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Merck

H7890

L-Homoserine lactone hydrochloride

suitable for ligand binding assays

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Informazioni su questo articolo

Formula empirica (notazione di Hill):
C4H7NO2 · HCl
Numero CAS:
Peso molecolare:
137.56
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26
MDL number:

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Nome del prodotto

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

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]

Classe di stoccaggio

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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Certificati d'analisi (COA)

Lot/Batch Number

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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)
Adam Schikora et al.
Plant physiology, 157(3), 1407-1418 (2011-09-24)
Pathogenic and symbiotic bacteria rely on quorum sensing to coordinate the collective behavior during the interactions with their eukaryotic hosts. Many Gram-negative bacteria use N-acyl-homoserine lactones (AHLs) as signals in such communication. Here we show that plants have evolved means
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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