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Merck

292710

Sigma-Aldrich

苯基-β-D-吡喃葡萄糖苷

≥95.0%

别名:

Phenyl beta-D-glucoside

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About This Item

经验公式(希尔记法):
C12H16O6
CAS号:
分子量:
256.25
Beilstein:
87517
EC號碼:
MDL號碼:
分類程式碼代碼:
12352201
PubChem物質ID:
NACRES:
NA.22

品質等級

化驗

≥95.0%

形狀

powder

光學活性

[α]25/D −70°, c = 1 in H2O

mp

176-178 °C (lit.)

SMILES 字串

OC[C@H]1O[C@@H](Oc2ccccc2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

1S/C12H16O6/c13-6-8-9(14)10(15)11(16)12(18-8)17-7-4-2-1-3-5-7/h1-5,8-16H,6H2/t8-,9-,10+,11-,12-/m1/s1

InChI 密鑰

NEZJDVYDSZTRFS-RMPHRYRLSA-N

應用

苯基 β- D -吡喃葡萄糖苷可用于:
  • 作为合成 β - D -吡喃葡萄糖苷的各种衍生物的起始原料,具有潜在的抗 HIV 药物应用前景。
  • 作为气相中糖苷的光谱分析模型。
  • 作为 GC 和 GC-MS 定量分析中的内标。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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分析证书(COA)

Lot/Batch Number

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Anke Reinders et al.
Plant, cell & environment, 29(10), 1871-1880 (2006-08-26)
Plant sucrose transporters (SUTs) are members of the glycoside-pentoside-hexuronide (GPH) cation symporter family (TC2.A.2) that is part of the major facilitator superfamily (MFS). All plant SUTs characterized to date function as proton-coupled symporters and catalyze the cellular uptake of sucrose.
Synthesis of peptidomimetics based on iminosugar and ?-d-glucopyranoside scaffolds and inhibiton of HIV-protease.
Chery F, et al.
Tetrahedron, 60(31), 6597-6608 (2004)
Sugars in the gas phase: the spectroscopy and structure of jet-cooled phenyl ?-D-glucopyranoside.
Talbot FO and Simons JP
Physical Chemistry Chemical Physics, 4(15), 3562-3565 (2002)
4-(Arylamino)phenyl alpha-D-glucopyranosides as potential anti-HIV agents.
J C Briggs et al.
Carbohydrate research, 282(2), 293-298 (1996-03-18)
Udayanath Aich et al.
Carbohydrate research, 341(1), 19-28 (2005-11-26)
Reported is an attractive and environmentally friendly method for the synthesis of the title compounds in moderate yield using inexpensive 1,2,3,4,6-penta-O-acetyl-beta-D-gluco- and galactopyranoses as sugar donors, five different phenols as acceptors and H-beta zeolite as the catalyst. The yield (23-28%)

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