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A44509

Sigma-Aldrich

α-Amino-γ-butyrolactone hydrobromide

99%

Synonym(s):

(±)-α-Amino-γ-butyrolactone hydrobromide, DL-Homoserine lactone hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C4H7NO2 · HBr
CAS Number:
Molecular Weight:
182.02
Beilstein:
4530084
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

99%

form

crystalline

color

white to light yellow

mp

220-225 °C (lit.)

application(s)

peptide synthesis

SMILES string

Br[H].NC1CCOC1=O

InChI

1S/C4H7NO2.BrH/c5-3-1-2-7-4(3)6;/h3H,1-2,5H2;1H

InChI key

MKLNTBLOABOJFZ-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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)

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Journal of microbiological methods, 87(2), 213-219 (2011-08-23)
A large number of Gram-negative pathogens produce N-acylhomoserine lactones (AHLs) as signal molecules for quorum sensing (QS). This cell-cell communication system allows them to coordinate gene expression and regulate virulence. Therefore, strategies to inhibit QS are promising for the control
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Wei sheng wu xue bao = Acta microbiologica Sinica, 51(6), 769-775 (2011-08-27)
Quorum-sensing (QS) is a regulatory mechanism with which bacteria regulate the gene expression according to their population density. Pseudomonas aeruginosa regulates the expression of multiple genes via a hierarchical quorum-sensing cascade through LasR and RhlR and their cognate signal molecules
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FEMS microbiology letters, 336(1), 38-44 (2012-08-07)
Quorum sensing (QS) is a system of cell-to-cell communication by means of intercellular signaling molecules to coordinate a set of targeted gene expression or repression in many Gram-negative bacteria; it plays important roles for bacteria in adaptation to adverse environmental
Xuegui Bai et al.
Plant physiology, 158(2), 725-736 (2011-12-06)
N-Acyl-homoserine-lactones (AHLs) are bacterial quorum-sensing signaling molecules that regulate population density. Recent evidence demonstrates their roles in plant defense responses and root development. Hydrogen peroxide (H(2)O(2)), nitric oxide (NO), and cyclic GMP (cGMP) are essential messengers that participate in various
Nur Siti K Ramli et al.
PloS one, 7(9), e44104-e44104 (2012-09-13)
Burkholderia pseudomallei, a Gram-negative saprophytic bacterium, is the causative agent of the potentially fatal melioidosis disease in humans. In this study, environmental parameters including temperature, nutrient content, pH and the presence of glucose were shown to play a role in

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