All Photos(3)
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
Recommended Products
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
Ananda Mustafiz et al.
Methods in molecular biology (Clifton, N.J.), 639, 95-118 (2010-04-14)
Glyoxalase system consists of two enzymes glyoxalase I (Gly I) and glyoxalase II (Gly II). Gly I detoxifies methylglyoxal (MG), a cytotoxic byproduct of glycolysis, to S-lactoylglutathione (SLG) where it uses one molecule of reduced glutathione. Subsequently, SLG is converted
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