≥97% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at -20°C Ships Ice chest + Ice pads Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 0 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Sulfo-NHS-SS-biotin is a cleavable reagent useful for introducing a biotin moiety to proteins and cell surfaces containing primary amines. This biotin compound is membrane-impermeable due to its negatively charged, water soluble sulfonate group. The disulfide bond in this linker can be cleaved using reducing agents such as DTT, BME and TCEP to remove the biotin label.
| Canonical Smiles | C1C(C(=O)N(C1=O)OC(=O)CCSSCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3)S(=O)(=O)[O-].[Na+] |
|---|---|
| IUPAC Name | sodium;1-[3-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethyldisulfanyl]propanoyloxy]-2,5-dioxopyrrolidine-3-sulfonate |
| InChIKey | IBKZNJXGCYVTBZ-IDBHZBAZSA-M |
| INCHI | 1S/C19H28N4O9S4.Na/c24-14(4-2-1-3-12-17-11(10-33-12)21-19(28)22-17)20-6-8-35-34-7-5-16(26)32-23-15(25)9-13(18(23)27)36(29,30)31;/h11-13,17H,1-10H2,(H,20,24)(H2,21,22,28)(H,29,30,31);/q;+1/p-1/t11-,12-,13?,17-;/m0./s1 |
| Isomeric SMILES | C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCSSCCC(=O)ON3C(=O)CC(C3=O)S(=O)(=O)[O-])NC(=O)N2.[Na+] |
| PubChem CID | 71571496 |
| Molecular Weight | 606.69 |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
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View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Class | Biotin and derivatives |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Biotin and derivatives |
| Alternative Parents | Thienoimidazolidines Imidazolidinones N-acyl amines Pyrrolidine-2-ones Dicarboximides Thiophenes Alkanesulfonic acids Organosulfonic acids Thiolanes Sulfonyls Dialkyldisulfides Lactams Ureas Secondary carboxylic acid amides Azacyclic compounds Monocarboxylic acids and derivatives Sulfenyl compounds Dialkylthioethers Organonitrogen compounds Hydrocarbon derivatives Organic oxides Carbonyl compounds Organic sodium salts Organic cations |
| Molecular Framework | Aliphatic heteropolycyclic compounds |
| Substituents | Biotin_derivative - Thienoimidazolidine - 2-pyrrolidone - Pyrrolidone - N-acyl-amine - Fatty acyl - Imidazolidinone - Fatty amide - Organosulfonic acid - Organosulfonic acid or derivatives - Pyrrolidine - Alkanesulfonic acid - Organic sulfonic acid or derivatives - Thiophene - Thiolane - Sulfonyl - Imidazolidine - Dicarboximide - Organic disulfide - Urea - Secondary carboxylic acid amide - Lactam - Dialkyldisulfide - Carboxamide group - Carboxylic acid derivative - Azacycle - Organic alkali metal salt - Monocarboxylic acid or derivatives - Dialkylthioether - Sulfenyl compound - Thioether - Organic salt - Organic oxygen compound - Organic sodium salt - Carbonyl group - Organic nitrogen compound - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxide - Hydrocarbon derivative - Organic cation - Aliphatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as biotin and derivatives. These are organic compounds containing a ureido (tetrahydroimidizalone) ring fused with a tetrahydrothiophene ring. |
| External Descriptors | Not available |
| Melt Point(°C) | 178-180° C |
|---|---|
| Molecular Weight | 606.700 g/mol |
| XLogP3 | |
| Hydrogen Bond Donor Count | 3 |
| Hydrogen Bond Acceptor Count | 12 |
| Rotatable Bond Count | 15 |
| Exact Mass | 606.056 Da |
| Monoisotopic Mass | 606.056 Da |
| Topological Polar Surface Area | 275.000 Ų |
| Heavy Atom Count | 37 |
| Formal Charge | 0 |
| Complexity | 981.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 3 |
| Undefined Atom Stereocenter Count | 1 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 2 |
