N-Undecanoyl-L-homoserine lactone

Chemodex
Product Code: CDX-U0026
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-U0026-M01010 mg£96.00
Quantity:
CDX-U0026-M05050 mg£267.00
Quantity:
Prices exclude any Taxes / VAT

Overview

Regulatory Status: RUO
Shipping:
AMBIENT
Storage:
Short Term: +4°C, Long Term: -20°C

Images

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Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
C11-L-HSL; C11-HSL; N-[(3S)-Tetrahydro-2-oxo-3-furanyl]-undecanamide
Appearance:
White solid.
CAS:
216596-71-3
EClass:
32160000
Form (Short):
liquid
Handling Advice:
Protect from light and moisture.
InChi:
InChI=1S/C15H27NO3/c1-2-3-4-5-6-7-8-9-10-14(17)16-13-11-12-19-15(13)18/h13H,2-12H2,1H3,(H,16,17)/t13-/m0/s1
InChiKey:
YAWJNUREPGJHSG-ZDUSSCGKSA-N
Long Description:
Chemical. CAS: 216596-71-3. Formula: C15H27NO3. MW: 269.39. N-Undecanoyl-L-homoserine lactone lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms. It appears later than shorter acyl chain AHLs in developing biofilms and, like other long chain AHLs, stimulates bacterial growth. C11-HSL possesses a rare odd-numbered acyl carbon chain and may be a minor quorum-sensing signaling molecule in P. aeruginosa strains.
MDL:
MFCD11976916
Molecular Formula:
C15H27NO3
Molecular Weight:
269.39
Package Type:
Vial
Product Description:
N-Undecanoyl-L-homoserine lactone lactone is a small diffusible signaling molecule and is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) are involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this kind of molecule include regulation of virulence in general, infection prevention, and formation of biofilms. It appears later than shorter acyl chain AHLs in developing biofilms and, like other long chain AHLs, stimulates bacterial growth. C11-HSL possesses a rare odd-numbered acyl carbon chain and may be a minor quorum-sensing signaling molecule in P. aeruginosa strains.
Purity:
>97% (HPLC)
SMILES:
O=C1[C@@H](NC(CCCCCCCCCC)=O)CCO1
Solubility Chemicals:
Soluble in chloroform, DMSO (10mg/ml) or DMF (10mg/ml).
Source / Host:
Synthetic
Transportation:
Non-hazardous
UNSPSC Category:
Biochemical Reagents
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 2 years after receipt when stored at -20°C.

References

(1) S.R. Chhabra, et al.; J. Med. Chem. 46, 97 (2003) | (2) C.F. Sio, et al.; Infect. Immun. 74, 1673 (2006) | (3) K.-G. Chan, et al.; BMC Microbiol. 11, 51 (2011) | (4) N. Singh, et al.; Virulence 8, 275 (2017)