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Key Documents

B4894

Sigma-Aldrich

苄基2-乙酰氨基-2-脱氧-α-D-吡喃半乳糖苷

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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About This Item

经验公式(希尔记法):
C15H21NO6 · xH2O
CAS号:
分子量:
311.33 (anhydrous basis)
MDL號碼:
分類程式碼代碼:
12352201
PubChem物質ID:
NACRES:
NA.25

化驗

≥97% (TLC)

形狀

powder

顏色

white to off-white

mp

204-208  °C

溶解度

methanol: soluble 10 mg/mL, clear

儲存溫度

−20°C

SMILES 字串

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 密鑰

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。

其他說明

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。

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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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
Robert C De Lisle
Journal of cell science, 115(Pt 14), 2941-2952 (2002-06-26)
Packaging of proteins into regulated secretory granules is mediated by the mildly acidic pH of the trans Golgi network and immature secretory granules. This need for an acidic pH indicates that ionic interactions are important. The mouse pancreatic acinar cell
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
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
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

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