 p. 2801 - 2808

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(Z)-dodec-2-enoic acid Structure

(Z)-dodec-2-eno...

CAS#:55928-65-9

Literature: Ryzhkov, Lev R. Journal of Organic Chemistry, 1996 , vol. 61, # 8 p. 2801 - 2808

~%

(Z)-dodec-2-enoic acid Structure

(Z)-dodec-2-eno...

CAS#:55928-65-9

Literature: Ryzhkov, Lev R. Journal of Organic Chemistry, 1996 , vol. 61, # 8 p. 2801 - 2808

 Articles3

More Articles
Intraspecies signaling involving the diffusible signal factor BDSF (cis-2-dodecenoic acid) influences virulence in Burkholderia cenocepacia.

J. Bacteriol. 191(15) , 5013-5019, (2009)

Burkholderia cenocepacia produces a diffusible fatty acid signal molecule, cis-2-dodecenoic acid (BDSF), that has been implicated in interspecies and interkingdom communication. Here, we show that BDS...

The AHL- and BDSF-dependent quorum sensing systems control specific and overlapping sets of genes in Burkholderia cenocepacia H111.

PLoS ONE 7 , e49966, (2012)

Quorum sensing in Burkholderia cenocepacia H111 involves two signalling systems that depend on different signal molecules, namely N-acyl homoserine lactones (AHLs) and the diffusible signal factor cis...

Cis-2-dodecenoic acid quorum sensing system modulates N-acyl homoserine lactone production through RpfR and cyclic di-GMP turnover in Burkholderia cenocepacia.

BMC Microbiol. 13 , 148, (2013)

Burkholderia cenocepacia employs both N-Acyl homoserine lactone (AHL) and cis-2-dodecenoic acid (BDSF) quorum sensing (QS) systems in regulation of bacterial virulence. It was shown recently that disr...

 Synonyms

(2Z)-2-Dodecenoic acid