Biotinamidohexanoyl-6-aminohexanoic acid N-hydroxysuccinimide ester - ≥95% , CAS No.89889-52-1

CAS: 89889-52-1 Cat. No.: B419512 Peso molecular: 567.70 Beilstein Registry Number: 8377428

GRADE & PURITY ≥95%

Synonyms

F16499 | MFCD00467154 | AC-23716 | A860997 | Biotin-XX-NHS | (2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate | B6096 | DTXSID40585088 | BiotinaMidohexanoyl-6-a

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Descripción general

Biotinylation reagent incorporating an extended 14-atom spacer can reduce steric hindrance in binding avidin or streptavidin to some biotinylated compounds and increase sensitivity for detection. Typically coupled to primary amine in the pH range 6.5-8.5.

Specifications

Sinónimos

F16499 | MFCD00467154 | AC-23716 | A860997 | Biotin-XX-NHS | (2, 5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS, 4S, 6aR)-2-oxo-1, 3, 3a, 4, 6, 6a-hexahydrothieno[3, 4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate | B6096 | DTXSID40585088 | BiotinaMidohexanoyl-6-a

Especificaciones y pureza

≥95%

Mecanismos bioquímicos y fisiológicos

Membrane-permeable, primary amine-reactive, long arm (30.5 angstroms) biotinylating agent. Labels intracellular proteins. Suitable for use under mild conditions (pH~6.5-8.5). Medium length Biotin-LC-NHS also available.

Condiciones de almacenamiento de almacenamiento

Store at -20°C, Argon charged

Enviado en

Ice chest + Ice pads

Este producto requiere envío en cadena de frío. Los servicios terrestres y otros servicios económicos no están disponibles.

Nota

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.

Pureza

≥95%

Nombres e identificadores

• Pubchem Sid: 504768385
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504768385
• Sonrisas canónicas: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCCCNC(=O)CCCCC2C3C(CS2)NC(=O)N3
• IUPAC Name: (2,5-dioxopyrrolidin-1-yl) 6-[6-[5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]pentanoylamino]hexanoylamino]hexanoate
• InChIKey: ATYCFNRXENKXSE-MHPIHPPYSA-N
• INCHI: 1S/C26H41N5O7S/c32-20(27-16-8-2-4-12-24(36)38-31-22(34)13-14-23(31)35)10-3-1-7-15-28-21(33)11-6-5-9-19-25-18(17-39-19)29-26(37)30-25/h18-19,25H,1-17H2,(H,27,32)(H,28,33)(H2,29,30,37)/t18-,19-,25-/m0/s1
• Isómeros SMILES: C1CC(=O)N(C1=O)OC(=O)CCCCCNC(=O)CCCCCNC(=O)CCCC[C@H]2[C@@H]3[C@H](CS2)NC(=O)N3
• WGK Alemania: 3
• Peso molecular: 567.70
• Beilstein: 8377428
• Reaxy-Rn: 24058143
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=24058143&ln=

Taxonomic Classification

Taxonomy Tree

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

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Clase: Biotin and derivatives
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Biotin and derivatives
• Alternative Parents: Thienoimidazolidines Pyrrolidine-2-ones N-acyl amines Imidazolidinones Thiophenes Thiolanes Dicarboximides Ureas Secondary carboxylic acid amides Carboxylic acid salts Lactams Azacyclic compounds Dialkylthioethers Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organic salts Organonitrogen compounds Carbonyl compounds Organopnictogen compounds
• Molecular Framework: Aliphatic heteropolycyclic compounds
• Substituents: Biotin_derivative - Thienoimidazolidine - Fatty amide - Imidazolidinone - N-acyl-amine - Pyrrolidone - 2-pyrrolidone - Fatty acyl - Dicarboximide - Imidazolidine - Pyrrolidine - Thiolane - Thiophene - Urea - Carboxamide group - Carboxylic acid salt - Lactam - Carbonic acid derivative - Secondary carboxylic acid amide - Thioether - Monocarboxylic acid or derivatives - Dialkylthioether - Azacycle - Carboxylic acid derivative - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic nitrogen compound - Organic oxygen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic salt - Aliphatic heteropolycyclic compound
• Descripción: 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

Propiedades químicas y físicas

• Solubilidad: DMF:25 mg/mL
• Sensibilidad: Moisture & heat sensitive
• Peso molecular: 567.700 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 19
• Exact Mass: 567.273 Da
• Monoisotopic Mass: 567.273 Da
• Topological Polar Surface Area: 188.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 886.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 3
• 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

Referencias

1. Shuying Li, Han Gao, Jielin Zhao, Guirong Wang, Guofeng Gu.  (2025)  Galactomannan tetrasaccharide targets mannose receptor to suppress hepatocellular carcinoma growth through ROS/JNK signaling-induced apoptosis and ROS-mediated autophagy-dependent cell death.  BIOORGANIC CHEMISTRY,      [PMID:40992041] [10.1016/j.bioorg.2025.109012]