DBHDA - ≥95% , CAS No.99584-96-0

CAS: 99584-96-0 Cat. No.: D287822 Molecular Weight: 301.96 EC Number: 110-951-4

GRADE & PURITY ≥95%

Synonyms

2,5-Dibromohexanediamide, >=95% | C6H10Br2N2O2 | DTXSID701313350 | DBHDA | NSC126275 | NSC-126275 | AS-3291 | 2,5-dibromohexanediamide | SCHEMBL17545277 | AKOS024257945 | PD080307 | EN300-269698 | MFCD27976335

Storage

Store at 2-8°C,Protected from light,Argon charged

Shipped In

Wet ice

Overview

Application：

This compound has been shown to be a useful reagent for the conversion of cysteine to dehydroalanine (DHA) in peptides or proteins. This enables chemical mutagenesis in which DHA can be efficiently reacted with iodide building blocks to add various natural and unnatural side chains on proteins. It was also shown that other modifications could be added through DHA such as phosphorylation, methylation, and glycosylation. In other research it was shown that DHA can be used to make ubiquitin conjugates that have a bond that mimics the native isopeptide bond.

Specifications

Synonyms

2, 5-Dibromohexanediamide, >=95% | C6H10Br2N2O2 | DTXSID701313350 | DBHDA | NSC126275 | NSC-126275 | AS-3291 | 2, 5-dibromohexanediamide | SCHEMBL17545277 | AKOS024257945 | PD080307 | EN300-269698 | MFCD27976335

Specifications & Purity

≥95%

Biochemical and Physiological Mechanisms

Reagent for synthetic biology; converts cysteine to dehydroalanine (Dha).

Storage

Store at 2-8°C, Protected from light, Argon charged

Shipped In

Wet ice

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

Purity

≥95%

Names and Identifiers

• Pubchem Sid: 504758268
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504758268
• Canonical Smiles: C(CC(C(=O)N)Br)C(C(=O)N)Br
• IUPAC Name: 2,5-dibromohexanediamide
• InChIKey: PLSXNAQEJOGNKQ-UHFFFAOYSA-N
• INCHI: 1S/C6H10Br2N2O2/c7-3(5(9)11)1-2-4(8)6(10)12/h3-4H,1-2H2,(H2,9,11)(H2,10,12)
• Isomeric SMILES: C(CC(C(=O)N)Br)C(C(=O)N)Br
• Molecular Weight: 301.96
• Reaxy-Rn: 1709929
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=1709929&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Fatty Acyls
      • Subclass Fatty amides

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Fatty Acyls
• Subclass: Fatty amides
• Intermediate Tree Nodes: Not available
• Direct Parent: Fatty amides
• Alternative Parents: Primary carboxylic acid amides Organopnictogen compounds Organonitrogen compounds Organobromides Organic oxides Hydrocarbon derivatives Carbonyl compounds Alkyl bromides
• Molecular Framework: Aliphatic acyclic compounds
• Substituents: Fatty amide - Primary carboxylic acid amide - Carboxamide group - Carboxylic acid derivative - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Organic oxide - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organobromide - Organohalogen compound - Carbonyl group - Alkyl halide - Alkyl bromide - Aliphatic acyclic compound
• Description: This compound belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.
• 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

• Solubility: Solvent:DMSO, Max Conc. mg/mL: 30.2, Max Conc. mM: 100
• Sensitivity: light sensitive
• Molecular Weight: 301.960 g/mol
• XLogP3: 0.400
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 301.909 Da
• Monoisotopic Mass: 299.911 Da
• Topological Polar Surface Area: 86.200 Ų
• Heavy Atom Count: 12
• Formal Charge: 0
• Complexity: 166.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 2
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1