323624
2′,3′-二脱氧尿苷
98%
别名:
ddU
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关于此项目
经验公式（希尔记法）:
C9H12N2O4
化学文摘社编号:
分子量:
212.20
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
750592
Assay:
98%
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
SMILES string
OC[C@@H]1CC[C@@H](O1)N2C=CC(=O)NC2=O
InChI key
BTOTXLJHDSNXMW-POYBYMJQSA-N
assay
98%
optical activity
[α]20/D +34°, c = 0.4 in H2O
mp
127-129 °C (lit.)
functional group
ether, hydroxyl
Application
抗病毒和抗癌的研究工具。
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)
法规信息
新产品
此项目有
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
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
C McGuigan et al.
FEBS letters, 351(1), 11-14 (1994-08-29)
As part of our effort to deliver masked phosphates inside living cells we have discovered that certain phosphate triester derivatives of the inactive nucleoside analogue, dideoxy uridine (ddU) are inhibitors of HIV replication at microM levels. Moreover, we note that
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.
Youcef Mehellou et al.
Bioorganic & medicinal chemistry letters, 17(13), 3666-3669 (2007-05-09)
We report the synthesis of 2',3'-didehydro-2',3'-dideoxyuridine (d4U) and 2',3'-dideoxyuridine (ddU) phosphoramidate 'ProTide' derivatives and their evaluation against HIV-1 and HIV-2. In addition, we conducted molecular modeling studies on both d4U and ddU monophosphates to investigate their second phosphorylation process. The
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