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ChemicalBook >> CAS DataBase List >>(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide

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

(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide Structure
(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide structure
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
Molecular Weight:
309.44
MDL Number:
MOL File:
1675245-06-3.mol
Last updated:2024-10-23 13:36:13
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(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide Properties

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)

(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 10012672 N-cis-tetradec-9Z-enoyl-L-Homoserine lactone ≥95% 1675245-06-3 5mg $47 2024-03-01 Buy
Cayman Chemical 10012672 N-cis-tetradec-9Z-enoyl-L-Homoserine lactone ≥95% 1675245-06-3 10mg $87 2024-03-01 Buy
Cayman Chemical 10012672 N-cis-tetradec-9Z-enoyl-L-Homoserine lactone ≥95% 1675245-06-3 25mg $206 2024-03-01 Buy
Cayman Chemical 10012672 N-cis-tetradec-9Z-enoyl-L-Homoserine lactone ≥95% 1675245-06-3 50mg $360 2024-03-01 Buy
Product number Packaging Price Buy
10012672 5mg $47 Buy
10012672 10mg $87 Buy
10012672 25mg $206 Buy
10012672 50mg $360 Buy

(Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide Chemical Properties,Uses,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

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

Global( 10)Suppliers
Supplier Tel Email Country ProdList Advantage
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32070 58
Shanghai Hongye Biotechnology Co. Ltd 400-9205774 sales@glpbio.cn China 6777 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 18818260767 sales@chemegen.com China 11217 58
MedBioPharmaceutical Technology Inc 021-69568360 18916172912 order@med-bio.cn China 8140 58
Shanghai Universal Biotech Co.,Ltd 13774214275 gaojun@univ-bio.com China 24990 58
TargetMol Chemicals Inc. 4008200310 marketing@tsbiochem.com China 24648 58
Shanghai Yifei Biotechnology Co. , Ltd. 021-65675885 18964387627 customer_service@efebio.com China 11974 58
SHANGHAI ZZBIO CO., LTD. 15102117276 19921389125 tech@zzbioco.com China 12065 58
Supplier Advantage
TargetMol Chemicals Inc. 		58
Shanghai Hongye Biotechnology Co. Ltd 58
ChemeGen(Shanghai) Biotechnology Co.,Ltd. 58
MedBioPharmaceutical Technology Inc 58
Shanghai Universal Biotech Co.,Ltd 58
TargetMol Chemicals Inc. 58
Shanghai Yifei Biotechnology Co. , Ltd. 58
SHANGHAI ZZBIO CO., LTD. 58

View Lastest Price from (Z)-N-[(3S)-2-oxooxolan-3-yl]tetradec-9-enamide manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
N-cis-tetradec-9Z-enoyl-L-Homoserine lactone pictures 2024-10-24 N-cis-tetradec-9Z-enoyl-L-Homoserine lactone
1675245-06-3
 US $118.00-515.00 / mg 10g TargetMol Chemicals Inc.
(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