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N-(3-Oxotetradecanoyl)-L-homoserine lactone - ≥98%, high purity , CAS No.177158-19-9

≥98%

CAS#: 177158-19-9
Formula: C₁₈H₃₁NO₄
Molecular Weight: 325.44
MDL number: MFCD12912433
PubChem CID: 9883786
PubChem SID: 488196395

Item Number

N488136

Grouped product items
SKU	Size	Availability	Price
N488136-10mg	10mg	In stock	$186.90
N488136-25mg	25mg	In stock	$447.90
N488136-100mg	100mg	In stock	$954.90

Basic Description

Specifications & Purity	≥98%
Storage Temp	Store at -20°C
Shipped In	Ice chest + Ice pads
Product Description	Description N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-Oxo-C14-HSL), a member of a family of acyl homoserine lactones, may be used to determine its mechanisms and specificity of action as a signaling molecule involved in the regulation of bacterial quorum sensing.

Pubchem Sid

488196395

Canonical SMILES

CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

Isomeric SMILES

CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O

PubChem CID

9883786

Molecular Weight

325.44

Certificates

Certificate of Analysis(COA)

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7 results found

Lot Number	Certificate Type	Date	Item
D2312473	Certificate of Analysis	Apr 03, 2023	N488136
D2312474	Certificate of Analysis	Apr 03, 2023	N488136
D2312475	Certificate of Analysis	Apr 03, 2023	N488136
D2312476	Certificate of Analysis	Apr 03, 2023	N488136
D2312477	Certificate of Analysis	Apr 03, 2023	N488136
D2312480	Certificate of Analysis	Apr 03, 2023	N488136
G2408011	Certificate of Analysis	Apr 03, 2023	N488136

References

1. S Swift,M J Lynch,L Fish,D F Kirke,J M Tomás,G S Stewart,P Williams. (1999-09-25) Quorum sensing-dependent regulation and blockade of exoprotease production in Aeromonas hydrophila.. Infection and immunity, 67 ((10)): (5192-5199). [PMID:10496895]
2. Manabu Horikawa,Kazuhiro Tateda,Etsu Tuzuki,Yoshikazu Ishii,Chihiro Ueda,Tohru Takabatake,Shinichi Miyairi,Keizou Yamaguchi,Masaji Ishiguro. (2006-02-08) Synthesis of Pseudomonas quorum-sensing autoinducer analogs and structural entities required for induction of apoptosis in macrophages.. Bioorganic & medicinal chemistry letters, 16 ((8)): (2130-2133). [PMID:16460931]
3. Leo Eberl. (2006-02-24) Quorum sensing in the genus Burkholderia.. International journal of medical microbiology : IJMM, 296 ((2-3)): (103-110). [PMID:16490397]
4. Margrith E Mattmann,Grant D Geske,Gregory A Worzalla,Josephine R Chandler,Kaia J Sappington,E Peter Greenberg,Helen E Blackwell. (2007-12-18) Synthetic ligands that activate and inhibit a quorum-sensing regulator in Pseudomonas aeruginosa.. Bioorganic & medicinal chemistry letters, 18 ((10)): (3072-3075). [PMID:18083553]
5. Colin A Lowery,Nicholas T Salzameda,Daisuke Sawada,Gunnar F Kaufmann,Kim D Janda. (2010-07-31) Medicinal chemistry as a conduit for the modulation of quorum sensing.. Journal of medicinal chemistry, 53 ((21)): (7467-7489). [PMID:20669927]
6. Mair E A Churchill,Hiruy M Sibhatu,Charis L Uhlson. (2010-10-30) Defining the structure and function of acyl-homoserine lactone autoinducers.. Methods in molecular biology (Clifton, N.J.), 692 (159-171). [PMID:21031311]
7. John F Teiber,Dragomir I Draganov. (2010-10-30) High-performance liquid chromatography analysis of N-acyl homoserine lactone hydrolysis by paraoxonases.. Methods in molecular biology (Clifton, N.J.), 692 (291-298). [PMID:21031320]
8. Jitesh A Soares,Brian M M Ahmer. (2011-03-01) Detection of acyl-homoserine lactones by Escherichia and Salmonella.. Current opinion in microbiology, 14 ((2)): (188-193). [PMID:21353625]
9. Rumana Rashid,Tomohiro Morohoshi,Nobutaka Someya,Tsukasa Ikeda. (2011-04-20) Degradation of N-acylhomoserine lactone quorum sensing signaling molecules by potato root surface-associated Chryseobacterium strains.. Microbes and environments, 26 ((2)): (144-148). [PMID:21502740]
10. Bijay K Khajanchi,Michelle L Kirtley,Sheri M Brackman,Ashok K Chopra. (2011-05-04) Immunomodulatory and protective roles of quorum-sensing signaling molecules N-acyl homoserine lactones during infection of mice with Aeromonas hydrophila.. Infection and immunity, 79 ((7)): (2646-2657). [PMID:21536794]
11. Haijun Ma,Xuezhu Wang,Yan Zhang,Haidong Hu,Hongqiang Ren,Jinju Geng,Lili Ding. (2017-09-26) The diversity, distribution and function of N-acyl-homoserine lactone (AHL) in industrial anaerobic granular sludge.. Bioresource technology, 247 (116-124). [PMID:28946084]
12. Shujuan Huang,Hui Zhang,Tze Chiang Albert Ng,Boyan Xu,Xueqing Shi,How Yong Ng. (2020-04-16) Analysis of N-Acy-L-homoserine lactones (AHLs) in wastewater treatment systems using SPE-LLE with LC-MS/MS.. Water research, 177 (115756-115756). [PMID:32294590]

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