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323624

2′,3′-Dideoxyuridine

Name: 2′,3′-Dideoxyuridine
Brand: ALDRICH

98%

Synonym(s):

ddU

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About This Item

Empirical Formula (Hill Notation):

C₉H₁₂N₂O₄

CAS Number:

5983-09-5

Molecular Weight:

212.20

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24859406

MDL number:

MFCD00013359

Beilstein/REAXYS Number:

750592

Assay:

98%

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Properties

assay

98%

optical activity

[α]20/D +34°, c = 0.4 in H₂O

mp

127-129 °C (lit.)

functional group

ether, hydroxyl

SMILES string

OC[C@@H]1CC[C@@H](O1)N2C=CC(=O)NC2=O

InChI

1S/C9H12N2O4/c12-5-6-1-2-8(15-6)11-4-3-7(13)10-9(11)14/h3-4,6,8,12H,1-2,5H2,(H,10,13,14)/t6-,8+/m0/s1

InChI key

BTOTXLJHDSNXMW-POYBYMJQSA-N

Description

Application

Research tool for antiviral and anticancer studies.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Potent DNA chain termination activity and selective inhibition of human immunodeficiency virus reverse transcriptase by 2',3'-dideoxyuridine-5'-triphosphate.

Z Hao et al.

Molecular pharmacology, 37(2), 157-163 (1990-02-01)

2',3'-Dideoxyuridine (ddUrd) exhibits poor if any anti-human immunodeficiency virus (HIV) activity in ATH8 and MT-4 cells. This is in agreement with the failure of ddUrd to be efficiently anabolized intracellularly to its 5'-triphosphate metabolite. However, 2',3'-dideoxyuridine-5'-triphosphate (ddUTP) proved to be

Production of 2',3'-dideoxyadenosine and 2',3'-dideoxyinosine from 2',3'-dideoxyuridine and the corresponding purine bases by resting cells of Escherichia coli AJ 2595.

H Shirae et al.

Applied and environmental microbiology, 55(2), 419-424 (1989-02-01)

A novel microbial method for the production of 2',3'-dideoxynucleosides by transdideoxyribosylation has been developed. By screening microorganisms producing 2',3'-dideoxyadenosine (DDA) from 2',3'-dideoxyuridine (DDU) and adenine, Escherichia coli AJ 2595 was selected as the best producer. Optimal pH and temperature for

Synthesis and in vitro antiviral activities of 3'-fluoro (or chloro) and 2',3'-difluoro 2',3'-dideoxynucleoside analogs against hepatitis B and C viruses.

Naveen C Srivastav et al.

Bioorganic & medicinal chemistry, 18(21), 7542-7547 (2010-09-28)

Chronic infections with hepatitis B virus (HBV) and hepatitis C virus (HCV) lead to serious liver diseases worldwide. Co-infection with HBV and HCV is very common and is associated with increased risk of liver pathogenesis, liver cancer, and liver failure.

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Global Trade Item Number

SKU	GTIN
323624-500MG	04061832913018
323624-100MG	04061832913001