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Size

Availability

Price

Qty

H121370-25mg

25mg

Available within 4-8 weeks(?)

$79.90

H121370-100mg

100mg

In stock

$219.90

Basic Description

Synonyms	s-hexylglutathione\|Hexylglutathione\|24425-56-7\|S-Hexyl-glutathione\|S-Hexyl-L-glutathione\|NSC 131114\|L-gamma-glutamyl-S-hexyl-L-cysteinylglycine\|CHEMBL345292\|M73SNN908F\|CHEBI:27704\|NSC-131114\|UNII-M73SNN908F\|1ydk\|GTX\|Glycine, N-(N-L-gamma-glutamyl-S-hexyl-
Specifications & Purity	≥98%
Biochemical and Physiological Mechanisms	S-Hexylglutathione may be used as an affinity chromatography ligand of glutathione-S-transferase and glutathione peroxidase. S-Hexylglutathione is also used as an inhibitor to study the specificity and kinetics of enzymes such as mitochondrial membrane-bo
Storage Temp	Store at 2-8°C
Shipped In	Wet ice
Note	Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Associated Targets

MIF Tchem Macrophage migration inhibitory factor 0 Activities

Discover Target: MIF

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Names and Identifiers

IUPAC Name	(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-hexylsulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
INCHI	InChI=1S/C16H29N3O6S/c1-2-3-4-5-8-26-10-12(15(23)18-9-14(21)22)19-13(20)7-6-11(17)16(24)25/h11-12H,2-10,17H2,1H3,(H,18,23)(H,19,20)(H,21,22)(H,24,25)/t11-,12-/m0/s1
InChi Key	HXJDWCWJDCOHDG-RYUDHWBXSA-N
Canonical SMILES	CCCCCCSCC(C(=O)NCC(=O)O)NC(=O)CCC(C(=O)O)N
Isomeric SMILES	CCCCCCSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N
WGK Germany	3
PubChem CID	97536
Molecular Weight	391.48
Beilstein	5629635

Certificates

Certificate of Analysis(COA)

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5 results found

Lot Number	Certificate Type	Date	Item
H2423335	Certificate of Analysis	Aug 15, 2024	H121370
H2423342	Certificate of Analysis	Aug 15, 2024	H121370
H2423343	Certificate of Analysis	Aug 15, 2024	H121370
C2212337	Certificate of Analysis	Jan 25, 2022	H121370
C2212342	Certificate of Analysis	Jan 25, 2022	H121370

Chemical and Physical Properties

Melt Point(°C)	200-202 °C

Safety and Hazards(GHS)

WGK Germany	3

References

1. M Ridderström,A D Cameron,T A Jones,B Mannervik. (1998-01-10) Mutagenesis of residue 157 in the active site of human glyoxalase I.. The Biochemical journal, 328 (( Pt 1)): (231-235). [PMID:9359858]
2. Y J Sun,I C Kuan,M F Tam,C D Hsiao. (1998-05-26) The three-dimensional structure of an avian class-mu glutathione S-transferase, cGSTM1-1 at 1.94 A resolution.. Journal of molecular biology, 278 ((1)): (239-252). [PMID:9571047]
3. N E Pettigrew,E J Brush,R F Colman. (2001-06-20) 3-Methyleneoxindole: an affinity label of glutathione S-transferase pi which targets tryptophan 38.. Biochemistry, 40 ((25)): (7549-7558). [PMID:11412109]
4. M Bäck,M Kumlin,I A Cotgreave,S E Dahlén. (2001-08-07) An alternative pathway for metabolism of leukotriene D(4): effects on contractions to cysteinyl-leukotrienes in the guinea-pig trachea.. British journal of pharmacology, 133 ((7)): (1134-1144). [PMID:11487525]
5. S Bernardini,L Bellincampi,S Ballerini,M Ranalli,A Pastore,C Cortese,G Federici. (2002-07-12) Role of GST P1-1 in mediating the effect of etoposide on human neuroblastoma cell line Sh-Sy5y.. Journal of cellular biochemistry, 86 ((2)): (340-347). [PMID:12112003]
6. Isolde Le Trong,Ronald E Stenkamp,Catherine Ibarra,William M Atkins,Elinor T Adman. (2002-09-05) 1.3-A resolution structure of human glutathione S-transferase with S-hexyl glutathione bound reveals possible extended ligandin binding site.. Proteins, 48 ((4)): (618-627). [PMID:12211029]
7. Rosa M F Cardoso,Douglas S Daniels,Christopher M Bruns,John A Tainer. (2003-02-22) Characterization of the electrophile binding site and substrate binding mode of the 26-kDa glutathione S-transferase from Schistosoma japonicum.. Proteins, 51 ((1)): (137-146). [PMID:12596270]
8. Emilia Ortiz-Salmerón,Marzia Nuccetelli,Aaron J Oakley,Michael W Parker,Mario Lo Bello,Luis García-Fuentes. (2003-08-26) Thermodynamic description of the effect of the mutation Y49F on human glutathione transferase P1-1 in binding with glutathione and the inhibitor S-hexylglutathione.. The Journal of biological chemistry, 278 ((47)): (46938-46948). [PMID:12937169]
9. Markus Perbandt,Cora Burmeister,Rolf D Walter,Christian Betzel,Eva Liebau. (2003-09-16) Native and inhibited structure of a Mu class-related glutathione S-transferase from Plasmodium falciparum.. The Journal of biological chemistry, 279 ((2)): (1336-1342). [PMID:12972411]
10. Liqing Chen,Pamela R Hall,Xiaoyin E Zhou,Hilary Ranson,Janet Hemingway,Edward J Meehan. (2003-12-04) Structure of an insect delta-class glutathione S-transferase from a DDT-resistant strain of the malaria vector Anopheles gambiae.. Acta crystallographica. Section D, Biological crystallography, 59 ((Pt 12)): (2211-2217). [PMID:14646079]
11. Markus Perbandt,Jana Höppner,Christian Betzel,Rolf D Walter,Eva Liebau. (2005-01-11) Structure of the major cytosolic glutathione S-transferase from the parasitic nematode Onchocerca volvulus.. The Journal of biological chemistry, 280 ((13)): (12630-12636). [PMID:15640152]
12. Montserrat Andújar-Sánchez,Alex W Smith,Josefa María Clemente-Jimenez,Felipe Rodriguez-Vico,Francisco Javier Las Heras-Vazquez,Vicente Jara-Pérez,Ana Cámara-Artigas. (2005-01-26) Crystallographic and thermodynamic analysis of the binding of S-octylglutathione to the Tyr 7 to Phe mutant of glutathione S-transferase from Schistosoma japonicum.. Biochemistry, 44 ((4)): (1174-1183). [PMID:15667211]
13. Diane C Kuhnert,Yasien Sayed,Salerwe Mosebi,Muhammed Sayed,Trevor Sewell,Heini W Dirr. (2005-05-17) Tertiary interactions stabilise the C-terminal region of human glutathione transferase A1-1: a crystallographic and calorimetric study.. Journal of molecular biology, 349 ((4)): (825-838). [PMID:15893769]
14. Nicole Hiller,Karin Fritz-Wolf,Marcel Deponte,Wolfgang Wende,Herbert Zimmermann,Katja Becker. (2005-12-31) Plasmodium falciparum glutathione S-transferase--structural and mechanistic studies on ligand binding and enzyme inhibition.. Protein science : a publication of the Protein Society, 15 ((2)): (281-289). [PMID:16385005]
15. Ryota Taguchi,Hisashi Shirakawa,Toshiaki Yamaguchi,Toshiaki Kume,Hiroshi Katsuki,Akinori Akaike. (2006-03-07) Nitric oxide-mediated effect of nipradilol, an alpha- and beta-adrenergic blocker, on glutamate neurotoxicity in rat cortical cultures.. European journal of pharmacology, 535 ((1-3)): (86-94). [PMID:16516884]
16. Paola Baiocco,Louise J Gourlay,Francesco Angelucci,Josette Fontaine,Maxime Hervé,Adriana E Miele,François Trottein,Maurizio Brunori,Andrea Bellelli. (2006-06-17) Probing the mechanism of GSH activation in Schistosoma haematobium glutathione-S-transferase by site-directed mutagenesis and X-ray crystallography.. Journal of molecular biology, 360 ((3)): (678-689). [PMID:16777141]
17. Usama M Hegazy,Kaspars Tars,Ulf Hellman,Bengt Mannervik. (2008-01-08) Modulating catalytic activity by unnatural amino acid residues in a GSH-binding loop of GST P1-1.. Journal of molecular biology, 376 ((3)): (811-826). [PMID:18177897]
18. Jantana Wongsantichon,Robert C Robinson,Albert J Ketterman. (2010-03-04) Structural contributions of delta class glutathione transferase active-site residues to catalysis.. The Biochemical journal, 428 ((1)): (25-32). [PMID:20196771]
19. Enkhbaatar Ulziikhishig,Kang Kwang Lee,Quazi Sohel Hossain,Yumiko Higa,Naoki Imaizumi,Yoko Aniya. (2010-03-17) Inhibition of mitochondrial membrane bound-glutathione transferase by mitochondrial permeability transition inhibitors including cyclosporin A.. Life sciences, 86 ((19-20)): (726-732). [PMID:20226794]
20. Gerd Birkenmeier,Christin Stegemann,Ralf Hoffmann,Robert Günther,Klaus Huse,Claudia Birkemeyer. (2010-05-11) Posttranslational modification of human glyoxalase 1 indicates redox-dependent regulation.. PloS one, 5 ((4)): (e10399-e10399). [PMID:20454679]
21. Natalya Kurochkina,Tsering Choekyi. (2011-05-31) Helix-helix interfaces and ligand binding.. Journal of theoretical biology, 283 ((1)): (92-102). [PMID:21620863]
22. Michael R Bukowski,Christopher Bucklin,Matthew J Picklo. (2014-12-03) Quantitation of protein S-glutathionylation by liquid chromatography-tandem mass spectrometry: correction for contaminating glutathione and glutathione disulfide.. Analytical biochemistry, 469 (54-64). [PMID:25448621]
23. Shoko Muramoto,Yayoi Matsubara,Cynthia Mugo Mwenda,Takao Koeduka,Takuya Sakami,Akira Tani,Kenji Matsui. (2015-07-15) Glutathionylation and Reduction of Methacrolein in Tomato Plants Account for Its Absorption from the Vapor Phase.. Plant physiology, 169 ((3)): (1744-1754). [PMID:26169680]
24. Hui Li,Dongju Lin,Ying Peng,Jiang Zheng. (2016-04-20) Oxidative bioactivation of nitrofurantoin in rat liver microsomes.. Xenobiotica; the fate of foreign compounds in biological systems, 47 ((2)): (103-111). [PMID:27092978]
25. Tomohiko Sekioka,Michiaki Kadode,Noriko Osakada,Manabu Fujita,Naoya Matsumura,Yoshiyuki Yamaura,Shinji Nakade,Takeshi Nabe,Kazuhito Kawabata. (2017-04-16) A new CysLT. Prostaglandins, leukotrienes, and essential fatty acids, 119 (18-24). [PMID:28410666]
26. Wei Wang,Chao Hu,Xin-Ru Li,Xiao-Qi Wang,Xue-Qing Yang. (2019-01-15) CpGSTd3 is a lambda-Cyhalothrin Metabolizing Glutathione S-Transferase from Cydia pomonella (L.).. Journal of agricultural and food chemistry, 67 ((4)): (1165-1172). [PMID:30638381]
27. Hui Li,Zhengyu Zhang,Xiaojing Yang,Xu Mao,Ying Wang,Jian Wang,Ying Peng,Jiang Zheng. (2019-02-20) Electron Deficiency of Nitro Group Determines Hepatic Cytotoxicity of Nitrofurantoin.. Chemical research in toxicology, 32 ((4)): (681-690). [PMID:30779552]
28. T Tristan Brandhorst,Iain R L Kean,Stephanie M Lawry,Darin L Wiesner,Bruce S Klein. (2019-03-27) Phenylpyrrole fungicides act on triosephosphate isomerase to induce methylglyoxal stress and alter hybrid histidine kinase activity.. Scientific reports, 9 ((1)): (5047-5047). [PMID:30911085]
29. Y Hathout,T Ellis,D Fabris,C Fenselau. (1996-09-01) Cross-linking of human placenta pi class glutathione S-transferase dimer by chlorambucil.. Chemical research in toxicology, 9 ((6)): (1044-1049). [PMID:8870994]
30. M D Swope,H W Sun,B Klockow,P Blake,E Lolis. (1998-06-17) Macrophage migration inhibitory factor interactions with glutathione and S-hexylglutathione.. The Journal of biological chemistry, 273 ((24)): (14877-14884). [PMID:9614090]
31. J M Stevens,J A Hornby,R N Armstrong,H W Dirr. (1998-11-04) Class sigma glutathione transferase unfolds via a dimeric and a monomeric intermediate: impact of subunit interface on conformational stability in the superfamily.. Biochemistry, 37 ((44)): (15534-15541). [PMID:9799517]
32. P Rouimi,P Anglade,A Benzekri,P Costet,L Debrauwer,T Pineau,J Tulliez. (2001-08-04) Purification and characterization of a glutathione S-transferase Omega in pig: evidence for two distinct organ-specific transcripts.. The Biochemical journal, 358 ((Pt 1)): (257-262). [PMID:11485575]
33. L Bousset,H Belrhali,R Melki,S Morera. (2001-11-07) Crystal structures of the yeast prion Ure2p functional region in complex with glutathione and related compounds.. Biochemistry, 40 ((45)): (13564-13573). [PMID:11695904]
34. Ali Ouaissi,Anabela Cordeiro Da Silva,Angel Gustavo Guevara,Margarida Borges,Eliane Guilvard. (2002-12-19) Trypanosoma cruzi-Induced Host Immune System Dysfunction: A Rationale for Parasite Immunosuppressive Factor(s) Encoding Gene Targeting.. Journal of biomedicine & biotechnology, 1 ((1)): (11-17). [PMID:12488621]
35. Catherine A Ibarra,Pramit Chowdhury,Jacob W Petrich,William M Atkins. (2003-03-15) The anomalous pKa of Tyr-9 in glutathione S-transferase A1-1 catalyzes product release.. The Journal of biological chemistry, 278 ((21)): (19257-19265). [PMID:12637518]
36. Kaspars Tars,Anna-Karin Larsson,Abeer Shokeer,Birgit Olin,Bengt Mannervik,Gerard J Kleywegt. (2005-11-22) Structural basis of the suppressed catalytic activity of wild-type human glutathione transferase T1-1 compared to its W234R mutant.. Journal of molecular biology, 355 ((1)): (96-105). [PMID:16298388]
37. Yujun Wang,Li Qiu,Hilary Ranson,Nongkran Lumjuan,Janet Hemingway,William N Setzer,Edward J Meehan,Liqing Chen. (2008-09-10) Structure of an insect epsilon class glutathione S-transferase from the malaria vector Anopheles gambiae provides an explanation for the high DDT-detoxifying activity.. Journal of structural biology, 164 ((2)): (228-235). [PMID:18778777]
38. Anastasia F Thévenin,Chati L Zony,Brian J Bahnson,Roberta F Colman. (2011-03-09) GST pi modulates JNK activity through a direct interaction with JNK substrate, ATF2.. Protein science : a publication of the Protein Society, 20 ((5)): (834-848). [PMID:21384452]
39. Rashid Ahmed Khan,Ji Yuan Liu,Maryam Rashid,Dun Wang,Ya Lin Zhang. (2013-03-27) Cantharidin Impedes Activity of Glutathione S-Transferase in the Midgut of Helicoverpa armigera Hübner.. International journal of molecular sciences, 14 ((3)): (5482-5500). [PMID:23528854]
40. Weiwei Li,Dongju Lin,Huiyuan Gao,Youjun Xu,Dongya Meng,Charles Vincent Smith,Ying Peng,Jiang Zheng. (2015-04-09) Metabolic activation of furan moiety makes Diosbulbin B hepatotoxic.. Archives of toxicology, 90 ((4)): (863-872). [PMID:25851819]
41. Yasuo Yonetomi,Tomohiko Sekioka,Michiaki Kadode,Tetsuya Kitamine,Akihiro Kamiya,Atsuto inoue,Takafumi Nakao,Hiroaki Nomura,Masayuki Murata,Shintaro Nakao,Fumio Nambu,Manabu Fujita,Shinji Nakade,Kazuhito Kawabata. (2015-09-01) Effects of ONO-6950, a novel dual cysteinyl leukotriene 1 and 2 receptors antagonist, in a guinea pig model of asthma.. European journal of pharmacology, 765 (242-248). [PMID:26318198]
42. Ying Sun,Xin Xin,Kehan Zhang,Tiantian Cui,Ying Peng,Jiang Zheng. (2018-04-27) Cytochrome P450 mediated metabolic activation of chrysophanol.. Chemico-biological interactions, 289 (57-67). [PMID:29698620]
43. Abdur Rehman,Rizwan Ullah,M A Hannan Khan,S M A Abidi. (2020-02-23) Glutathione-S-transferase: an important diagnostic antigen of liver amphistome Gigantocotyle explanatum, infecting the Indian water buffalo.. Acta tropica, 205 (105400-105400). [PMID:32081660]
44. Yao Fu,Xiaoxiao Tian,Lingling Han,Yilin Li,Ying Peng,Jiang Zheng. (2020-03-22) Mechanism-based inactivation of cytochrome P450 2D6 by Notopterol.. Chemico-biological interactions, 322 (109053-109053). [PMID:32198085]
45. Emilee E Colón-Lorenzo,Daisy D Colón-López,Joel Vega-Rodríguez,Alice Dupin,David A Fidock,Abel Baerga-Ortiz,José G Ortiz,Jürgen Bosch,Adelfa E Serrano. (2020-04-08) Structure-Based Screening of Plasmodium berghei Glutathione S-Transferase Identifies CB-27 as a Novel Antiplasmodial Compound.. Frontiers in pharmacology, 11 (246-246). [PMID:32256353]

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S-Hexylglutathione - 98%, high purity , CAS No.24425-56-7