N-hexanoyl-L-homoserine lactone
- CAS No.
- 147852-83-3
- Chemical Name:
- N-hexanoyl-L-homoserine lactone
- Synonyms
- C6-HSL;C6HSL,HHL;Hexanoyl-L-hoMoserine lactone;N-hexanoyl-L-homoserine lactone;N-[(3S)-2-oxooxolan-3-yl]hexanamide;C6-HSL, N-Hexanoyl-L-hoMoserine lactone;(S)-N-(2-Oxotetrahydrofuran-3-yl)hexanamide;N-Hexanoyl-L-homoserine lactone, ≥96% (HPLC);N-[(3S)-Tetrahydro-2-oxo-3-furanyl]hexanamide;Hexanamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-
- CBNumber:
- CB41312724
- Molecular Formula:
- C10H17NO3
- Molecular Weight:
- 199.25
- MDL Number:
- MFCD12912260
- MOL File:
- 147852-83-3.mol
- MSDS File:
- SDS
| Melting point | 132-134 °C(Solv: dichloromethane (75-09-2)) |
|---|---|
| Boiling point | 434.0±34.0 °C(Predicted) |
| Density | 1.08±0.1 g/cm3(Predicted) |
| storage temp. | -20°C |
| solubility | DMF: 30 mg/ml; DMSO: 30 mg/ml; PBS (pH 7.2): 10 mg/ml |
| form | A crystalline solid |
| pka | 15.03±0.20(Predicted) |
| optical activity | [α]/D -32±3°, c = 0.2 in methanol |
| BRN | 8143287 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H335 |
| Precautionary statements | P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501 |
| WGK Germany | 3 |
N-hexanoyl-L-homoserine lactone price More Price(9)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 56395 | N-Hexanoyl-L-homoserine lactone ≥96% (HPLC) | 147852-83-3 | 10mg | $213 | 2024-03-01 | Buy |
| Sigma-Aldrich | 56395 | N-Hexanoyl-L-homoserine lactone ≥96% (HPLC) | 147852-83-3 | 50mg | $830 | 2024-03-01 | Buy |
| Cayman Chemical | 10007896 | N-hexanoyl-L-Homoserine lactone ≥95% | 147852-83-3 | 5mg | $32 | 2024-03-01 | Buy |
| Cayman Chemical | 10007896 | N-hexanoyl-L-Homoserine lactone ≥95% | 147852-83-3 | 10mg | $48 | 2024-03-01 | Buy |
| Cayman Chemical | 10007896 | N-hexanoyl-L-Homoserine lactone ≥95% | 147852-83-3 | 25mg | $100 | 2024-03-01 | Buy |
N-hexanoyl-L-homoserine lactone Chemical Properties,Uses,Production
Description
Quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. A promising field of study involves controlling bacterial infections by quenching their quorum sensing systems. The expression of specific target genes, such as transcriptional regulators belonging to the LuxIR family of proteins, is coordinated by synthesis of diffusible acylhomoserine lactone (AHL) molecules. N-
Uses
Hexanoyl-L-homoserine lactone is an active quorum sensing modulator first recognised in Rhizobium leguminosarum. Hexanoyl-L-homoserine lactone and other acylhomoserine lactones have been detected in hundreds of bacterial species and, while the homologues vary between species and strains, the homoserine lactones are the major chemical modulators of within and between cell communication and regulation. The most significant variable defining the function of the homoserine lactone is the length of the acyl chain, with shorter chains displaying opposing actions to the longer chains.
Definition
ChEBI: N-[(3s)-2-Oxotetrahydrofuran-3-Yl]hexanamide is a N-acyl-amino acid.
General Description
N-Hexanoyl-L-homoserine lactone is produced and utilized by various Gram-negative bacteria as a quorum sensing (QS) signal molecule.
Biochem/physiol Actions
N-Hexanoyl-L-homoserine lactone is a member of N-acyl-homoserine lactone family. N-Acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella, and are involved in quorum sensing, cell to cell communication among bacteria; for reviews see. Bacterial intercellular communication has become a target for the development of new anti-virulence drugs, and a research focus for the prevention of biofilm formation.
N-hexanoyl-L-homoserine lactone Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| BOC Sciences | +1-631-485-4226 | inquiry@bocsci.com | United States | 19553 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 19892 | 58 |
| Alfa Chemistry | +1-5166625404 | Info@alfa-chemistry.com | United States | 21317 | 58 |
| LEAPCHEM CO., LTD. | +86-852-30606658 | market18@leapchem.com | China | 43348 | 58 |
| Shanghai Acmec Biochemical Technology Co., Ltd. | +undefined18621343501 | product@acmec-e.com | China | 33349 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| Adamas Reagent, Ltd. | 400-6009262 16621234537 | zhangsn@titansci.com | China | 14113 | 59 |
| Shanghai Dano Pharmaceutical Co., LTD(China) | 0592-6266840 15750707980 | sales@chemsdano.com | China | 267 | 57 |
| Shanghai Leto Pharmatech Co.,Ltd. | 18016401466 | sales@letopharm.com | China | 219 | 58 |
| ChemStrong Scientific Co.,Ltd | 0755-66853366 13670046396 | sales@chem-strong.com | China | 17982 | 56 |