The store will not work correctly when cookies are disabled.
JavaScript seems to be disabled in your browser.
For the best experience on our site, be sure to turn on Javascript in your browser.
This is a demo store. No orders will be fulfilled.
We use cookies to keep things working smoothly and to improve your experience.
Choose what’s okay for you below. See our Cookie Policy .
Accept Cookies
N-butyryl-L-Homoserine lactone - >98%, high purity , CAS No.67605-85-0
a diffusable quorum sensing lactone
Basic Description
Synonyms
N-(butyryl)-L-homoserine lactone | C4-HSL | SR-01000946805 | C4-HSL;N-Butyryl-L-homoserine lactone | N-[(3s)-2-Oxotetrahydrofuran-3-Yl]butanamide | PAI-1-2 | DTXSID30435962 | SB84058 | CS-0064384 | SY038520 | N-[(3S)-TETRAHYDRO-2-OXO-3-FURANYL]BUTANAMIDE
Specifications & Purity
≥98%
Storage Temp
Store at -20°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
N-butyryl-L-Homoserine lactone, quorum sensing is a regulatory system used by bacteria for controlling gene expression in response to increasing cell density. Controlling bacterial infections by quenching their quorum sensing systems is a promising field of study. 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-butyryl-L-Homoserine lactone is a small diffusible signaling molecule involved in quorum sensing, controlling gene expression, and cellular metabolism. The diverse applications of this molecule include regulation of virulence in general, infection prevention, and formation of biofilms.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organic acids and derivatives
Class
Carboxylic acids and derivatives
Subclass
Amino acids, peptides, and analogues
Intermediate Tree Nodes
Amino acids and derivatives - Alpha amino acids and derivatives
Direct Parent
N-acyl-alpha amino acids and derivatives
Alternative Parents
Alpha amino acid esters Acyl-L-homoserine lactones N-acyl amines Gamma butyrolactones Oxolanes Secondary carboxylic acid amides Carboxylic acid esters Oxacyclic compounds Monocarboxylic acids and derivatives Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
Molecular Framework
Aliphatic heteromonocyclic compounds
Substituents
Alpha-amino acid ester - N-acyl-alpha amino acid or derivatives - Acyl-homoserine lactone - Acyl-l-homoserine lactone - Fatty amide - Gamma butyrolactone - N-acyl-amine - Fatty acyl - Oxolane - Secondary carboxylic acid amide - Lactone - Carboxylic acid ester - Carboxamide group - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Oxacycle - Organooxygen compound - Organonitrogen compound - Organic oxide - Organic oxygen compound - Organic nitrogen compound - Hydrocarbon derivative - Carbonyl group - Aliphatic heteromonocyclic compound
Description
This compound belongs to the class of organic compounds known as n-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid (or a derivative thereof) which bears an acyl group at its terminal nitrogen atom.
External Descriptors
Fatty acyl homoserine lactones
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
Pubchem Sid
504765265
Pubchem Sid Url
https://pubchem.ncbi.nlm.nih.gov/substance/504765265
IUPAC Name
N-[(3S)-2-oxooxolan-3-yl]butanamide
INCHI
InChI=1S/C8H13NO3/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)/t6-/m0/s1
InChIKey
VFFNZZXXTGXBOG-LURJTMIESA-N
Smiles
CCCC(=O)NC1CCOC1=O
Isomeric SMILES
CCCC(=O)N[C@H]1CCOC1=O
Molecular Weight
171.19
Reaxy-Rn
6375
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6375&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Solubility
Soluble in water (10 mg/ml at 25° C), ethanol, DMSO (~30 mg/ml), DMF (~30 mg/ml), and PBS(pH 7.2) (~10 mg/ml).
Refractive Index
n20D1.48
Boil Point(°C)
428.06° C at 760 mmHg
Melt Point(°C)
119.53° C (Predicted)
Molecular Weight
171.190 g/mol
XLogP3
0.500
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
3
Rotatable Bond Count
3
Exact Mass
171.09 Da
Monoisotopic Mass
171.09 Da
Topological Polar Surface Area
55.400 Ų
Heavy Atom Count
12
Formal Charge
0
Complexity
191.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
1
Undefined Atom Stereocenter Count
0
Defined Bond Stereocenter Count
0
Undefined Bond Stereocenter Count
0
The total count of all stereochemical bonds
0
Covalently-Bonded Unit Count
1
Citations of This Product
1.
Liushen Lu, Junwei Wang, Ting Qin, Kai Chen, Jun Xie, Bingwen Xi.
(2023)
Carvacrol Inhibits Quorum Sensing in Opportunistic Bacterium Aeromonas hydrophila. Microorganisms,
11
(8):
(2027).
2.
Siyi Chen, Ziang Kong, Liwei Qiu, Han Wang, Qun Yan.
(2025)
Effects of different quorum sensing signal molecules on alleviation of ammonia inhibition during biomethanation. ENVIRONMENTAL RESEARCH,
264
(120295).
3.
Na Chen, Jing Xi, Na Du, Ruichen Shen, Rui Zhao, Wei He, Tianhuang Peng, Yanbing Yang, Yun Zhang, Lilei Yu, Weihong Tan, Quan Yuan.
(2024)
Framework nucleic acid strategy enables closer microbial contact for programming short-range interaction. Science Advances,
10
(50):
(2024 Dec;10(50)).
Solution Calculators
Molarity Calculator
Determine the necessary mass, volume, or concentration for preparing a solution.
Dilution Calculator
Determine the dilution needed to prepare a stock solution.
Reconstitution Calculator
Shall we send you a message when we have discounts available?
Remind me later
Allow
Thank you! Please check your email inbox to confirm.
Oops! Notifications are disabled.
3 Citations
F2520061