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Merck
CN

150649

Sigma-Aldrich

5-溴胞嘧啶

99%

别名:

4-氨基-5-溴-2-羟基嘧啶

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About This Item

经验公式(希尔记法):
C4H4BrN3O
CAS号:
分子量:
190.00
Beilstein:
127286
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

检测方案

99%

形式

solid

mp

240-243 °C (dec.) (lit.)

SMILES字符串

NC1=NC(=O)NC=C1Br

InChI

1S/C4H4BrN3O/c5-2-1-7-4(9)8-3(2)6/h1H,(H3,6,7,8,9)

InChI key

QFVKLKDEXOWFSL-UHFFFAOYSA-N

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一般描述

5-Bromocytosine derivative (β isomer) is a potent anti-HIV agent.

应用

5-Bromocytosine was used in the synthesis of five cross-link products- C[5-N6]A, C[5-2]A, C[5-8]A, A[2-5]C, and A[8-5]C, under both aerobic and anaerobic conditions.

象形图

CorrosionExclamation mark

警示用语:

Danger

危险分类

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

靶器官

Respiratory system

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

法规信息

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L S Jeong et al.
Journal of medicinal chemistry, 36(18), 2627-2638 (1993-09-03)
The beta-D-(2S,5R)- and alpha-D-(2S,5S)-1,3-oxathiolanylpyrimidine and -purine nucleosides with natural nucleoside configuration were synthesized and evaluated against HIV-1 in human peripheral blood mononuclear (PBM) cells. The key intermediate 14, which was utilized for the synthesis of various nucleosides, was synthesized from
M Liu et al.
Journal of biomolecular structure & dynamics, 15(5), 895-903 (1998-06-10)
Three triplex DNAs containing 5-bromocytosine[BrC] were studied by vibrational spectroscopy and molecular modelling. Firstly, three oligodeoxypyrimidines of 5'-(TC)3-T4-(BrCT)3 [CBrC], 5'-(TBrC)3-T4-(CT)3 [BrCC] and 5'-(TBrC)3-T4-(BrCT)3 [BrCBrC] were synthesized and then reacted with an oligodeoxypurine of 5'-(AG)3 at pH=4.5 in phosphate buffer respectively
L Yang et al.
Biophysical chemistry, 76(1), 25-34 (1999-02-24)
Three triple-helical hairpin DNAs with substitution of 5-bromocytosine for cytosine in different strands have been investigated by molecular mechanics and Raman spectroscopy. The stability of the three substituted triplexes were compared with the corresponding unsubstituted triplex DNA by the molecular
D B Tippin et al.
Journal of molecular biology, 267(5), 1171-1185 (1997-04-18)
The A-DNA decamer d(CCGGGCCm5CGG) crystallizes in the presence of spermine in three polymorphic forms and with one duplex in the asymmetric unit: hexagonal (P6(1)), unit cell of 55.0 A x 55.0 A x 45.9 A; orthorhombic (P2(1)2(1)2(1)), unit cell of
Yu Zeng et al.
Journal of the American Chemical Society, 126(21), 6552-6553 (2004-05-27)
Pyrex-filtered UV light irradiation of d(BrCG) and 5-bromocytosine-containing duplex DNA leads to facile formation of a cross-link lesion between the C5 carbon atom of cytosine and the C8 carbon atom of its adjacent guanine. A similar cross-link lesion has been

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