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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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G105428-1g
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1g |
≥10
|
$29.90
|
|
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G105428-5g
|
5g |
5
|
$129.90
|
|
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G105428-25g
|
25g |
4
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$553.90
|
|
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G105428-100g
|
100g |
3
|
$1,660.90
|
|
Hydrogen acceptor in determination of NADP and NADPH
| Synonyms | F20504 | OXIGLUTATIONE [ORANGE BOOK] | 4-{N-[(1R)-2-({(2R)-2-((4S)-4-Amino-4-carboxybutanoylamino)-2-[N-(carboxymethyl)carbamoyl]ethyl}disulfanyl)-1-[N-(carboxymethyl)carbamoyl]ethyl]carbamoyl}(2S)-2-aminobutanoic acid | Oxiglutationum [INN-Latin] | AS-14 |
|---|---|
| Specifications & Purity | ≥98% |
| Biochemical and Physiological Mechanisms | Hydrogen acceptor in determination of NADP and NADPH. Marker of oxidative stress. Oxidized form of GSH. Ratio of GSSG:GSH determines redox state of cysteines in some proteins. Active in vivo and in vitro . |
| Storage Temp | Store at 2-8°C |
| Shipped In |
Wet ice This product requires cold chain shipping. Ground and other economy services are not available. |
| 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. Refer to SDS for further information Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| Product Description |
Amino Acid Sequence Glu-Cys-Gly, Glu-Cys-Gly [Disulfide bridge: 2a-2b] |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organic acids and derivatives |
| Class | Carboxylic acids and derivatives |
| Subclass | Amino acids, peptides, and analogues |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Peptides |
| Alternative Parents | Tetracarboxylic acids and derivatives N-acyl-alpha amino acids L-alpha-amino acids Dialkyldisulfides 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 Framework | Aliphatic acyclic compounds |
| Substituents | Alpha peptide - N-acyl-alpha-amino acid - N-acyl-alpha amino acid or derivatives - Tetracarboxylic acid or derivatives - Alpha-amino acid - Alpha-amino acid or derivatives - L-alpha-amino acid - Amino acid or derivatives - Amino acid - Dialkyldisulfide - Organic disulfide - Carboximidic acid - Carboximidic acid derivative - Carboxylic acid - Organic 1,3-dipolar compound - Propargyl-type 1,3-dipolar organic compound - Sulfenyl compound - Amine - Hydrocarbon derivative - Organic oxide - Primary aliphatic amine - Organic oxygen compound - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organopnictogen compound - Primary amine - Carbonyl group - Aliphatic acyclic compound |
| Description | This 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 | organic disulfide - glutathione derivative |
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| Mechanism of Action | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | References |
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| Pubchem Sid | 488183680 |
|---|---|
| Pubchem Sid Url | https://pubchem.ncbi.nlm.nih.gov/substance/488183680 |
| IUPAC Name | (2S)-2-amino-5-[[(2R)-3-[[(2R)-2-[[(4S)-4-amino-4-carboxybutanoyl]amino]-3-(carboxymethylamino)-3-oxopropyl]disulfanyl]-1-(carboxymethylamino)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid |
| INCHI | InChI=1S/C20H32N6O12S2/c21-9(19(35)36)1-3-13(27)25-11(17(33)23-5-15(29)30)7-39-40-8-12(18(34)24-6-16(31)32)26-14(28)4-2-10(22)20(37)38/h9-12H,1-8,21-22H2,(H,23,33)(H,24,34)(H,25,27)(H,26,28)(H,29,30)(H,31,32)(H,35,36)(H,37,38)/t9-,10-,11-,12-/m0/s1 |
| InChIKey | YPZRWBKMTBYPTK-BJDJZHNGSA-N |
| Smiles | N[C@@H](CCC(=O)N[C@@H](CSSC[C@H](NC(=O)CC[C@H](N)C(O)=O)C(=O)NCC(O)=O)C(=O)NCC(O)=O)C(O)=O |
| Isomeric SMILES | C(CC(=O)N[C@@H](CSSC[C@@H](C(=O)NCC(=O)O)NC(=O)CC[C@@H](C(=O)O)N)C(=O)NCC(=O)O)[C@@H](C(=O)O)N |
| WGK Germany | 2 |
| RTECS | MC0556500 |
| Molecular Weight | 612.63 |
| Beilstein | 1718700 |
| Reaxy-Rn | 1718700 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1718700&ln= |
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| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Mar 28, 2025 | G105428 | |
| Certificate of Analysis | Mar 14, 2025 | G105428 | |
| Certificate of Analysis | Mar 14, 2025 | G105428 | |
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| Certificate of Analysis | Oct 20, 2023 | G105428 | |
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| Certificate of Analysis | Jun 14, 2022 | G105428 |
| Solubility | Soluble in water, DMF, and ethanol. |
|---|---|
| Specific Rotation[α] | -105 ° (C=2, H2O) |
| Melt Point(°C) | 178°C |
| Molecular Weight | 612.600 g/mol |
| XLogP3 | -9.100 |
| Hydrogen Bond Donor Count | 10 |
| Hydrogen Bond Acceptor Count | 16 |
| Rotatable Bond Count | 21 |
| Exact Mass | 612.152 Da |
| Monoisotopic Mass | 612.152 Da |
| Topological Polar Surface Area | 368.000 Ų |
| Heavy Atom Count | 40 |
| Formal Charge | 0 |
| Complexity | 879.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |
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