| SKU | Size | Availability | Price | Qty |
|---|---|---|---|---|
| L121369-5mg | 5mg | In stock | $199.90 | |
| L121369-25mg | 25mg | In stock | $749.90 |
| Synonyms | SLG | N-[S-(1,2-Dioxopropyl)-N-L-gamma-glutamyl-L-cysteinyl]glycine |
|---|---|
| Specifications & Purity | ≥90% |
| Biochemical and Physiological Mechanisms | 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. |
| Storage Temp | Store at -20°C |
| Shipped In | Ice chest + Ice pads |
| IUPAC Name | (2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-1-oxo-3-(2-oxopropanoylsulfanyl)propan-2-yl]amino]-5-oxopentanoic acid |
|---|---|
| INCHI | InChI=1S/C13H19N3O8S/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/h7-8H,2-5,14H2,1H3,(H,15,21)(H,16,18)(H,19,20)(H,22,23)/t7-,8-/m0/s1 |
| InChi Key | PPLZFKVEEDKGDM-YUMQZZPRSA-N |
| Canonical SMILES | C[C@H](O)C(=O)SC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O |
| Isomeric SMILES | CC(=O)C(=O)SC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N |
| WGK Germany | 3 |
| PubChem CID | 20841753 |
| Molecular Weight | 379.39 |
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| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
 E2431284 | Certificate of Analysis | May 21, 2024 | L121369 |
| E2431285 | Certificate of Analysis | May 21, 2024 | L121369 |
| B2311914 | Certificate of Analysis | Nov 18, 2022 | L121369 |
| B2311927 | Certificate of Analysis | Nov 18, 2022 | L121369 |
| H2206894 | Certificate of Analysis | Jul 30, 2022 | L121369 |
| H2206895 | Certificate of Analysis | Jul 30, 2022 | L121369 |
| Pictogram(s) | GHS07 |
|---|---|
| Signal | Warning |
| Hazard Statements | H315:Causes skin irritation H319:Causes serious eye irritation H335:May cause respiratory irritation |
| Precautionary Statements | P261:Avoid breathing dust/fume/gas/mist/vapors/spray. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present and easy to do - continue rinsing. P280:Wear protective gloves/protective clothing/eye protection/face protection. P302+P352:IF ON SKIN: wash with plenty of water. P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P271:Use only outdoors or in a well-ventilated area. P304+P340:IF INHALED: Remove person to fresh air and keep comfortable for breathing. P403+P233:Store in a well-ventilated place. Keep container tightly closed. P362+P364:Take off contaminated clothing and wash it before reuse. P264+P265:Wash hands [and …] thoroughly after handling. Do not touch eyes. P337+P317:If eye irritation persists: Get medical help. P332+P317:If skin irritation occurs: Get medical help. P319:Get medical help if you feel unwell. |
| WGK Germany | 3 |
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| 1. Qingxiu Liu, Wenxiang Li, Shimeng Huang, Lihong Zhao, Jianyun Zhang, Cheng Ji, Qiugang Ma. (2022) R- Is Superior to S-Form of α-Lipoic Acid in Anti-Inflammatory and Antioxidant Effects in Laying Hens. Antioxidants, 11 (8): (1530). [PMID:36009249] |
| 1. T Pourmotabbed,D J Creighton. (1986-10-25) Substrate specificity of bovine liver formaldehyde dehydrogenase.. The Journal of biological chemistry, 261 ((30)): (14240-14244). [PMID:3771532] |
| 2. L G Edwards,A Adesida,P J Thornalley. (1996-01-01) Inhibition of human leukaemia 60 cell growth by S-D-lactoylglutathione in vitro. Mediation by metabolism to N-D-lactoylcysteine and induction of apoptosis.. Leukemia research, 20 ((1)): (17-26). [PMID:8632674] |
| 3. Nathan F Wenzel,Anne L Carenbauer,Mary Pam Pfiester,Oliver Schilling,Wolfram Meyer-Klaucke,Christopher A Makaroff,Michael W Crowder. (2004-04-07) The binding of iron and zinc to glyoxalase II occurs exclusively as di-metal centers and is unique within the metallo-beta-lactamase family.. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry, 9 ((4)): (429-438). [PMID:15067523] |
| 4. A Klimes,M J Neumann,S J Grant,K F Dobinson. (2006-11-18) Characterization of the glyoxalase I gene from the vascular wilt fungus Verticillium dahliae.. Canadian journal of microbiology, 52 ((9)): (816-822). [PMID:17110973] |
| 5. Pattraranee Limphong,Nicole E Adams,Matthew F Rouhier,Ross M McKinney,Melissa Naylor,Brian Bennett,Christopher A Makaroff,Michael W Crowder. (2010-08-19) Converting GLX2-1 into an active glyoxalase II.. Biochemistry, 49 ((37)): (8228-8236). [PMID:20715794] |
| 6. E M Choi,K S Suh,S Y Rhee,Y S Kim. (2014-03-19) Sciadopitysin alleviates methylglyoxal-mediated glycation in osteoblastic MC3T3-E1 cells by enhancing glyoxalase system and mitochondrial biogenesis.. Free radical research, 48 ((7)): (729-739). [PMID:24628445] |
| 7. Sarah Martin,Kaushik Desai. (2019-10-28) The effects of oral arginine on its metabolic pathways in Sprague-Dawley rats.. The British journal of nutrition, 123 ((2)): (135-148). [PMID:31647043] |
| 8. Saad Mustafa,Mohammad Mobashir. (2019-12-08) LC-MS and docking profiling reveals potential difference between the pure and crude fucoidan metabolites.. International journal of biological macromolecules, 143 (11-29). [PMID:31811847] |
| 9. Ørjan Samuelsen,Ove Alexander Høgmoen Åstrand,Christopher Fröhlich,Adam Heikal,Susann Skagseth,Trine Josefine Olsen Carlsen,Hanna-Kirsti S Leiros,Annette Bayer,Christian Schnaars,Geir Kildahl-Andersen,Silje Lauksund,Sarah Finke,Sandra Huber,Tor Gjøen,Adriana Magalhaes Santos Andresen,Ole Andreas Økstad,Pål Rongved. (2020-03-18) ZN148 Is a Modular Synthetic Metallo-β-Lactamase Inhibitor That Reverses Carbapenem Resistance in Gram-Negative Pathogens In Vivo.. Antimicrobial agents and chemotherapy, 64 ((6)): [PMID:32179522] |
| 10. Ananda Mustafiz,Khirod K Sahoo,Sneh L Singla-Pareek,Sudhir K Sopory. (2010-04-14) Metabolic engineering of glyoxalase pathway for enhancing stress tolerance in plants.. Methods in molecular biology (Clifton, N.J.), 639 (95-118). [PMID:20387042] |
| 11. Ertan Ozyamak,Susan S Black,Claire A Walker,Morag J Maclean,Wendy Bartlett,Samantha Miller,Ian R Booth. (2010-12-15) The critical role of S-lactoylglutathione formation during methylglyoxal detoxification in Escherichia coli.. Molecular microbiology, 78 ((6)): (1577-1590). [PMID:21143325] |
| 12. Kwang Sik Suh,Suk Chon,Eun Mi Choi. (2018-05-25) Protective effects of piceatannol on methylglyoxal-induced cytotoxicity in MC3T3-E1 osteoblastic cells.. Free radical research, 52 ((6)): (712-723). [PMID:29792365] |
| 13. Valeria Cordone,Alessandra Pecorelli,Mascia Benedusi,Silvano Santini,Stefano Falone,Joussef Hayek,Fernanda Amicarelli,Giuseppe Valacchi. (2019-02-20) Antiglycative Activity and RAGE Expression in Rett Syndrome.. Cells, 8 ((2)): [PMID:30781346] |
| 14. Tobias Baumann,Andreas Dunkel,Christian Schmid,Sabine Schmitt,Michael Hiltensperger,Kerstin Lohr,Vibor Laketa,Sainitin Donakonda,Uwe Ahting,Bettina Lorenz-Depiereux,Jan E Heil,Johann Schredelseker,Luca Simeoni,Caroline Fecher,Nina Körber,Tanja Bauer,Norbert Hüser,Daniel Hartmann,Melanie Laschinger,Kilian Eyerich,Stefanie Eyerich,Martina Anton,Matthew Streeter,Tina Wang,Burkhart Schraven,David Spiegel,Farhah Assaad,Thomas Misgeld,Hans Zischka,Peter J Murray,Annkristin Heine,Mathias Heikenwälder,Thomas Korn,Corinna Dawid,Thomas Hofmann,Percy A Knolle,Bastian Höchst. (2020-04-25) Regulatory myeloid cells paralyze T cells through cell-cell transfer of the metabolite methylglyoxal.. Nature immunology, 21 ((5)): (555-566). [PMID:32327756] |
| 15. Qingxiu Liu, Wenxiang Li, Shimeng Huang, Lihong Zhao, Jianyun Zhang, Cheng Ji, Qiugang Ma. (2022) R- Is Superior to S-Form of α-Lipoic Acid in Anti-Inflammatory and Antioxidant Effects in Laying Hens. Antioxidants, 11 (8): (1530). [PMID:36009249] |
