S-Nitrosilglutatión - ≥95% , CAS No.57564-91-7

CAS: 57564-91-7 Cat. No.: S136669 Peso molecular: 336.32 Número EC: 637-341-5 PubChem CID: 104858
Disponible para pedir
GRADE & PURITY ≥95%
Synonyms
(2S)-2-amino-5-[[(1R)-2-(carboxymethylamino)-1-(nitrososulfanylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid | CCRIS 2095 | SR-01000946622-1 | N-(N-L-gamma-glutamyl- S-Nitroso-L-cysteinyl)glycine | S-Nitrosoglutathione, >=97% | HY-D0845 | EN300-221929 |
Storage
Almacenar a -20°C,cargado con argón
Shipped In
Hielera + almohadillas de hielo
 ·  off list, applied to all prices below.
Size
Estado
Price
Qty
5mg
S136669-5mg
10
9,90US$
25mg
S136669-25mg
5
15,90US$
100mg
S136669-100mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
39,90US$
250mg
S136669-250mg
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
69,90US$
1g
S136669-1g
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
129,90US$
5g
S136669-5g
8-12 wks(?) Production requires sourcing of materials. We appreciate your patience and understanding.
449,90US$
Enter a quantity for the sizes you want to add.
🧪

Why this grade

≥95% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

🌡

Storage & shipping

Almacenar a -20°C,cargado con argón Ships Hielera + almohadillas de hielo Check lot-specific COA for exact specifications.

📋

Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

📚

Literature proof

Cited in 14 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Descripción general

El S-Nitrosoglutatión (GSNO) es un óxido de nitrógeno endógeno y está muy distribuido en los fluidos extracelulares del pulmón y el cerebro.

El S-Nitrosoglutatión (GSNO), un aminoácido donante de óxido nítrico, en condiciones fisiológicas libera óxido nítrico de forma espontánea. En la investigación se ha observado que inhibe selectivamente la activación plaquetaria y muestra efectos cardioprotectores. Este producto también inhibe la activación de NF-κB, la proliferación de células endoteliales y la catepsina B (cisteína proteasas). El GNSO ha demostrado efectos dependientes de la dosis en timocitos induciendo la apoptosis en células T en concentraciones bajas (< 0,6 mM), mientras que protege a las células T de la apoptosis en concentraciones más altas (1-2 mM).


El S-nitrosoglutatión (GSNO) se ha utilizado

- como patrón en cromatografía en fase reversa acoplada a generación química de vapor y detector de fluorescencia atómica (RPC-CVGAFS) y cromatografía en fase reversa fluorimétrica (RPC-FD).

- como patrón en ensayos espectrofotométricos y de cromatografía líquida de alta resolución (HPLC).

Un donante de óxido nítrico de liberación espontánea que inhibe el NFκB y la activación plaquetaria.

Specifications

Sinónimos
(2S)-2-amino-5-[[(1R)-2-(carboxymethylamino)-1-(nitrososulfanylmethyl)-2-oxo-ethyl]amino]-5-oxo-pentanoic acid | CCRIS 2095 | SR-01000946622-1 | N-(N-L-gamma-glutamyl- S-Nitroso-L-cysteinyl)glycine | S-Nitrosoglutathione, >=97% | HY-D0845 | EN300-221929 |
Especificaciones y pureza
≥95%
Mecanismos bioquímicos y fisiológicos
Portador de óxido nítrico. Se descompone a pH fisiológico para producir óxido nítrico. Relaja el músculo liso e inhibe la agregación plaquetaria.
Condiciones de almacenamiento de almacenamiento
Almacenar a -20°C, cargado con argón
Enviado en
Hielera + almohadillas de hielo
Nota
Inestable; preparar las soluciones frescas y utilizar inmediatamente. ¿Necesita más información sobre solubilidad, uso y manipulación? Visite nuestra página de preguntas frecuentes (FAQ) para obtener más información.
Pureza
≥95%
Nombres e identificadores
Pubchem Sid504756588
Pubchem Sid Urlhttps://pubchem.ncbi.nlm.nih.gov/substance/504756588
Sonrisas canónicasC(CC(=O)NC(CSN=O)C(=O)NCC(=O)O)C(C(=O)O)N
IUPAC Name(2S)-2-amino-5-[[(2R)-1-(carboxymethylamino)-3-nitrososulfanyl-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
InChIKeyHYHSBSXUHZOYLX-WDSKDSINSA-N
INCHI1S/C10H16N4O7S/c11-5(10(19)20)1-2-7(15)13-6(4-22-14-21)9(18)12-3-8(16)17/h5-6H,1-4,11H2,(H,12,18)(H,13,15)(H,16,17)(H,19,20)/t5-,6-/m0/s1
Isómeros SMILES C(CC(=O)N[C@@H](CSN=O)C(=O)NCC(=O)O)[C@@H](C(=O)O)N
WGK Alemania 3
RTECS MC0558000
PubChem CID 104858
Peso molecular 336.32

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

Download SDS →

✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

Look up COA →

📊 Datasheet

Quick-reference summary of product specifications and applications.

View datasheet →

🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

View spec sheet →

Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganic acids and derivatives
ClaseCarboxylic acids and derivatives
SubclassAmino acids, peptides, and analogues
Intermediate Tree Nodes Not available
Direct ParentPeptides
Alternative Parents N-acyl-alpha amino acids  L-alpha-amino acids  Fatty acids and conjugates  Dicarboxylic acids and derivatives  Nitrosothiols  Amino acids  Sulfenyl compounds  Propargyl-type 1,3-dipolar organic compounds  Carboxylic acids  Carboximidic acids  Organopnictogen compounds  Organic oxides  Monoalkylamines  Hydrocarbon derivatives  Carbonyl compounds  
Molecular FrameworkAliphatic acyclic compounds
Substituents Alpha peptide - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Dicarboxylic acid or derivatives - Fatty acid - Organic s-nitroso compound - Amino acid or derivatives - Amino acid - Nitrosothiol - Nitrosothiol-group - Organic nitroso compound - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Hydrocarbon derivative - Organic oxide - Primary aliphatic amine - Organopnictogen compound - Amine - Organic nitrogen compound - Organic oxygen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Primary amine - Aliphatic acyclic compound
DescripciónThis compound belongs to the class of organic compounds known as peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.
External Descriptors glutathione derivative
Estructura 3D
Modelo de Estructura Química Interactiva





Objetivos asociados (humanos)
CASP3 Tchem Caspase-3 (3632 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PLK1 Tchem Serine/threonine-protein kinase PLK1 (28605 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
IMR-32 (1082 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SH-SY5Y (11521 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-N-SH (1499 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HeLa (62764 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
P4HB Tchem Protein disulfide-isomerase (716 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
CBX1 Tbio Chromobox protein homolog 1 (92434 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
BAZ2B Tchem Bromodomain adjacent to zinc finger domain protein 2B (56204 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RGS4 Tchem Regulator of G-protein signaling 4 (13867 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HEK-293T (167025 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
RAN Tchem GTP-binding nuclear protein Ran/Importin subunit beta-1/Snurportin-1 (21853 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Objetivos asociados (no humanos)
Hdac6 Histone deacetylase 6 (222 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
protease Human rhinovirus A protease (1343 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Escherichia coli (133304 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Saccharomyces cerevisiae (19171 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Bacillus cereus (7522 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Candida tropicalis (8381 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Rattus norvegicus (775804 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rhinovirus B14 (1052 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
B104 (18 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
rep Replicase polyprotein 1ab (378 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
pfk 6-phospho-1-fructokinase (7870 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
GAPDH Glyceraldehyde-3-phosphate dehydrogenase (59 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SARS-CoV-2 (38078 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mecanismos de acción
Certificados (CoA, COO, BSE/TSE y tabla de análisis)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

19 results found

Lot NumberCertificate TypeFechaArticulo
F2601413Certificate of AnalysisApr 11, 2026 S136669
F2601414Certificate of AnalysisApr 11, 2026 S136669
F2601415Certificate of AnalysisApr 11, 2026 S136669
F2601416Certificate of AnalysisApr 11, 2026 S136669
D2601355Certificate of AnalysisMar 04, 2026 S136669
D2601371Certificate of AnalysisMar 04, 2026 S136669
D2601374Certificate of AnalysisMar 04, 2026 S136669
D2601375Certificate of AnalysisMar 04, 2026 S136669
D2601379Certificate of AnalysisMar 04, 2026 S136669
D2601381Certificate of AnalysisMar 04, 2026 S136669
D2610128Certificate of AnalysisMar 04, 2026 S136669
A2612138Certificate of AnalysisJan 16, 2026 S136669
L2308338Certificate of AnalysisSep 09, 2025 S136669
L2308337Certificate of AnalysisSep 09, 2025 S136669
B2323426Certificate of AnalysisDec 19, 2024 S136669
J2111538Certificate of AnalysisJul 10, 2023 S136669
B2323427Certificate of AnalysisFeb 03, 2023 S136669
H2210010Certificate of AnalysisJun 25, 2022 S136669
H2210011Certificate of AnalysisJun 25, 2022 S136669

Show more ⌵

Propiedades químicas y físicas
SolubilidadSoluble in water (25 mg/ml), DMSO (20 mg/ml), and PBS. Insoluble in 100% ethanol, methanol, and DMF.
Peso molecular336.320 g/mol
XLogP3-4.800
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count10
Exact Mass336.074 Da
Monoisotopic Mass336.074 Da
Topological Polar Surface Area214.000 Ų
Heavy Atom Count22
Formal Charge0
Complexity445.000
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Preguntas frecuentes y artículos
Citations of This Product
Referencias
1. Jia Kong, Jinyao Hu, Jia Li, Jiaxing Zhang, Yuhe Shen, Tianli Yue, Xihui Shen, Yuefei Wang, Zhonghong Li, Yinqiang Xia.  (2023)  Rethreading Design of Ratiometric roGFP2 Mimetic Peptide for Hydrogen Peroxide Sensing.  ANALYTICAL CHEMISTRY,      [PMID:37161261] [10.1021/acs.analchem.3c00486]
2. Ying Zhang, Tianfu Zhou, Jian Li, Nuo Xu, Mingze Cai, Hong Zhang, Qinfu Zhao, Siling Wang.  (2023)  Au Catalyzing Control Release NO in vivo and Tumor Growth-Inhibiting Effect in Chemo-Photothermal Combination Therapy.  International Journal of Nanomedicine,      [PMID:33824588] [10.2147/IJN.S270466]
3. Jianwen Zhang, Xianlan Ke, Maotao Huang, Xinyu Pei, Shuai Gao, Dimeng Wu, Junying Chen, Yajun Weng.  (2022)  NO released via both a Cu-MOF-based donor and surface-catalyzed generation enhances anticoagulation and antibacterial surface effects.  Biomaterials Science,  11  (1): (322-338).  [PMID:36448996] [10.1039/D2BM01515C]
4. Yue Xu, Xia Jiang, Chuan Niu, Shaojie Yang, Xiong Xiao, Ziwei Huang, Li Feng.  (2022)  Preparation and Assessment of Nitric Oxide-Releasing Small-Diameter Collagen-Based Vascular Graft for Vascular Regeneration Applications.  MACROMOLECULAR MATERIALS AND ENGINEERING,  307  (7): (2100862).  [PMID:] [10.1002/mame.202100862]
5. Zhang Sulei, Sun Jun, Guo Shuaihang, Wang Yichen, Zhang Yuheng, Lei Jiao, Liu Xiaoli, Chen Hong.  (2024)  Balancing functions of antifouling, nitric oxide release and vascular cell selectivity for enhanced endothelialization of assembled multilayers.  Regenerative Biomaterials,      [PMID:39323744] [10.1093/rb/rbae096]
6. Yong Gao, Shan Bai, Kongying Zhu, Xiaoyan Yuan.  (2024)  Electrospun membranes of diselenide-containing poly(ester urethane)urea for in situ catalytic generation of nitric oxide.  JOURNAL OF BIOMATERIALS SCIENCE-POLYMER EDITION,      [PMID:38386369] [10.1080/09205063.2024.2319416]
7. Denghai Sheng, Shuaihang Guo, Aiqing Li, Qiulian Wu, Mengying Zhan, Xiaoli Liu, Hong Chen.  (2025)  NO-Releasing Metal–Organic Framework-Based Composite Coatings with Heparin-Mimicking Copolymers on Titanium Substrates: Impact on Vascular Cell Behavior.  BIOMACROMOLECULES,      [PMID:40138522] [10.1021/acs.biomac.5c00016]
8. Rongrong Luo, Jingjing Su, Wenying Zhang, Wenguang Huang, Qianqian Zhou, Pengchao Sun, Yongxing Zhao.  (2024)  Targeted delivery of NO donor and ROS scavenger for synergistic treatment of rheumatoid arthritis.  BIOMEDICINE & PHARMACOTHERAPY,      [PMID:38579400] [10.1016/j.biopha.2024.116540]
9. Shen Wenqi, Li Yecheng, Yang Ziyi, Li Wenjing, Cao Yi, Liu Yilin, Wang Zheng, Pei Renjun, Xing Chungen.  (2024)  Tumor microenvironment reprogramming combined with immunogenic enhancement by nanoemulsions potentiates immunotherapy.  JOURNAL OF NANOBIOTECHNOLOGY,  22  (1): (1-14).  [PMID:38581017] [10.1186/s12951-024-02401-y]
10. Aiqing Li, Jun Sun, Denghai Sheng, Shengen Gu, Mengying Zhan, Xiaoli Liu, Hong Chen.  (2025)  CuBTTri MOF-Functionalized Hyaluronic Acid-Polydopamine Composite Coating for Selective Endothelialization and Enhanced Hemocompatibility on Polydimethylsiloxane Surfaces.  ACS Applied Bio Materials,      [PMID:40700341] [10.1021/acsabm.5c00780]
11. Jun Sun, Sulei Zhang, Yichen Wang, Denghai Sheng, Shengjie Liu, Yu Rao, Aiqing Li, Yuchun Pan, John L. Brash, Xiaoli Liu, Hong Chen.  (2025)  A multifunctional endothelial-mimetic surface: Synergistically combating thrombus formation by releasing nitric oxide, promoting fibrinolysis, and enhancing endothelialization.  Colloid and Interface Science Communications,      [PMID:] [10.1016/j.colcom.2025.100847]
12. Shuaihang Guo, Shengen Gu, Qiulian Wu, Mengying Zhan, Lisha Pan, Dan Li, Yiping Chen, Xiaoli Liu.  (2025)  Biomimetic Cu2+/Zn2+ bimetallic surface with glycocalyx-mimicking polymer for selective vascular cell regulation and enhanced hemocompatibility.  Biomaterials Advances,      [PMID:41308531] [10.1016/j.bioadv.2025.214616]
13. Xushi Niu, Yazhuo Jia, Shuxuan Zhao, Lan Jiang, Junjun Ni, Enjun Zhu, Weina Han, Jie Yang, Yijie Qiao, Hailin Zhou, Yiyi Xiong, Jie Hu.  (2025)  Endothelium-Inspired Structurally Enhanced Offensive–Defensive Coating for Combating Thrombosis and Biofouling.  ACS Applied Polymer Materials,      [PMID:] [10.1021/acsapm.5c03649]
14. Xu Maoya, Wang Yilin, Liu Bo, Wang Binyou, Wu Jianfei, Liu Yu, Cai Duanfang, Liu Kezhi, Tan Youguo.  (2026)  Synergistic antioxidant and antibacterial hydrogel for accelerated wound healing through ROS scavenging and pathogen elimination.  Scientific Reports,      [PMID:] [10.1038/s41598-026-52575-8]
Calculadoras de soluciones
Reseñas

Reseñas de cliente

Shall we send you a message when we have discounts available?

Remind me later

Thank you! Please check your email inbox to confirm.

Oops! Notifications are disabled.