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Merck
CN

B4894

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)
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352201
MDL number:
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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

SMILES string

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

InChI key

SKOZFDIGKDPQBO-QMIVOQANSA-N

assay

≥97% (TLC)

form

powder

color

white to off-white

mp

204-208  °C

solubility

methanol: soluble 10 mg/mL, clear

storage temp.

−20°C

Quality Level

Biochem/physiol Actions

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。

Other Notes

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存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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Li Lu et al.
Ai zheng = Aizheng = Chinese journal of cancer, 23(11), 1294-1296 (2004-11-04)
Recent researches found that an abundant production of mucin protein well correlates with tumor cell metastasis. This study was to investigate inhibitory effect of benzyl-alpha-GalNAc on production of mucin 1 (MUC1), and on adhesion and invasion of breast cancer cell
Allison K Rodgers et al.
Fertility and sterility, 95(2), 823-825 (2010-10-26)
The attachment of endometrial epithelial cells (EECs) and endometrial stromal cells (ESCs) to peritoneal mesothelial cells (PMCs) with and without inhibition of N- and O-linked glycosylation, the viability of EECs and ESCs, and the expression of CD44 surface density were
Halina Porowska et al.
International journal of molecular medicine, 13(3), 459-464 (2004-02-10)
We have studied how benzyl-N-acetyl-alpha-D-galactosaminide, O-glycosylation inhibitor, affects the polymorphism and shedding of membrane-bound MUC1 mucin, and change in adhesive properties of cancer cells. In endometrial adenocarcinoma cells (Ishikawa line), high molecular weight MUC1 mucin was shed from cellular membrane
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
Mika Sumiyoshi et al.
Investigative ophthalmology & visual science, 49(1), 197-203 (2008-01-04)
Prolonged contact of opposite mucosal surfaces, which occurs on the ocular surface, oral cavity, reproductive tract, and gut, requires a specialized apical cell surface that prevents adhesion. The purpose of this study was to evaluate the contribution of mucin O-glycans

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