| Identification | Back Directory | [Name]
2-NAPHTHYL-BETA-D-GLUCOPYRANOSIDE | [CAS]
6044-30-0 | [Synonyms]
Naphthyl--D-Glucopyranoside
2-naphthyl beta-D-glucoside
2-Naphtyl β-D-glucopyranoside
B-naphthyl-B-D-gluco-pyranoside
NAPHTHYL-B-D-GLUCOPYRANOSIDE, 2-
2-NAPHTHYL-BETA-D-GLUCOPYRANOSIDE
β-D-Glucopyranoside, 2-naphthalenyl
NAPHTHYL-B-D-GLUCOPYRANOSIDE, 2-(RG)
BETA-NAPHTHYL BETA-D-GLUCOPYRANOSIDE
BETA-NAPHTHYL-BETA-D-GLUKOPYRANOSIDE
2-(β-D-Glucopyranosyloxy)naphthalene
2-Naphthylb-D-glucopyranosidemonohydrate
2-Naphthyl β-D-glucopyranoside monohydrate
2-Naphthyl β-D-glucopyranoside monohydrate
2-NAPHTHYL-BETA-D-GLUCOPYRANOSIDE USP/EP/BP
(2R,3S,4S,5R,6S)-2-(hydroxymethyl)-6-(naphthalen-2-yloxy)tetrahydro-2H-pyran-3,4,5-triol | [EINECS(EC#)]
227-933-8 | [Molecular Formula]
C16H18O6 | [MDL Number]
MFCD00067623 | [MOL File]
6044-30-0.mol | [Molecular Weight]
306.31 |
| Chemical Properties | Back Directory | [Melting point ]
183°C | [Boiling point ]
567.9±50.0 °C(Predicted) | [density ]
1.454±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [pka]
12.80±0.70(Predicted) |
| Hazard Information | Back Directory | [Uses]
2-Naphthalenyl β-D-glucopyranoside is a synthetic sugar analogue that can be used in glycobiology research. | [Definition]
ChEBI: A beta-D-glucoside that is beta-D-glucopyranose in which the anomeric hydroxy hydrogen is replaced by a 2-naphthyl group. | [Synthesis]
GENERAL STEPS: 30-50 μmol of 2-naphthol was dissolved in 0.5 mL of DMSO and diluted with buffer solution (50 mM Tris-HCl, pH 7.4, total volume 25 mL). Subsequently, 60-100 μmol of UDP-α-D-Glucose and 50 mL of AaGT3 crude enzyme solution extracted from wet-induced E. coli cells containing pET28a-AaGT3 were added. The reaction mixture was incubated at 30°C for no more than 12 hours. After completion of the reaction, five extractions were performed with 5 × 100 mL of ethyl acetate. The organic phases were combined and concentrated to dryness under reduced pressure. The residue was dissolved in 1.5 mL of methanol and purified by reversed-phase semi-preparative high-performance liquid chromatography (HPLC). The final product was structurally confirmed by mass spectrometry (MS) and nuclear magnetic resonance (NMR). | [References]
[1] Tetrahedron Letters, 2017, vol. 58, # 22, p. 2118 - 2121 |
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