N-(3-Oxoundecanoyl)-L-homoserine lactone

Chemodex
Product Code: CDX-O0140
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-O0140-M01010 mg£72.00
Quantity:
CDX-O0140-M05050 mg£255.00
Quantity:
Prices exclude any Taxes / VAT

Overview

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

Images

1 / 1
Chemical Structure

Chemical Structure

Further Information

Alternate Names/Synonyms:
3-oxo-C11-L-HSL; 3-oxo-N-[(3S)-2-oxooxolan-3-yl]undecanamide
Appearance:
White to off-white powder.
CAS:
216596-70-2
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302
InChi:
InChI=1S/C15H25NO4/c1-2-3-4-5-6-7-8-12(17)11-14(18)16-13-9-10-20-15(13)19/h13H,2-11H2,1H3,(H,16,18)/t13-/m0/s1
InChiKey:
SELZAQGRPYIEQS-ZDUSSCGKSA-N
Long Description:
Chemical. CAS: 216596-70-2. Formula: C15H25NO4. MW: 283.4. Synthetic. N-(3-Oxoundecanoyl)-L-homoserine 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. Numerous species of bacteria employ 3OC11-HSL in cell-to-cell communication. Shown to have immune suppressive activity, inhibiting murine and human leucocyte proliferation.
MDL:
MFCD27996734
Molecular Formula:
C15H25NO4
Molecular Weight:
283.4
Package Type:
Vial
Product Description:
N-(3-Oxoundecanoyl)-L-homoserine 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. Numerous species of bacteria employ 3OC11-HSL in cell-to-cell communication. Shown to have immune suppressive activity, inhibiting murine and human leucocyte proliferation.
Purity:
>97% (HPLC)
Signal word:
Warning
SMILES:
O=C1[C@@H](NC(CC(CCCCCCCC)=O)=O)CCO1
Solubility Chemicals:
Soluble in DMSO or chloroform.
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) J. Zhu, et al.; Appl. Environ. Microbiol. 69, 6949 (2003) | (3) C.L. Weingart, et al.; Mol. Microbiol. 57, 452 (2005) | (4) S.-A. Alexander, et al.; Chem. Commun. 51, 3355 (2015)