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Merck
CN

B4894

Sigma-Aldrich

苄基2-乙酰氨基-2-脱氧-α-D-半乳糖苷

O-glycosylation inhibitor, ≥97% (TLC)

别名:

苄基-α-乙酰半乳糖胺, α-D-GalNAc-1→OCH2Ph, 乙酰半乳糖胺α-O-苄基, 乙酰半乳糖胺-O-bn, 苄基N-乙酰基-α-D-半乳糖胺

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关于此项目

经验公式(希尔记法):
C15H21NO6 · xH2O
化学文摘社编号:
分子量:
311.33 (anhydrous basis)
MDL编号:
UNSPSC代码:
12352201
PubChem化学物质编号:
NACRES:
NA.25
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方案

≥97% (TLC)

表单

powder

颜色

white to off-white

mp

204-208  °C

溶解性

methanol: soluble 10 mg/mL, clear

储存温度

−20°C

SMILES字符串

CC(N[C@H]([C@H]([C@H]1O)O)[C@H](O[C@@H]1CO)OCC2=CC=CC=C2)=O

InChI

InChI=1S/C15H21NO6/c1-9(18)16-12-14(20)13(19)11(7-17)22-15(12)21-8-10-5-3-2-4-6-10/h2-6,11-15,17,19-20H,7-8H2,1H3,(H,16,18)/t11-,12-,13+,14-,15+/m1/s1

InChI key

SKOZFDIGKDPQBO-QMIVOQANSA-N

生化/生理作用

苄基-N-乙酰基-α- 氨基半乳糖苷抑制糖基转移酶将葡萄糖胺掺入O-聚糖中。 抑制乳腺癌细胞系MDF-7中粘蛋白的生物合成并抑制MUC1的表达。

其他说明

为了全面了解我们针对客户研究提供的各种二糖产品,建议您访问我们的碳水化合物分类页面。

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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S F Kuan et al.
The Journal of biological chemistry, 264(32), 19271-19277 (1989-11-15)
Specific inhibitors of the glycosylation of O-glycosidically linked glycoproteins have not previously been described. When tested for their effects on mucin glycosylation in a mucin-producing colon cancer cell line, LS174T, benzyl-, phenyl-, and p-nitrophenyl-N-acetyl-alpha-galactosaminide inhibited the formation of fully glycosylated
Gabi Wetzel et al.
Biological chemistry, 390(7), 545-549 (2009-05-12)
Sucrase-isomaltase (SI) is a highly N- and O-glycosylated intestinal brush border membrane protein. SI is sorted with high fidelity to the apical membrane via O-linked glycans that mediate its association with lipid rafts or detergent-resistant membranes (DRMs). Here, we show
Fausto Ulloa et al.
The Journal of biological chemistry, 278(14), 12374-12383 (2003-01-23)
The sugar analog O-benzyl-N-acetyl-alpha-d-galactosaminide (BG) is an inhibitor of glycan chain elongation and inhibits alpha2,3-sialylation in mucus-secreting HT-29 cells. Long-term exposure of these cells to BG is associated with the accumulation of apical glycoproteins in cytoplasmic vesicles. The mechanisms involved
Koji Kimura et al.
Animal reproduction science, 103(3-4), 228-238 (2007-01-03)
Glucosamine is a component of hyaluronic acid and an alternative substrate to glucose for the extracellular matrix synthesis of COCs. Its addition to an IVM medium reduces the glucose consumption of bovine COCs. Glucosamine is also metabolized to UDP-N-acetyl glucosamine
Ashish V Kalra et al.
European journal of cancer (Oxford, England : 1990), 45(1), 164-173 (2008-12-03)
Current treatments for pancreatic cancer have failed to effectively manage the disease, and hence, more effective treatment approaches are urgently needed. Studies suggest that mucin O-glycosylation limits the cytotoxic effect of fluorouracil (5-FU) against the growth of human pancreatic cancer

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