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3'-Azido-3'-deoxythymidine β-D-glucuronide (sodium salt)

(Synonyms: 氮脱氧胸苷葡糖苷酸钠盐,AZT glucuronide,Zidovudine glucuronide) 目录号 : GC10387

A zidovudine metabolite

3'-Azido-3'-deoxythymidine β-D-glucuronide (sodium salt) Chemical Structure

Cas No.:133525-01-6

规格 价格 库存 购买数量
1mg
¥832.00
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5mg
¥2,064.00
现货
10mg
¥3,527.00
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Sample solution is provided at 25 µL, 10mM.

产品文档

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产品描述

3'-Azido-3'-deoxythymidine β-D-glucuronide is the metabolite of zidovudine, a nucleoside reverse transcriptase inhibitor.

Zidovudine, an antiretroviral medication used to prevent and treat HIV, is recommended for use with other antiretroviral and may be also used to prevent mother to child spread during birth or after a needlestick injury or other potential exposure.

In vitro: 3'-Azido-3'-deoxythymidine β-D-glucuronide is a metabolite of zidovudine, formed by direct conjugation by UDP-glucuronosyltransferase 2B7. The azido group of both zidovudine and 3'-azido-3'-deoxythymidine β-D-glucuronide could be reduced to an amino group by cytochrome CYP3A, CYP2A6, or CYP2B1, forming 3’-amino-3’-deoxythymidine (AMT) and AMT glucuronide, respectively [1].

In vivo: Animal study found that zidovudine-treated rats had higher systolic blood pressure, greater heart weight and greater interventricular septum thickness. Electron microscopy revealed mitochondrial swelling in myocardiocytes in zidovudine-treated rats. Reduced response to contractile stimuli and enhanced relaxation in response to charbacol were observed in the aortic rings of zidovudine-treated rats. The aortic myocytes of zidovudine-treated rats contained apparently unaffected ultrastructural features, but light microscopy suggested their marked enlargement [2].

Clinical trial: So far, no clinical study has been conducted.

References:
[1] Walsky, R. L.,Bauman, J.N.,Bourcier, K., et al. Optimized assays for human UDP-glucuronosyltransferase (UGT) activities: altered alamethicin concentration and utility to screen for UGT inhibitors. Drug Metabolism and Disposition 40(5), 1051-1065 (2012).
[2] Ruga E, Bova S, Nussdorfer G, Mazzocchi G, Rebuffat P, Milanesi O, Cargnelli G.  Zidovudine-induced alterations in the heart and vascular smooth muscle of the rat. Cardiovasc Res. 2003 Oct 15;60(1):147-55.

Chemical Properties

Cas No. 133525-01-6 SDF
别名 氮脱氧胸苷葡糖苷酸钠盐,AZT glucuronide,Zidovudine glucuronide
化学名 3'-azido-3'-deoxy-5'-O-β-D-glucopyranuronosyl-thymidine, monosodium salt
Canonical SMILES O=C([O-])[C@@H](O1)[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1OC[C@@H]2[C@@H](N=[N+]=[N-])C[C@H](N3C=C(C)C(NC3=O)=O)O2.[Na+]
分子式 C16H20N5O10 • Na 分子量 465.4
溶解度 ≤0.5mg/ml in DMSO 储存条件 Store at 2-8°C
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储备液的保存方式和期限:-80°C 储存时,请在 6 个月内使用,-20°C 储存时,请在 1 个月内使用。
为了提高溶解度,请将管子加热至37℃,然后在超声波浴中震荡一段时间。
Shipping Condition 评估样品解决方案:配备蓝冰进行发货。所有其他可用尺寸:配备RT,或根据请求配备蓝冰。

溶解性数据

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1 mg 5 mg 10 mg
1 mM 2.1487 mL 10.7434 mL 21.4869 mL
5 mM 0.4297 mL 2.1487 mL 4.2974 mL
10 mM 0.2149 mL 1.0743 mL 2.1487 mL
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