Mechanism of biosynthesis of thio-β-d-glucuronides and thio-β-d-glucosides
نویسندگان
چکیده
منابع مشابه
2-Phenylethyl 1-thio-β-d-galactopyranoside hemihydrate
The title compound, C(14)H(20)O(5)S·0.5H(2)O, crystallizes with two organic mol-ecules and a solvent water mol-ecule in the asymmetric unit. In both mol-ecules, the hexa-pyranosyl rings adopt a slightly distorted chair conformation ((5)C(2)) with four substituents in equatorial positions and one substituent in an axial position. The main difference between the organic mol-ecules is the dihedral...
متن کاملβ-Rhamnosides from 6-thio mannosides.
Upon condensation of 6-thio-6-deoxy-mannosyl donors 1,2-cis products are obtained with a high degree of stereoselectivity. Subsequent reductive removal of the 6-thio functionality gives 1,2-cis rhamnosides. The 1,2-cis-selectivity can be rationalized with a product forming (3)H(4)-oxocarbenium, which is in equilibrium with a bridged sulfonium intermediate.
متن کاملEthyl 3,6-di-O-benzyl-2-deoxy-N-phthalimido-1-thio-β-d-glucopyranoside
In the title compound, C(30)H(31)NO(6)S, the plane of the N-phthalimido group is nearly orthogonal to the least-squares plane of the sugar ring (defined by atoms C2, C3, C5 and O5 using standard glucose nomenclature), making a dihedral angle of 72.8 (1)°. The thio-ethyl group has the exo-anomeric conformation. The hy-droxy group forms an inter-molecular hydrogen bond to the O atom in the sugar ...
متن کامل2,2,2-Trifluoroethyl 6-thio-β-d-glucopyranoside as a selective tag for cysteines in proteins
A synthetic route to a trifluoromethyl and thiol containing glucose derivative (2,2,2-trifluoroethyl 6-thio-β-D-glucopyranoside) is presented, which is based on microwave-assisted Fischer glycosylation under increased pressure. This water-soluble, neutral thiol-compound can be used to selectively introduce a fluorine probe for (19)F NMR spectroscopy on cysteines in proteins. It can be attached ...
متن کاملEthyl 4,6-O-benzylidene-2-deoxy-N-phthalimido-1-thio-β-d-glucopyranoside
In the title compound, C(23)H(23)NO(6)S, the plane of the N-phthalimido group makes a dihedral angle of 67.4 (1)° with the least square plane of the sugar ring defined by the C2, C3, C5 and O5 atoms using standard glucose nomenclature. The thio-ethyl group has the exo-anomeric conformation. In the crystal, inter-molecular hydrogen bonds involving the hy-droxy groups and the carbonyl O atoms of ...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Biochemical Journal
سال: 1972
ISSN: 0306-3283
DOI: 10.1042/bj1290539