Home>>N-5-Carboxypentyl-1-deoxynojirimycin

N-5-Carboxypentyl-1-deoxynojirimycin Sale

(Synonyms: N-5-Carboxypentyl-1-DNJ, N-5-Carboxypentyl-1-dNM) 目录号 : GC44289

A ligand for glucosidase purification

N-5-Carboxypentyl-1-deoxynojirimycin Chemical Structure

Cas No.:79206-51-2

规格 价格 库存 购买数量
1mg
¥925.00
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5mg
¥4,162.00
现货
10mg
¥7,401.00
现货

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Sample solution is provided at 25 µL, 10mM.

产品文档

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产品描述

1-Deoxynojirimycin is a glucose analog that potently inhibits α-glucosidase I and II. N-5-Carboxypentyl-1-deoxynojirimycin is a ligand used for the purification of glucosidase I and II. The carboxypentyl groups allows linkage of the inhibitor with resins for affinity chromatography. N-5-Carboxypentyl-1-deoxynojirimycin is at least as potent an inhibitor of glucosidase as 1-deoxynojirimycin (Kis = 0.45 and 2.1 µM, respectively, for pig liver glucosidase I).

Chemical Properties

Cas No. 79206-51-2 SDF
别名 N-5-Carboxypentyl-1-DNJ, N-5-Carboxypentyl-1-dNM
Canonical SMILES O[C@H]1[C@H](O)[C@@H](CO)N(CCCCCC(O)=O)C[C@@H]1O
分子式 C12H23NO6 分子量 277.3
溶解度 Soluble in DMSO 储存条件 Store at -20°C
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溶解性数据

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1 mg 5 mg 10 mg
1 mM 3.6062 mL 18.031 mL 36.062 mL
5 mM 0.7212 mL 3.6062 mL 7.2124 mL
10 mM 0.3606 mL 1.8031 mL 3.6062 mL
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Research Update

Castanospermine analogues: their inhibition of glycoprotein processing alpha-glucosidases from porcine kidney and B16F10 cells

Glycobiology 1995 Feb;5(1):147-52.PMID:7772863DOI:10.1093/glycob/5.1.147.

We have used a simple and efficient procedure for the synthesis of N-5-Carboxypentyl-1-deoxynojirimycin, an affinity ligand for alpha-glucosidase I (Bernotas, R. C. and Ganem, B., Biochem. J., 270, 539-540, 1990). The affinity gel was used to purify alpha-glucosidase I in one step from crude extract. In subsequent steps, partially purified alpha-glucosidase II was obtained. We have synthesized several analogues of castanospermine and studied their inhibition of alpha-glucosidase I in vitro using purified alpha-glucosidase I and in vivo in cultured B16F10 cells. Although the castanospermine analogues were significantly less active against the purified enzyme (IC50 approximately 1-23 micrograms/ml) as compared to castanospermine (IC50 = 0.02 microgram/ml), several compounds had up to 30-fold higher activity than castanospermine against alpha-glucosidase I in B16F10 cells, based on the accumulation of G3M7-9N2 oligosaccharide-containing glycoproteins. These results suggest that these analogues with lipophilic side chains cross the membrane barrier more efficiently than castanospermine. Once inside the cell, they may be converted to their active metabolite, castanospermine, by cellular esterases to give enzyme inhibition.