DBCO-Acid - ≥97% , CAS No.1353016-70-2

CAS: 1353016-70-2 Cat. No.: D404311 Molecular Weight: 305.33 EC Number: 870-529-7

GRADE & PURITY ≥97%

Synonyms

11,12-Didehydro-gamma-oxodibenz[b,f]azocine-5(6H)-butanoic acid | 4-(11,12-didehydrodibenzo[b,f]azocin-5(6H)-yl)-4-oxobutanoic acid | 4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanoic acid | Dibenzocyclooctyne-acid

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

DBCO Acid is a bifunctional building block comprising of an acid terminus useful for reaction with amine containing linkers in presence of activators such as EDC or HATU and a dibenzocyclooctyne (DBCO) terminus useful for copper-free click chemistry.

Specifications

Synonyms

11, 12-Didehydro-gamma-oxodibenz[b, f]azocine-5(6H)-butanoic acid | 4-(11, 12-didehydrodibenzo[b, f]azocin-5(6H)-yl)-4-oxobutanoic acid | 4-(2-azatricyclo[10.4.0.04, 9]hexadeca-1(16), 4, 6, 8, 12, 14-hexaen-10-yn-2-yl)-4-oxobutanoic acid | Dibenzocyclooctyne-acid

Specifications & Purity

≥97%

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.

Purity

≥97%

Names and Identifiers

• Pubchem Sid: 504772658
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504772658
• Canonical Smiles: C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)O
• IUPAC Name: 4-(2-azatricyclo[10.4.0.04,9]hexadeca-1(16),4,6,8,12,14-hexaen-10-yn-2-yl)-4-oxobutanoic acid
• InChIKey: NDLOVDOICXITOK-UHFFFAOYSA-N
• INCHI: 1S/C19H15NO3/c21-18(11-12-19(22)23)20-13-16-7-2-1-5-14(16)9-10-15-6-3-4-8-17(15)20/h1-8H,11-13H2,(H,22,23)
• Isomeric SMILES: C1C2=CC=CC=C2C#CC3=CC=CC=C3N1C(=O)CCC(=O)O
• Molecular Weight: 305.33
• Reaxy-Rn: 22131219
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=22131219&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Not available
• Subclass: Not available
• Intermediate Tree Nodes: Not available
• Direct Parent: Benzenoids
• Alternative Parents: Tertiary carboxylic acid amides Monocarboxylic acids and derivatives Carboxylic acids Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Benzenoid - Tertiary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Carboxylic acid - Monocarboxylic acid or derivatives - Organoheterocyclic compound - Azacycle - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Organic oxygen compound - Organic oxide - Carbonyl group - Hydrocarbon derivative - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as benzenoids. These are aromatic compounds containing one or more benzene rings.
• 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: Light Sensitive,Moisture Sensitive,Heat Sensitive
• Melt Point(°C): 181 °C
• Molecular Weight: 305.300 g/mol
• XLogP3: 2.300
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 305.105 Da
• Monoisotopic Mass: 305.105 Da
• Topological Polar Surface Area: 57.600 Ų
• Heavy Atom Count: 23
• Formal Charge: 0
• Complexity: 529.000
• 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. Xueyang Xiao, Hao Cai, Qiaorong Huang, Bing Wang, Xiaoming Wang, Qiang Luo, Yinggang Li, Hu Zhang, Qiyong Gong, Xuelei Ma, Zhongwei Gu, Kui Luo.  (2022)  Polymeric dual-modal imaging nanoprobe with two-photon aggregation-induced emission for fluorescence imaging and gadolinium-chelation for magnetic resonance imaging.  Bioactive Materials,      [PMID:35600977] [10.1016/j.bioactmat.2022.04.026]