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C8276

6-Chloropurine riboside

Name: 6-Chloropurine riboside
Brand: SIGMA

Sinónimos:

6-Chloropurine-9-β-D-ribofuranoside

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Fórmula empírica (notación de Hill):

C₁₀H₁₁ClN₄O₄

Número CAS:

5399-87-1

Peso molecular:

286.67

EC Number:

226-438-4

UNSPSC Code:

41106305

PubChem Substance ID:

24893040

Beilstein/REAXYS Number:

40573

MDL number:

MFCD00005738

Assay:

≥98% (HPLC)

Form:

powder

Solubility:

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

Storage temp.:

−20°C

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Propiedades

assay

≥98% (HPLC)

form

powder

mp

158-162 °C (dec.) (lit.)

solubility

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

storage temp.

−20°C

SMILES string

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

Descripción

Application

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.

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Clase de almacenamiento

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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Certificados de análisis (COA)

Lot/Batch Number

0000480511

0000462247

0000104204

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Purification and characterization of intestinal adenosine deaminase from mice.

L S Singh et al.

Molecular and cellular biochemistry, 204(1-2), 127-134 (2000-03-16)

Adenosine deaminase (ADA) was isolated from small intestine of mice and purified to utmost homogeneity. SDS-PAGE of purified ADA gave a molecular weight of 41 kDa. Western blot analyses gave a single reactive band at 41 kDa and the other

[Substrate specificity of T4 RNA-ligase: the role of a purine nucleotide base in forming a covalent AMP-RNA-ligase complex].

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

Nucleotide binding and affinity labelling support the existence of the phosphate-binding subsite p2 in bovine pancreatic ribonuclease A.

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