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K3007

Sigma-Aldrich

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

≥98%, detection, for peptide synthesis

Synonym(s):

N-(3-Oxohexanoyl)-L-homoserine lactone

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About This Item

Empirical Formula (Hill Notation):
C10H15NO4
CAS Number:
143537-62-6
Molecular Weight:
213.23
MDL number:
MFCD00171363
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57654317
NACRES:
NA.22

product name

N-(β-Ketocaproyl)-L-homoserine lactone, ≥98%

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.

Storage Class Code

11 - Combustible Solids

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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
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