DBCO-PEG4-Biotin , CAS No.1255942-07-4

CAS: 1255942-07-4 Cat. No.: D338359 Molecular Weight: 749.92

Synonyms

Dibenzocyclooctyne-PEG4-biotin conjugate, for Copper-free Click Chemistry | DTXSID601099282 | (3aS,4S,6aR)-N-[19-(11,12-Didehydrodibenz[b,f]azocin-5(6H)-yl)-15,19-dioxo-3,6,9,12-tetraoxa-16-azanonadec-1-yl]hexahydro-2-oxo-1H-thieno[3,4-d]imidazole-4-penta

Storage

Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Application

Antibody Drug Conjugates(ADC), Drug Delivery, Surface Modification, PEGylation of Protein, Peptide & Oligo

Overview

Product Application：

①activity-based protein profiling；

②detection of newly synthesized proteins；

③immobilization of azide-labeled biomolecules.

Specifications

Synonyms

Dibenzocyclooctyne-PEG4-biotin conjugate, for Copper-free Click Chemistry | DTXSID601099282 | (3aS, 4S, 6aR)-N-[19-(11, 12-Didehydrodibenz[b, f]azocin-5(6H)-yl)-15, 19-dioxo-3, 6, 9, 12-tetraoxa-16-azanonadec-1-yl]hexahydro-2-oxo-1H-thieno[3, 4-d]imidazole-4-penta

Storage

Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

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

Names and Identifiers

• Pubchem Sid: 504772664
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772664
• Canonical Smiles: C1C2C(C(S1)CCCCC(=O)NCCOCCOCCOCCOCCC(=O)NCCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53)NC(=O)N2
• IUPAC Name: 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N-[2-[2-[2-[2-[3-[[3-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-3-oxopropyl]amino]-3-oxopropoxy]ethoxy]ethoxy]ethoxy]ethyl]pentanamide
• InChIKey: LNHSQAOQVNHUGL-QRBHCBQLSA-N
• INCHI: 1S/C39H51N5O8S/c45-35(12-6-5-11-34-38-32(28-53-34)42-39(48)43-38)41-18-20-50-22-24-52-26-25-51-23-21-49-19-16-36(46)40-17-15-37(47)44-27-31-9-2-1-7-29(31)13-14-30-8-3-4-10-33(30)44/h1-4,7-10,32,34,38H,5-6,11-12,15-28H2,(H,40,46)(H,41,45)(H2,42,43,48)/t32-,34-,38-/m0/s1
• Isomeric SMILES: C1[C@H]2[C@@H]([C@@H](S1)CCCCC(=O)NCCOCCOCCOCCOCCC(=O)NCCC(=O)N3CC4=CC=CC=C4C#CC5=CC=CC=C53)NC(=O)N2
• Molecular Weight: 749.92
• Reaxy-Rn: 22448221
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22448221&ln=

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: Beta amino acids and derivatives Thienoimidazolidines Benzenoids Imidazolidinones N-acyl amines Thiophenes Thiolanes Tertiary carboxylic acid amides Ureas Secondary carboxylic acid amides Azacyclic compounds Dialkylthioethers Dialkyl ethers Hydrocarbon derivatives Carbonyl compounds Organic oxides Organonitrogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Biotin_derivative - Beta amino acid or derivatives - Thienoimidazolidine - Fatty amide - Imidazolidinone - Fatty acyl - N-acyl-amine - Benzenoid - Imidazolidine - Tertiary carboxylic acid amide - Thiophene - Thiolane - Carboxamide group - Secondary carboxylic acid amide - Urea - Dialkylthioether - Azacycle - Ether - Dialkyl ether - Carboxylic acid derivative - Thioether - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Organic oxide - Carbonyl group - Organic nitrogen compound - Organic oxygen compound - Aromatic 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

Chemical and Physical Properties

• Sensitivity: Heat sensitive；Moisture sensitive
• Molecular Weight: 749.900 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 23
• Exact Mass: 749.346 Da
• Monoisotopic Mass: 749.346 Da
• Topological Polar Surface Area: 182.000 Ų
• Heavy Atom Count: 53
• Formal Charge: 0
• Complexity: 1240.000
• 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

References

1. Ren Tingju, Zhang Yingzhi, Tong Yuxiao, Zhang Qi, Wang Tianhao, Wang Yue, Yang Chunguang, Xu Zhangrun.  (2025)  FRET imaging of glycoRNA on small extracellular vesicles enabling sensitive cancer diagnostics.  Nature Communications,  16  (1): (1-19).  [PMID:40210865] [10.1038/s41467-025-58490-2]