1154-94-5 ,2-Nitrophenyl b-D-fucopyranoside, CAS:1154-94-5

1154-94-5 ,2-Nitrophenyl b-D-fucopyranoside,
CAS:1154-94-5
C12H15NO7 / 285.25
MFCD00057511

2-硝基苯基-β-D-吡喃岩藻糖苷, 2-Nitrophenyl b-D-fucopyranoside

2-Nitrophenyl b-D-fucopyranoside (2NPBF) is a reactive compound that can be used to control the expression of messenger RNA in cells. It binds to the ribosome and blocks translation, resulting in an inhibition of protein synthesis. 2NPBF has been used as a hybridization control agent for DNA, RNA, and protein samples. This compound is also a useful fluorinated analogue for quantifying hydrogen bonds and disulfide bonds in proteins. 2NPBF has been shown to have a significant effect on the radiation sensitivity of some microorganisms through its ability to interfere with DNA replication. The sequence of this molecule is well known, making it an ideal model system for testing synthetic methods for photopolymer synthesis.

CAS Number	1154-94-5
Product Name	Orthonitrophenyl-beta-D-fucopyranoside
IUPAC Name	(2R,3R,4S,5R,6S)-2-methyl-6-(2-nitrophenoxy)oxane-3,4,5-triol
Molecular Formula	C12H15NO7
Molecular Weight	285.25 g/mol
InChI	InChI=1S/C12H15NO7/c1-6-9(14)10(15)11(16)12(19-6)20-8-5-3-2-4-7(8)13(17)18/h2-6,9-12,14-16H,1H3/t6-,9+,10+,11-,12+/m1/s1
InChI Key	SWRPIVXPHLYETN-BVWHHUJWSA-N
SMILES	CC1C(C(C(C(O1)OC2=CC=CC=C2[N+](=O)[O-])O)O)O
Synonyms	2-nitrophenyl-beta-fucoside, ONPF
Canonical SMILES	CC1C(C(C(C(O1)OC2=CC=CC=C2[N+](=O)[O-])O)O)O
Isomeric SMILES	C[C@@H]1[C@@H]([C@@H]([C@H]([C@@H](O1)OC2=CC=CC=C2[N+](=O)[O-])O)O)O