반응 #581077

ord-7dc500de84b94e2e965eac6679d7d64a

반응 방정식

O=P([O-])(O)O.O=P([O-])([O-])O.[K+].[K+].[K+]
KH2PO4 K2HPO4
O=C[C@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
4-O-β-D-galactopyranosyl-D-xylose
O=[N+]([O-])c1ccccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
o-nitrophenyl β-D-galactopyranoside
O=C[C@H](O)[C@@H](O)[C@H](O)CO
D-xylose
CC(O)S
mercaptoethanol
O=[N+]([O-])c1ccccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
Gal-ONP
O=[N+]([O-])c1ccccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
o-nitrophenyl β-D-galactopyranoside
[Cl-].[Cl-].[Mg+2]
MgCl2
→
O=[N+]([O-])c1ccccc1O
ortho-nitrophenol

반응물

O=P([O-])(O)O.O=P([O-])([O-])O.[K+].[K+].[K+]
KH2PO4 K2HPO4
O=C[C@H](O)[C@@H](O)[C@@H](CO)O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
4-O-β-D-galactopyranosyl-D-xylose
O=[N+]([O-])c1ccccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
o-nitrophenyl β-D-galactopyranoside
O=C[C@H](O)[C@@H](O)[C@H](O)CO
D-xylose
CC(O)S
mercaptoethanol
O=[N+]([O-])c1ccccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
Gal-ONP
O=[N+]([O-])c1ccccc1O[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O
o-nitrophenyl β-D-galactopyranoside
[Cl-].[Cl-].[Mg+2]
MgCl2

시약

없음

용매

O
water

반응 조건

온도
100°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    workup.ADDITIONcoli β-galactosidase enzyme were added
  2. 2
    기타the solution thus obtained
  3. 3
    기타was practically consumed (approximately 2 hours)

실험 절차

In order to synthesize 4-O-β-D-galactopyranosyl-D-xylose, 5 g of o-nitrophenyl β-D-galactopyranoside (Gal-ONP) and 25 g of D-xylose were dissolved in 330 ml of water buffered to a pH of 7 (0.05 M KH2PO4/K2HPO4, 1 mM MgCl2, 5 mM mercaptoethanol), 2 mg (640 u) of E. coli β-galactosidase enzyme were added and the solution thus obtained was subjected to incubation at 37° C. in an orbital stirrer until the Gal-ONP was practically consumed (approximately 2 hours). Following the methodology put forth in example 3, the reaction was stopped by heating at 100° C. for 10 minutes and the ortho-nitrophenol formed was extracted with ethyl acetate. The aqueous solution was concentrated up to an approximate volume of 50 ml, filtered through glass wool and passed through the active carbon/celite column.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07537909B2uspto-grants-2009_05