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K3007

Sigma-Aldrich

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

≥98%, detection, for peptide synthesis

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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:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

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

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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
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
Lorenzo Pasotti et al.
Biotechnology journal, 6(7), 784-795 (2011-06-18)
Building biological devices to perform computational and signal processing tasks is one of the main research issues in synthetic biology. Herein, two modular biological systems that could mimic multiplexing and demultiplexing logic functions are proposed and discussed. These devices, called

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