Basic information
- CAS
143716-62-5- Standard SMILES
O=[N+]([O-])c1ccc(O[C@@H]2O[C@H](CO)[C@H](O)[C@H](O)[C@H]2F)c([N+](=O)[O-])c1- InChIKey
UFSBFVZQJZMIOU-RMPHRYRLSA-N- Molecular formula
- C12H13FN2O9
- Average molar mass
- 348.24 g/mol
- Monoisotopic mass
- 348.06050816
Overview
used to inactivate lac Z beta-galactosidase during catalysis to trap the covalent intermediate
Names & identifiers
- Preferred name
- 2',4'-Dinitrophenyl 2-deoxy-2-fluorogalactopyranoside
- IUPAC
- (2R,3R,4S,5R,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)oxane-3,4-diol
- English name
- 2',4'-dinitrophenyl 2-deoxy-2-fluorogalactopyranoside
- Molecular formula
- C12H13FN2O9
- Molecular weight
- 348.24
Names & synonyms
Dinitroph-dfgp143716-62-52',4'-Dinitrophenyl 2-deoxy-2-fluorogalactopyranosideDTXSID10162527RefChem:80132DTXCID2085018(2R,3R,4S,5R,6S)-6-(2,4-dinitrophenoxy)-5-fluoro-2-(hydroxymethyl)oxane-3,4-diol2,4-Dinitrophenyl 2-deoxy-2-fluoro-beta-d-galactoside2',4'-Dinitrophenyl 2-deoxy-2-fluoro-beta-D-galactopyranosidebeta-D-Galactopyranoside, 2,4-dinitrophenyl 2-deoxy-2-fluoro-2,4-Dinitrophenyl 2-Deoxy-2-fluoro-?-D-galactopyranoside;2,4-Dinitrophenyl 2-Deoxy-2-fluoro-|A-D-galactoside
Show more names
2,4-Dinitrophenyl 2-Deoxy-2-fluoro-β-D-galactoside2,4-Dinitrophenyl 2-Deoxy-2-fluoro-β-D-Galactopyranoside, 2,4-dinitrophenyl 2-deoxy-2-fluoro-2,4-Dinitrophenyl 2-Deoxy-2-fluoro-β-D-galactoside, CAS 143716-62-5
PD194643DB-2468662,4-Dinitrophenyl 2-Deoxy-2-fluoro-b-D-galactoside2,4-dinitrophenyl 2-deoxy-2-fluoro-beta-d-galactopyranoside2',4'-dinitrophenyl 2-deoxy--2-fluoro-beta-D-galactopyranoside
Database identifiers
- CAS
143716-62-5- PubChem CID
- 3083384
- DTXSID
DTXSID10162527- Nikkaji
- J863.085B
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 171 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 10
- Rotatable bonds
- 3
- Heavy atoms
- 24
- Formal charge
- 0
- Complexity
- 470
Physicochemical properties
- Melting point
- 168 · 168-170°C
- Boiling point
- 615.736 · 615.736±55.00 °C(Press: 760.00 Torr)(predicted)
- Density
- 1.692 · 1.692±0.10 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)
- storage temp.
- Amber Vial, Refrigerator
- solubility
- Methanol (Slightly)
- form
- Solid
- pka
- 12.19 · 12.190±0.70(predicted)
- color
- Off-White to Pale Yellow
Chemistry & industry
Applications
UsesFluorinated and deoxygenated glycosides as mechanistic probes of Escherichia coli (lacZ) β-galactosidase. By use of the slow substrate 2,4-dinitrophenyl-2-deoxy-2-fluoro-β-D-galactopyranoside, a glycosyl enzyme intermediate has been trapped on the enzyme. Glu-268 was identified as the catalytic nucleophile of human lysosomal β-galactosidase precursor.
Uses2',4'-Dinitrophenyl 2-deoxy-2-fluorogalactopyranoside is fluorinated and deoxygenated glycosides as mechanistic probes of Escherichia coli (lacZ) β-galactosidase. By use of the slow substrate 2,4-dinitrophenyl-2-deoxy-2-fluoro-β-D-galactopyranoside, a glycosyl enzyme intermediate has been trapped on the enzyme.
Suppliers6 total
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
上海陶素生化科技有限公司021-33632979 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
杭州六可生物科技有限公司+86-571-86912261 19975279805 · [email protected]
深圳聚合生化科技有限公司+86-400-002-6226 · [email protected]
北京百灵威科技有限公司18210857532 18210857532 · [email protected]
Related reactions
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Compound notes
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