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K3007

Sigma-Aldrich

N-(β-Ketocaproyl)-L-homoserine lactone

≥98%

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Synonym(s):
N-(3-Oxohexanoyl)-L-homoserine lactone
Empirical Formula (Hill Notation):
C10H15NO4
CAS Number:
Molecular Weight:
213.23
MDL number:
eCl@ss:
32160406
PubChem Substance ID:

Quality Level

assay

≥98%

form

powder

color

white

application(s)

detection
peptide synthesis

storage temp.

−20°C

SMILES string

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

InChI

1S/C10H15NO4/c1-2-3-7(12)6-9(13)11-8-4-5-15-10(8)14/h8H,2-6H2,1H3,(H,11,13)/t8-/m0/s1

InChI key

YRYOXRMDHALAFL-QMMMGPOBSA-N

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This Item
O1764O901456395
vibrant-m

56395

N-Hexanoyl-L-homoserine lactone

form

powder

form

powder

form

powder

form

powder or crystals

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

storage temp.

−20°C

color

white

color

white

color

white

color

white to off-white

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

100

application(s)

detection
peptide synthesis

application(s)

-

application(s)

cell analysis

application(s)

-

General description

N-(β-Ketocaproyl)-L-homoserine lactone (3-oxo-C6-HSL) is one of the quorum signaling molecules for V. fischeri. 3-oxo-C6-HSL is produced by LuxI autoinducer synthase catalyzed reaction between S-adenosylmethionine and acylated-acyl carrier proteins (Acyl-ACPs). It can be used in analyzing the expression of the orthogonal specialized reporter genes.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Xiaofei Qin et al.
Biomolecules, 8(3) (2018-09-06)
New approaches to deal with drug-resistant pathogenic bacteria are urgent. We studied the antibacterial effect of chitosans against an Escherichia coli quorum sensing biosensor reporter strain and selected a non-toxic chitosan to evaluate its quorum sensing (QS) inhibition activity and
John T Sexton et al.
Molecular systems biology, 16(7), e9618-e9618 (2020-07-17)
The engineering of advanced multicellular behaviors, such as the programmed growth of biofilms or tissues, requires cells to communicate multiple aspects of physiological information. Unfortunately, few cell-cell communication systems have been developed for synthetic biology. Here, we engineer a genetically
Nikolay A Aleksashin et al.
Nature communications, 11(1), 1858-1858 (2020-04-22)
Ribosome engineering is a powerful approach for expanding the catalytic potential of the protein synthesis apparatus. Due to the potential detriment the properties of the engineered ribosome may have on the cell, the designer ribosome needs to be functionally isolated from the
Ling Yan et al.
Journal of microbiological methods, 68(1), 40-45 (2006-08-19)
The autoinducer N-(3-oxo-hexanoyl)-L-homoserine lactone (3-oxo-C6-HSL) plays a significant role in the quorum-sensing system of the marine bacterium Vibrio fischeri. Upon forming a transcriptional activation complex with LuxR, 3-oxo-C6-HSL induces transcription of the luxICDABEG operon, leading to the increased production of
Rong Tang et al.
International journal of food microbiology, 297, 60-71 (2019-03-19)
Quorum sensing (QS) is crucial for adaption and development of foodborne bacteria in diverse environments. Pseudomonas fluorescens PF07 with QS mediated acylated homoserine lactones (AHLs) activity was isolated from spoiled large yellow croaker (Pseudosciaena crocea). In this study AHL-mediated QS

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