Paranitrophenyl-feruloyl-alpha-L-arabinofuranoside
4-Nitrophenyl 5-O-trans-feruloyl-a-L-arabinofuranoside is a high purity, enyzme substrate that is used in the diagnosis of phenylketonuria. It is also used to detect nitrophenols in environmental samples. This product has been shown to be a very good ligand for use in fluorescence and chemiluminescence studies. It can be used as a chromogenic substrate for the detection of enzymes such as oxidases and peroxidases. 4-Nitrophenyl 5-O-trans-feruloyl-a-L-arabinofuranoside has been shown to be a suitable bioluminescent substrate for the study of luciferase activity
General
Type : pNP, Feruloyl, Glycoside
Chemical_Nomenclature : [(2S,3R,4R,5S)-3,4-dihydroxy-5-(4-nitrophenoxy)oxolan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
Canonical SMILES : COC1=C(C=CC(=C1)\/C=C\/C(=O)OC[C@H]2[C@@H]([C@H]([C@@H](O2)OC3=CC=C(C=C3)[N+](=O)[O-])O)O)O
InChI : InChI=1S\/C21H21NO10\/c1-29-16-10-12(2-8-15(16)23)3-9-18(24)30-11-17-19(25)20(26)21(32-17)31-14-6-4-13(5-7-14)22(27)28\/h2-10,17,19-21,23,25-26H,11H2,1H3\/b9-3+\/t17-,19-,20+,21+\/m0\/s1
InChIKey : HWUYVLJKIQHEDV-LUIQYSJNSA-N
Other name(s) : p-Nitrophenyl-5-O-trans-feruloyl-alpha-L-arabinofuranoside || 4-nitrophenyl-feruloyl-l-arabinofuranoside || 4-nitrophenyl feruloyl-l-arabinofuranoside || [(2S,3R,4R,5S)-3,4-dihydroxy-5-(4-nitrophenoxy)oxolan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate || ((2S,3R,4R,5S)-3,4-Dihydroxy-5-(4-nitrophenoxy)tetrahydrofuran-2-yl)methyl (E)-3-(4-hydroxy-3-methoxyphenyl)acrylate || 4-Nitrophenyl 5-O-trans-feruloyl-a-L-arabinofuranoside || 4-Nitrophenyl 5-O-trans-feruloyl-alpha-L-arabinofuranoside || SCHEMBL1029012 || EN03543
MW : 447.4
Formula : C21H21NO10
CAS_number : 943833-83-8, 508220-79-9
PubChem : 66882244
UniChem : HWUYVLJKIQHEDV-LUIQYSJNSA-N
Target
Structures : No structure
Families : Tannase, A85-EsteraseD-FGH
References (2)
| Title : The acetates of p-nitrophenyl alpha-L-arabinofuranoside--regioselective preparation by action of lipases - Mastihubova_2006_Bioorg.Med.Chem_14_1805 |
| Author(s) : Mastihubova M , Szemesova J , Biely P |
| Ref : Bioorganic & Medicinal Chemistry , 14 :1805 , 2006 |
| Abstract : |
| PubMedSearch : Mastihubova_2006_Bioorg.Med.Chem_14_1805 |
| PubMedID: 16288881 |
| Title : Differentiation of feruloyl esterases on synthetic substrates in alpha-arabinofuranosidase-coupled and ultraviolet-spectrophotometric assays - Biely_2002_Anal.Biochem_311_68 |
| Author(s) : Biely P , Mastihubova M , van Zyl WH , Prior BA |
| Ref : Analytical Biochemistry , 311 :68 , 2002 |
| Abstract : |
| PubMedSearch : Biely_2002_Anal.Biochem_311_68 |
| PubMedID: 12441154 |