Molecular structure of Crepenynic acid, CAS Number: 2277-31-8
Crepenynic acid (CAS 2277-31-8)
Alternate Names:
9(Z)-Octadecen-12-ynoic acid
CAS Number:
2277-31-8
Molecular Weight:
278.43
Molecular Formula:
C18H30O2
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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Crepenynic acid, also known as N-octanoyl-L-homoserine lactone (C8-HSL), offers insights into bacterial communication, gene regulation, and growth patterns. Research involving crepenynic acid spans studies on how bacteria communicate through quorum sensing, regulating gene expression, and adapting to fellow microbes and environmental conditions. In quorum sensing, bacteria produce and release crepenynic acid into their surroundings; as it accumulates, it signals other bacteria to activate specific genes that influence an array of functions, from virulence and antibiotic resistance to biofilm formation.
Crepenynic acid (CAS 2277-31-8) References
- Occurrence of a novel cis,cis,cis-octadeca-3,9,12-trienoic (Z,Z,Z-octadeca-3,9,12-trienoic) acid in Chrysanthemum (tanacetum) zawadskii herb. (Compositae) seed oil. | Tsevegsuren, N., et al. 2003. Lipids. 38: 573-8. PMID: 12880115
- Mechanistic study of an improbable reaction: alkene dehydrogenation by the delta12 acetylenase of Crepis alpina. | Reed, DW., et al. 2003. J Am Chem Soc. 125: 10635-40. PMID: 12940747
- Cloning and transcriptional analysis of Crepis alpina fatty acid desaturases affecting the biosynthesis of crepenynic acid. | Nam, JW. and Kappock, TJ. 2007. J Exp Bot. 58: 1421-32. PMID: 17329262
- Acetylenic acid biosynthesis inCrepis rubra. | Haigh, WG., et al. 1968. Lipids. 3: 307-12. PMID: 17805875
- A large and functionally diverse family of Fad2 genes in safflower (Carthamus tinctorius L.). | Cao, S., et al. 2013. BMC Plant Biol. 13: 5. PMID: 23289946
- Biosynthesis of panaxynol and panaxydol in Panax ginseng. | Knispel, N., et al. 2013. Molecules. 18: 7686-98. PMID: 23884121
- Differential inhibition of thromboxane B2 and leukotriene B4 biosynthesis by two naturally occurring acetylenic fatty acids. | Croft, KD., et al. 1987. Biochim Biophys Acta. 921: 621-4. PMID: 2822134
- Naturally occurring conjugated octadecatrienoic acids are strong inhibitors of prostaglandin biosynthesis. | Nugteren, DH. and Christ-Hazelhof, E. 1987. Prostaglandins. 33: 403-17. PMID: 3107083
- Separation of triacylglycerols containing allenic and acetylenic fatty acids by enantiomeric liquid chromatography-mass spectrometry. | Palyzová, A. and Řezanka, T. 2020. J Chromatogr A. 1623: 461161. PMID: 32376015
- Semi-preparative isolation of crepenynic acid, a potential inhibitor of essential fatty acid metabolism. | Ford, GL. 1985. J Chromatogr. 346: 431-4. PMID: 4086624
- The biosynthesis of an acetylenic acid, crepenynic acid. | Haigh, WG. and James, AT. 1967. Biochim Biophys Acta. 137: 391-2. PMID: 4963806
- Fatty acids. XXII. Partial synthesis of racemic helenynolic acid from crepenynic acid by a possible biosynthetic route and the discovery of cis-9,10-epoxyoctadec-12-ynoic acid in Helichrysum bracteatum seed oil. | Conacher, HB. and Gunstone, FD. 1970. Lipids. 5: 137-41. PMID: 5418197
- Tanacetum (Chrysanthemum) corymbosum seed oil--a rich source of a novel conjugated acetylenic acid. | Tsevegsuren, N., et al. 1998. Lipids. 33: 723-7. PMID: 9688176
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| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Crepenynic acid, 5 mg | sc-507122 | 5 mg | $489.00 |