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(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide

Product Name
(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide
CAS No.
1675245-06-3
Chemical Name
(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide
Synonyms
N-cis-tetradec-9-enoyl-L-Homoserine lactone;(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide;(S,Z)-N-(2-oxotetrahydrofuran-3-yl)tetradec-9-enamide;9-Tetradecenamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-, (9Z)-
CBNumber
CB33923448
Molecular Formula
C18H31NO3
Formula Weight
309.44
MOL File
1675245-06-3.mol
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(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide Property

Boiling point:
520.2±49.0 °C(Predicted)
Density 
1.00±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMF: 20 mg/ml; DMSO: 20 mg/ml; DMSO:PBS(pH7.2) 1:1: 0.5 mg/ml
form 
A crystalline solid
pka
14.70±0.20(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical
Product number
10012672
Product name
N-cis-tetradec-9Z-enoyl-L-Homoserine lactone
Purity
≥95%
Packaging
5mg
Price
$47
Updated
2024/03/01
Cayman Chemical
Product number
10012672
Product name
N-cis-tetradec-9Z-enoyl-L-Homoserine lactone
Purity
≥95%
Packaging
10mg
Price
$87
Updated
2024/03/01
Cayman Chemical
Product number
10012672
Product name
N-cis-tetradec-9Z-enoyl-L-Homoserine lactone
Purity
≥95%
Packaging
25mg
Price
$206
Updated
2024/03/01
Cayman Chemical
Product number
10012672
Product name
N-cis-tetradec-9Z-enoyl-L-Homoserine lactone
Purity
≥95%
Packaging
50mg
Price
$360
Updated
2024/03/01
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(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide Chemical Properties,Usage,Production

Description

Quorum sensing is a regulatory process used by bacteria for controlling gene expression in response to increasing cell density.1 This regulatory process manifests itself with a variety of phenotypes including biofilm formation and virulence factor production.2 Coordinated gene expression is achieved by the production, release, and detection of small diffusible signal molecules called autoinducers. The N-acylated homoserine lactones (AHLs) comprise one such class of autoinducers, each of which generally consists of a fatty acid coupled with homoserine lactone (HSL). 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.3 C14:1-Δ9-cis-(L)-HSL is a long-chain AHL that functions as a signaling molecule in the quorum sensing of A. vitis.4 Regulating bacterial quorum sensing signaling can be used to inhibit pathogenesis and thus, represents a new approach to antimicrobial therpy in the treatment of infectious diseases.5

Definition

ChEBI: N-cis-tetradec-9Z-enoyl-L-Homoserine lactone is a N-acyl-amino acid.

References

1. González, J.E., and Keshavan, N.D. Messing with bacterial quorum sensing Microbiol. Mol. Biol. Rev. 70(4),859-875(2006).
2. Gould, T.A., Herman, J., Krank, J., et al. Specificity of acyl-homoserine lactone syntheses examined by mass spectrometry J. Bacteriol. 188(2),773-783(2006).
3. Penalver, C.G.N., Morin, D., Cantet, F., et al. Methylobacterium extorquens AM1 produces a novel type of acyl-homoserine lactone with a double unsaturated side chain under methylotrophic growth conditions FEBS Lett. 580(2),561-567(2006).
4. Li, Y., Gronquist, M.R., Hao, G., et al. Chromosome and plasmid-encoded N-acyl homoserine lactones produced by Agrobacterium vitis wildtype and mutants that differ in their interactions with grape and tobacco Physiol. Mol. Plant Pathol. 67,284-290(2006).
5. Cegelski, L., Marshall, G.R., Eldridge, G.R., et al. The biology and future prospects of antivirulence therapies Nat. Rev. Microbiol. 6(1),17-27(2008).

(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide Preparation Products And Raw materials

Raw materials

Preparation Products

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(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide Suppliers

China 9 United States 2 Global 11
Shanghai Hongye Biotechnology Co. Ltd
Tel
400-9205774
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sales@glpbio.cn
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China
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6777
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ChemeGen(Shanghai) Biotechnology Co.,Ltd.
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18818260767
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QQ 3610331285
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sales@chemegen.com
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China
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11218
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MedBioPharmaceutical Technology Inc
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021-69568360 18916172912
Email
order@med-bio.cn
Country
China
ProdList
8140
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Shanghai Universal Biotech Co.,Ltd
Tel
13774214275
Email
zhouzz@univ-bio.com
Country
China
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24998
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58
TargetMol Chemicals Inc.
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4008200310
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marketing@tsbiochem.com
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China
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24644
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Shanghai Yifei Biotechnology Co. , Ltd.
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021-65675885 18964387627
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customer_service@efebio.com
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China
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SHANGHAI ZZBIO CO., LTD.
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15102117276 19921389125
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tech@zzbioco.com
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China
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12065
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Shanghai Weiyite Biotechnology Co., Ltd
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15317051735
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zhaojing@wytsci.com
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China
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Shanghai Hao Zhun Biological Technology Co., Ltd.
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info@zzsrm.com
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CHINA
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6650
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1675245-06-3, (Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamideRelated Search:


  • (Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide
  • N-cis-tetradec-9-enoyl-L-Homoserine lactone
  • 9-Tetradecenamide, N-[(3S)-tetrahydro-2-oxo-3-furanyl]-, (9Z)-
  • (S,Z)-N-(2-oxotetrahydrofuran-3-yl)tetradec-9-enamide
  • 1675245-06-3