NHS-SS-biotin - ≥90% , CAS No.122266-55-1

CAS: 122266-55-1 Cat. No.: N595532 Formula: C₁₉H₂₈N₄O₆S₃ Molecular Weight: 504.7 PubChem CID: 91757802

GRADE & PURITY ≥90%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

Overview

NHS-SS-biotin is a cleavable reagent which can efficiently introduce a biotin moiety to amine-containing biomolecules. This biotin compound is membrane-permeable and useful for intracellular labeling. The disulfide bond in this linker can be cleaved using reducing agents such as DTT, BME and TCEP to remove the biotin label.

Specifications

Specifications & Purity

≥90%

Storage

Store at -20°C

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Purity

≥90%

Names and Identifiers

Canonical Smiles

C1CC(=O)N(C1=O)OC(=O)CCSSCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3

IUPAC Name

(2,5-dioxopyrrolidin-1-yl) 3-[2-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]ethyldisulfanyl]propanoate

InChIKey

LBEDTGQHCFODEH-LXIYXOSZSA-N

INCHI

1S/C19H28N4O6S3/c24-14(4-2-1-3-13-18-12(11-30-13)21-19(28)22-18)20-8-10-32-31-9-7-17(27)29-23-15(25)5-6-16(23)26/h12-13,18H,1-11H2,(H,20,24)(H2,21,22,28)/t12-,13-,18-/m0/s1

Isomeric SMILES

C1CC(=O)N(C1=O)OC(=O)CCSSCCNC(=O)CCCC[C@H]2[C@@H]3[C@H](CS2)NC(=O)N3

PubChem CID

91757802

MeSH Entry Terms

NHS-SS-biotin;sulfosuccinimidyl-2-(biotinamido)ethyl-1,3-dithiopropionate

Molecular Weight

504.7

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Biotin and derivatives

• 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 Thiolanes Lactams Ureas Dialkyldisulfides Secondary carboxylic acid amides Monocarboxylic acids and derivatives Azacyclic compounds Dialkylthioethers Sulfenyl compounds Organonitrogen compounds Organic oxides Carbonyl compounds Hydrocarbon derivatives
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Biotin_derivative - Thienoimidazolidine - Fatty amide - Imidazolidinone - N-acyl-amine - Pyrrolidone - 2-pyrrolidone - Fatty acyl - Thiophene - Thiolane - Imidazolidine - Dicarboximide - Pyrrolidine - Lactam - Urea - Organic disulfide - Secondary carboxylic acid amide - Carboxamide group - Dialkyldisulfide - Carboxylic acid derivative - Dialkylthioether - Azacycle - Thioether - Monocarboxylic acid or derivatives - Sulfenyl compound - Organic oxide - Organic nitrogen compound - Carbonyl group - Organonitrogen compound - Organooxygen compound - Organosulfur compound - Organic oxygen compound - Hydrocarbon derivative - 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

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y