DBCO-Amine - ≥98% , CAS No.1255942-06-3

CAS: 1255942-06-3 Cat. No.: D332286 Molecular Weight: 276.33 EC Number: 836-577-8

GRADE & PURITY ≥98%

Synonyms

DBCO-NH2 | DBCO-NH2 | 1-Propanone, 3-amino-1-(11,12-didehydrodibenz[b,f]azocin-5(6H)-yl)- | 1255942-06-3 | DBCO-NH2;ADIBO-amine;Azadibenzocyclooctyne-amine;Dibenzocyclooctyne-amine | PD171600 | 3-amino-1-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Application

227,228,229

Overview

DBCO Amine is a simple DBCO-containing building block used to derivatize carboxyl groups in the presence of activators (e.g. EDC, or DCC) or activated esters (e.g. NHS esters) with DBCO moiety through a stable amide bond.|DBCO reagents, also know as ADIBO or DIBAC are the most commonly used substrates for copper-free click reaction. DBCO compounds react with azide functionalized compounds or biomolecules without the need for a Cu(I) catalyst to result in a stable triazole linkage.

Specifications

Synonyms

DBCO-NH2 | DBCO-NH2 | 1-Propanone, 3-amino-1-(11, 12-didehydrodibenz[b, f]azocin-5(6H)-yl)- | 1255942-06-3 | DBCO-NH2;ADIBO-amine;Azadibenzocyclooctyne-amine;Dibenzocyclooctyne-amine | PD171600 | 3-amino-1-(2-azatricyclo[10.4.0.04, 9]hexadeca-1(16), 4, 6, 8, 12,

Specifications & Purity

≥98%

Storage

Protected from light, 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.

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488202372
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488202372
• Canonical Smiles: C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCN
• IUPAC Name: 3-amino-1-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)propan-1-one
• InChIKey: OCCYFTDHSHTFER-UHFFFAOYSA-N
• INCHI: 1S/C18H16N2O/c19-12-11-18(21)20-13-16-7-2-1-5-14(16)9-10-15-6-3-4-8-17(15)20/h1-8H,11-13,19H2
• Isomeric SMILES: C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCN
• Molecular Weight: 276.33
• Reaxy-Rn: 21543048
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=21543048&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Beta amino acids and derivatives

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives
• Direct Parent: Beta amino acids and derivatives
• Alternative Parents: Benzenoids Tertiary carboxylic acid amides Azacyclic compounds Organic oxides Monoalkylamines Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Beta amino acid or derivatives - Benzenoid - Tertiary carboxylic acid amide - Carboxamide group - Organoheterocyclic compound - Azacycle - Hydrocarbon derivative - Organic oxide - Primary amine - Organooxygen compound - Organonitrogen compound - Primary aliphatic amine - Organic oxygen compound - Carbonyl group - Organic nitrogen compound - Amine - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as beta amino acids and derivatives. These are amino acids having a (-NH2) group attached to the beta carbon atom.
• 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

Associated Targets(Human)

MCF7 (126967 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Heat & light sensitive
• Melt Point(°C): 86-96° C
• Molecular Weight: 276.300 g/mol
• XLogP3: 1.900
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 276.126 Da
• Monoisotopic Mass: 276.126 Da
• Topological Polar Surface Area: 46.300 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 447.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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. Yueping Li, Shanshan Shan, Ruru Zhang, Chaoping Sun, Xuelan Hu, Jiada Fan, Yi Wang, Ruixue Duan, Mingyuan Gao.  (2024)  Imaging and Downstaging Bladder Cancer with the 177Lu-Labeled Bioorthogonal Nanoprobe.  ACS Nano,      [PMID:38904444] [10.1021/acsnano.4c04303]