O-(Biotinylcarbazoylmethyl)hydroxylamine
Basic information
- CAS
139585-03-8- Standard SMILES
NOCC(=O)NNC(=O)CCCC[C@@H]1SC[C@@H]2NC(=O)N[C@@H]21- InChIKey
KYHUBFIOWQTECH-LAEOZQHASA-N- Molecular formula
- C12H21N5O4S
- Average molar mass
- 331.39 g/mol
- Monoisotopic mass
- 331.13142534
Overview
formed by reacting biotin hydrazide with O-(carboxymethyl)hydroxylamine in the presence of carbodiimide; used to tag AP sites in damaged DNA with biotin; structure given in first source
Names & identifiers
- Preferred name
- O-(Biotinylcarbazoylmethyl)hydroxylamine
- IUPAC
- 5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N'-(2-aminooxyacetyl)pentanehydrazide
- English name
- N'-Aminooxymethylcarbonylhydrazino-D-biotin
- Molecular formula
- C12H21N5O4S
- Molecular weight
- 331.39
Names & synonyms
139585-03-8Biotin-cmhaAldehyde reactive probeO-(Biotinylcarbazoylmethyl)hydroxylamineRefChem:167101n'-aminooxymethylcarbonylhydrazino-d-biotin5-[(3aS,4S,6aR)-2-oxo-1,3,3a,4,6,6a-hexahydrothieno[3,4-d]imidazol-4-yl]-N'-(2-aminooxyacetyl)pentanehydrazideARPN/'-AMINOOXYMETHYLCARBONYLHYDRAZINO-D-BIOTINSCHEMBL829621orb2939695DTXSID60930511
Show more names
Arp(AldehydeReactiveProbe)N-(Aminooxyacetyl)-N'-biotinyl-hydrazineN'-Aminooxymethylcarbonylhydrazino-D-biotin (ARP)1H-Thieno[3,4-d]imidazole-4-pentanoic acid, hexahydro-2-oxo-, 2-[2-(aminooxy)acetyl]hydrazide, (3aS,4S,6aR)-
TYD-00896PD070258HY-157916CS-1009461n-(aminooxyacetyl)-n'-(d-biotinoyl) hydrazine1H-Thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 2-((aminooxy)acetyl)hydrazide, (3aS,4S,6aR)-1H-Thieno(3,4-d)imidazole-4-pentanoic acid, hexahydro-2-oxo-, 2-((aminooxy)acetyl)hydrazide, (3aS-(3aalpha,4beta,6aalpha))-N-[2-(Aminooxy)-1-hydroxyethylidene]-5-(2-hydroxy-3a,4,6,6a-tetrahydro-1H-thieno[3,4-d]imidazol-6-yl)pentanehydrazonic acid
Properties
Computed structural properties
- XLogP
- -1.3
- Topological polar surface area
- 160 Ų
- Hydrogen bond donors
- 5
- Hydrogen bond acceptors
- 6
- Rotatable bonds
- 7
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 436
Physicochemical properties
- Boiling point
- 772.9 · 772.9±55.0 °C(Predicted)
- Density
- 1.309 · 1.309±0.06 g/cm3(Predicted)
- pka
- 11.08 · 11.08±0.50(Predicted)
Chemistry & industry
Applications
UsesARP (Aldehyde reactive probe) is an aldehyde reactive probe for detecting abasic site (common DNA lesions and intermediates in mutagenesis and carcinogenesis) in DNA, which specificially tags AP site with biotin residues. ARP is highly sensitive with a femtomolar-level basic site detection capabilities (less than one site per 104 nucleotides)[1].
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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