Skip to Content
Merck
All Photos(3)

Documents

L7140

Sigma-Aldrich

S-Lactoylglutathione

≥90% (TLC)

Synonym(s):

SLG

Sign Into View Organizational & Contract Pricing


About This Item

Empirical Formula (Hill Notation):
C13H21N3O8S
CAS Number:
Molecular Weight:
379.39
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

Quality Level

Assay

≥90% (TLC)

form

powder

color

white

application(s)

detection

storage temp.

−20°C

SMILES string

C[C@H](O)C(=O)SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O

InChI

1S/C13H21N3O8S/c1-6(17)13(24)25-5-8(11(21)15-4-10(19)20)16-9(18)3-2-7(14)12(22)23/h6-8,17H,2-5,14H2,1H3,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t6-,7-,8-/m0/s1

InChI key

VDYDCVUWILIYQF-FXQIFTODSA-N

Application


  • Untargeted metabolomics provide new insights into the implication of Lactobacillus helveticus strains isolated from natural whey starter in methylglyoxal-mediated browning.: This research utilizes untargeted metabolomics to investigate the role of S-lactoylglutathione in the browning reaction mediated by methylglyoxal, highlighting its implications in food processing and safety (Galimberti S et al., 2023).

  • Multi-omics analysis reveals the molecular regulatory network underlying the prevention of Lactiplantibacillus plantarum against LPS-induced salpingitis in laying hens.: The study identifies the role of S-lactoylglutathione in the regulatory network that prevents LPS-induced salpingitis, emphasizing its importance in avian health and biotechnology applications (Song D et al., 2023).

  • Analysis of Glyoxal- and Methylglyoxal-Derived Advanced Glycation End Products during Grilling of Porcine Meat.: This study examines the formation of advanced glycation end products (AGEs) derived from glyoxal and methylglyoxal, focusing on the role of S-lactoylglutathione in mitigating these reactions during meat grilling (Eggen MD et al., 2021).

Biochem/physiol Actions

S-Lactoylglutathione (SLG) is used to study the glutathione-dependent glyoxalase system and KefGB potassium efflux pump in bacteria and plants. S-Lactoylglutathione may also be used to study the inhibition of de novo pyrimidine synthesis in cancer.

Substrates

Suitable for use as a substrate for glyoxalase II.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard 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

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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Nathan F Wenzel et al.
Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 9(4), 429-438 (2004-04-07)
Cytosolic glyoxalase 2 (GLX2-2) from Arabidopsis thaliana is a metalloenzyme that has been shown to bind a mixture of Zn, Fe, or Mn when produced in cells grown in rich media. In an effort to prepare metal-enriched samples, GLX2-2 was
A Klimes et al.
Canadian journal of microbiology, 52(9), 816-822 (2006-11-18)
A glyoxalase I gene homologue (VdGLO1) was identified in the vascular wilt fungus Verticillium dahliae by sequence tag analysis of genes expressed during resting structure development. The results of the current study show that the gene encodes a putative 345
T Pourmotabbed et al.
The Journal of biological chemistry, 261(30), 14240-14244 (1986-10-25)
Formaldehyde dehydrogenases isolated from several different biological sources have been reported to catalyze the NAD+-dependent oxidative acylation of glutathione by methylglyoxal to form S-pyruvylglutathione, suggesting the involvement of this enzyme in the metabolism of methylglyoxal. However, formaldehyde dehydrogenase from bovine
L G Edwards et al.
Leukemia research, 20(1), 17-26 (1996-01-01)
The inhibition of human leukaemia 60 cell growth by S-D-lactoylglutathione in vitro is mediated by the inhibtion of de novo pyridimine synthesis. When S-D-lactoylglutathione was added to human leukaemia 60 cells in culture, it was hydrolysed by thiolesterase activity to
Tobias Baumann et al.
Nature immunology, 21(5), 555-566 (2020-04-25)
Regulatory myeloid immune cells, such as myeloid-derived suppressor cells (MDSCs), populate inflamed or cancerous tissue and block immune cell effector functions. The lack of mechanistic insight into MDSC suppressive activity and a marker for their identification has hampered attempts to

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service