N-Pentanoyl-L-homoserine lactone

Chemodex
Product Code: CDX-P0486
Product Group: Other Biochemicals
Supplier: Chemodex
CodeSizePrice
CDX-P0486-M01010 mg£72.00
Quantity:
CDX-P0486-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:
C5-L-HSL; N-[(3S)-tetrahydro-2-oxo-3-furanyl]-pentanamide
Appearance:
White to off-white powder.
CAS:
148497-11-4
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light and moisture.
Hazards:
H302
InChi:
InChI=1S/C9H15NO3/c1-2-3-4-8(11)10-7-5-6-13-9(7)12/h7H,2-6H2,1H3,(H,10,11)/t7-/m0/s1
InChiKey:
BFIMURGDHGARTN-ZETCQYMHSA-N
Long Description:
Chemical. CAS: 148497-11-4. Formula: C9H15NO3. MW: 185.2. Synthetic. N-Pentanoyl-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. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases.
Molecular Formula:
C9H15NO3
Molecular Weight:
185.2
Package Type:
Vial
Product Description:
N-Pentanoyl-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. This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production. Regulation of bacterial quorum sensing signaling systems to inhibit pathogenesis represents a new approach to antimicrobial therapy in the treatment of infectious diseases.
Purity:
>97% (HPLC)
Signal word:
Warning
SMILES:
O=C1[C@@H](NC(CCCC)=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. Antibiot. 46, 441 (1993) | (2) A.L. Schaefer, et al.; J. Bacteriol. 178, 2897 (1996) | (3) J. Zhu, et al.; Appl. Environ. Microbiol. 69, 6949 (2003) | (4) C.L. Weingart, et al.; Mol. Microbiol. 57, 452 (2005) | (5) W.-K. Goh, et al.; Molecules 10, 1263 (2005) | (6) X. Liu, et al.; BMC Microbiol. 11, 26 (2011)