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10942

Sigma-Aldrich

N-Butyryl-DL-homocysteine thiolactone

≥97.0% (HPLC)

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About This Item

Empirical Formula (Hill Notation):
C8H13NO2S
CAS Number:
Molecular Weight:
187.26
MDL number:
UNSPSC Code:
12352200
eCl@ss:
32160406
PubChem Substance ID:

Assay

≥97.0% (HPLC)

form

powder or crystals

color

white

mp

76-80 °C

application(s)

cell analysis

storage temp.

2-8°C

SMILES string

CCCC(=O)NC1CCSC1=O

InChI

1S/C8H13NO2S/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)

InChI key

IMJUOGHALGXOSS-UHFFFAOYSA-N

Application

Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.

Biochem/physiol Actions

N-Butyryl-DL-homocysteine thiolactone is a butylated derivative of homocysteine thiolactone which is used to induce hyperhomocysteinemia and seizures.

Storage Class Code

13 - Non 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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N V Zaichko
Ukrains'kyi biokhimichnyi zhurnal (1999 ), 82(2), 59-66 (2010-08-06)
Influence of DL-homocysteine thiolactone loading (100 mg/kg by intragastric administration for 28 days) on enzymes activity of adenylic nucleotide and adenosine metabolism in the blood serum, platelets and liver of rats was investigated. The relation between revealed disturbance and platelet
Claudia Roberta de Andrade et al.
Vascular pharmacology, 53(3-4), 99-106 (2010-05-11)
We aimed to investigate the vascular effects of hyperhomocysteinemia (HHcy) on carotid arteries from young and adult rats. With this purpose young and adult rats received a solution of DL-homocysteine-thiolactone (1 g/kg body weight/day) in the drinking water for 7
HYPERHOMOCYSTEINAEMIA-INDUCED CARDIOVASCULAR CHANGES IN RATS.
Resstel LB, de Andrade CR, et al.
Clinical and Experimental Pharmacology & Physiology, 35, 949-956 (2008)
Aleksandra Rašić Marković et al.
Cellular and molecular neurobiology, 31(8), 1221-1228 (2011-06-23)
Numerous studies have linked folate deficiency and resultant elevated plasma homocysteine levels with an increased risk of neurodegenerative diseases and seizures. The aim of the present study was to examine the effect of acute folic acid administration on behavioural and
K H McClean et al.
Microbiology (Reading, England), 143 ( Pt 12), 3703-3711 (1998-01-09)
Quorum sensing relies upon the interaction of a diffusible signal molecule with a transcriptional activator protein to couple gene expression with cell population density. In Gram-negative bacteria, such signal molecules are usually N-acylhomoserine lactones (AHLs) which differ in the structure

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