The solubility of this product is tested at 50 mg/mL in water. Please see the link below to review a sample Certificate of Analysis:
https://www.sigmaaldrich.com/certificates/COFA/H7/H7890/H7890-BULK________SLCG7532__.pdf
H7890
L-Homoserine lactone hydrochloride
suitable for ligand binding assays
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About This Item
Empirical Formula (Hill Notation):
C4H7NO2 · HCl
CAS Number:
Molecular Weight:
137.56
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:
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Product Name
L-Homoserine lactone hydrochloride,
SMILES string
Cl.N[C@H]1CCOC1=O
InChI
1S/C4H7NO2.ClH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H/t3-;/m0./s1
InChI key
XBKCXPRYTLOQKS-DFWYDOINSA-N
form
powder
technique(s)
ligand binding assay: suitable
color
white
storage temp.
−20°C
Quality Level
1 of 4
This Item | K3007 | 17247 | 56395 |
|---|---|---|---|
| form powder | form powder | form powder | form powder or crystals |
| technique(s) ligand binding assay: suitable | technique(s) - | technique(s) ligand binding assay: suitable | technique(s) - |
| storage temp. −20°C | storage temp. −20°C | storage temp. 2-8°C | storage temp. −20°C |
| color white | color white | color white to faint beige | color white to off-white |
| Quality Level 200 | Quality Level 200 | Quality Level 100 | Quality Level 100 |
Application
L-Homoserine lactone hydrochloride has been used as an inhibitor for arterial smooth muscle contraction.[1]
Biochem/physiol Actions
L-Homoserine lactone inhibition reduces virulence factors and halts inflammation and tissue damage.[2] In Pseudomonas aeruginosa it controls virulence factor production and biofilm formation. In Agrobacterium tumefaciens, it is essential for conjugal transfer.[3]
Acylated L-Homoserine lactone(s) are used to study bacterial quorum-sensing signaling mechanisms.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Long-chain acyl-homoserine lactone quorum-sensing regulation of Rhodobacter capsulatus gene transfer agent production
Schaefer AL, et al.
Journal of Bacteriology, 184(23), 6515-6521 (2002)
Defining the structure and function of acyl-homoserine lactone autoinducers
Churchill MEA, et al.
Methods in Molecular Biology, 692(23), 159-171 (2011)
The Pseudomonas aeruginosa quorum-sensing signal molecule, N-(3-oxododecanoyl)-l-homoserine lactone, inhibits porcine arterial smooth muscle contraction
Lawrence RN, et al.
British Journal of Pharmacology, 128(4), 845-848 (1999)
Nathan A Ahlgren et al.
Proceedings of the National Academy of Sciences of the United States of America, 108(17), 7183-7188 (2011-04-08)
Many Proteobacteria possess LuxI-LuxR-type quorum-sensing systems that produce and detect fatty acyl-homoserine lactone (HSL) signals. The photoheterotroph Rhodopseudomonas palustris is unusual in that it produces and detects an aryl-HSL, p-coumaroyl-HSL, and signal production requires an exogenous source of p-coumarate. A
Inhibiting N-acyl-homoserine lactone synthesis and quenching Pseudomonas quinolone quorum sensing to attenuate virulence
Chan KG, et al.
Frontiers in Microbiology, 6, 1173-1173 (2015)
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