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Merck

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

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This Item
K30071724756395
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.

General description

L-Homoserine lactone (HSL), also called acyl-HSL, comprises a homoserine lactone ring and a fatty acyl side.[2] The levels of acyl-HSL in bacteria is dictated by the availability of the substrates and acyl-homoserine lactones synthase.[4]

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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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)
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
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)
Defining the structure and function of acyl-homoserine lactone autoinducers
Churchill MEA, et al.
Methods in Molecular Biology, 692(23), 159-171 (2011)
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)

Questions

  1. How to dissolve L-Homoserine LA tone hydrochloride

    1 answer
    1. 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

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