N-octadecanoyl-L-Homoserine lactone - 98%, high purity , CAS No.479050-96-9

  • ≥98%
Item Number
N348994
Grouped product items
SKUSizeAvailabilityPrice Qty
N348994-5mg
5mg
5
$42.90
N348994-10mg
10mg
5
$81.90
N348994-25mg
25mg
2
$183.90
N348994-50mg
50mg
1
$330.90

an AHL involved in cell signaling and bacterial quorum sensing

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Basic Description

SynonymsHMS3648I08 | MFCD11976914 | N-[(3S)-TETRAHYDRO-2-OXO-3-FURANYL]-OCTADECANAMIDE | N-((3S)-Tetrahydro-2-oxo-3-furanyl)-octadecanamide | (S)-N-(2-Oxotetrahydrofuran-3-yl)stearamide | SCHEMBL6374254 | HGMDJDYXARRSKB-FQEVSTJZSA-N | SR-01000946372 | N-[(3S)-Tet
Specifications & Purity≥98%
Storage TempStore at -20°C
Shipped InIce chest + Ice pads
Product Description

N-octadecanoyl-L-Homoserine lactone, sometimes called C18-HSL, is an N-acylated homoserine lactone (AHL). AHLs vary in acyl group length (C4-C18), in the substitution of C3 (hydrogen, hydroxyl, or oxo group), and in the presence or absence of one or more carbon-carbon double bonds in the fatty acid chain. These differences confer signal specificity through the affinity of transcriptional regulators of the LuxR family. N-octadecanoyl-L-Homoserine lactone is one of four lipophilic, long acyl side-chain bearing AHLs produced by the LuxI AHL synthase homolog SinI involved in quorum-sensing signaling in strains of|Sinorhizobium meliloti|. This and other hydrophobic AHLs tend to localize in relatively lipophilic cellular environments of bacteria and cannot diffuse freely through the cell membrane. The long-chain N-acylhomoserine lactones may be exported from cells by efflux pumps or may be transported between communicating cells by way of extracellular outer membrane vesicles.

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Names and Identifiers

Pubchem Sid504771962
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504771962
IUPAC Name N-[(3S)-2-oxooxolan-3-yl]octadecanamide
INCHI InChI=1S/C22H41NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-21(24)23-20-18-19-26-22(20)25/h20H,2-19H2,1H3,(H,23,24)/t20-/m0/s1
InChi Key HGMDJDYXARRSKB-FQEVSTJZSA-N
Canonical SMILES CCCCCCCCCCCCCCCCCC(=O)NC1CCOC1=O
Isomeric SMILES CCCCCCCCCCCCCCCCCC(=O)N[C@H]1CCOC1=O
PubChem CID 69757690
Molecular Weight 367.6

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

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8 results found

Lot NumberCertificate TypeDateItem
F2315204Certificate of AnalysisJun 05, 2023 N348994
F2315234Certificate of AnalysisJun 05, 2023 N348994
F2315241Certificate of AnalysisJun 05, 2023 N348994
F2315242Certificate of AnalysisJun 05, 2023 N348994
F2315262Certificate of AnalysisJun 05, 2023 N348994
F2315265Certificate of AnalysisJun 05, 2023 N348994
F2315266Certificate of AnalysisJun 05, 2023 N348994
F2315282Certificate of AnalysisJun 05, 2023 N348994

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