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Merck
CN

C8276

Sigma-Aldrich

6-氯嘌呤核苷

别名:

6-氯嘌呤-9-β-D-呋喃核糖苷

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关于此项目

经验公式(希尔记法):
C10H11ClN4O4
化学文摘社编号:
分子量:
286.67
Beilstein:
40573
EC 号:
MDL编号:
UNSPSC代码:
41106305
PubChem化学物质编号:
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方案

≥98% (HPLC)

表单

powder

mp

158-162 °C (dec.) (lit.)

溶解性

DMF: 49-51 mg/mL, clear, colorless to faintly yellow

储存温度

−20°C

SMILES字符串

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(Cl)ncnc23

InChI

1S/C10H11ClN4O4/c11-8-5-9(13-2-12-8)15(3-14-5)10-7(18)6(17)4(1-16)19-10/h2-4,6-7,10,16-18H,1H2/t4-,6-,7-,10-/m1/s1

InChI key

XHRJGHCQQPETRH-KQYNXXCUSA-N

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应用

6-Chloropurine riboside is used to study the kinetics and substrate specificity of adenosine deaminase. 6-Chloropurine riboside is benzoylated to facilitate synthesis of nucleoside derivatives such as 9-(2,3-Di-deoxy-2-fluoro-β-D-threo-pentofuranosyl)adenine. 6-Chloropurine riboside, especially after phosphorylation to NMP, NDP or NTP, is used as a purine substrate analogue in studies with enzymes such as Inosine monophosphate dehydrogenase (IMPDH); bacteriophage T4 RNA-ligase (EC 6.5.1.3) and pancreatic fibonuclease A.

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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B A Iuodka et al.
Biokhimiia (Moscow, Russia), 58(6), 857-865 (1993-06-01)
The NTP binding site of bacteriophage T4 RNA-ligase (EC 6.5.1.3) was studied using several ATP analogs modified in the purine moiety of the nucleotide at positions 1, 2, 6 and 8: adenosine-N'-oxide 5'-triphosphate (I), 6-chloropurine riboside 5'-triphosphate (II), 6-mercaptopurine riboside
R M Richardson et al.
Biochimica et biophysica acta, 953(1), 70-78 (1988-03-02)
When the reaction of bovine pancreatic ribonuclease A with 6-chloropurine riboside 5'-monophosphate was carried out in the presence of several natural mononucleotides, a decrease of 25-75% was found in the amount of the reaction product derivative II (the main product
J Alonso et al.
Archives of biochemistry and biophysics, 246(2), 681-689 (1986-05-01)
The chemical modification of bovine pancreatic ribonuclease A by 6-chloropurine riboside was studied to obtain information about the role of the purine nucleoside moiety of the ribonucleic acid in the enzyme-substrate interaction. The residues involved in the reaction were identified
Cintia W Rivero et al.
Bioorganic & medicinal chemistry letters, 22(19), 6059-6062 (2012-09-11)
This work describes the application of thermophilic microorganisms for obtaining 6-halogenated purine nucleosides. Biosynthesis of 6-chloropurine-2'-deoxyriboside and 6-chloropurine riboside was achieved by Geobacillus stearothermophilus CECT 43 with a conversion of 90% and 68%, respectively. Furthermore, the selected microorganism was satisfactorily
K Katoh et al.
Nucleic acids symposium series, (34)(34), 155-156 (1995-01-01)
Reaction of the lithiated species of 9-(2,3,5-tris-O-tert-butyldimethylsilyl-beta-D-ribofuranosyl)-6-chloropu rine with Me3SiCl or Bu3SnCl was found to furnish the corresponding C-2 substituted product, as a result of silyl or stannyl migration from C-8 to C-2 position.

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