| Identification | Back Directory | [Name]
7-DEAZA-2'-DEOXYGUANOSINE | [CAS]
86392-75-8 | [Synonyms]
7-Deaza-2'-dG
7-deaza-2´
7-DEAZA-2'-DEOXYGUANOSINE
7-DEAZE-2'-Deoxyguanosine
7-Deaza-2'-deoxy-D-guanosine
7-DEAZA-2'-DEOXYGUANOSINE USP/EP/BP
1,4-dichloro-2-methyl-5-propan-2-ylbenzene
2-Amino-7-(2-deoxy--D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one
7-DEAZA-2''-DEOXYGUANOSINE, HPLC PURIFIED, 98% PURE WITH HPLC UV CHROMATOGRAM
2-Amino-7-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrrolo[2,3-d]pyrimidin-4-one
4H-Pyrrolo[2,3-d]pyrimidin-4-one,2-amino-7-(2-deoxy-b-D-erythro-pentofuranosyl)-1,7-dihydro-
4H-Pyrrolo[2,3-d]pyrimidin-4-one, 2-amino-7-(2-deoxy-β-D-erythro-pentofuranosyl)-1,7-dihydro-
2-Amino-7-(2-deoxy-beta-D-erythro-pentofuranosyl)-1,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
7-Deaza-2’-deoxyguanosine,2-Amino-7-(2-deoxy-b-D-ribofuranosyl)-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-one
2-Amino-7-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-1H-pyrrolo[2,3-d]pyrimidin-4(7H)-one | [EINECS(EC#)]
500-100-4 | [Molecular Formula]
C11H14N4O4 | [MDL Number]
MFCD00672278 | [MOL File]
86392-75-8.mol | [Molecular Weight]
266.25 |
| Chemical Properties | Back Directory | [Melting point ]
262-265 °C | [density ]
1.90±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Store in freezer, under -20°C | [pka]
11.29±0.20(Predicted) | [Appearance]
White to off-white Solid | [Crystal Structure]
Orthorhombic, colorless needles | [Space group]
P2₁2₁2₁ | [Lattice constant]
a = 5.4146(12) Å, b = 10.969(2) Å, c = 19.968(4) Å, V = 1185.9(4) ų, Z = 4 | [InChI]
InChI=1/C11H14N4O4/c12-11-13-9-5(10(18)14-11)1-2-15(9)8-3-6(17)7(4-16)19-8/h1-2,6-8,16-17H,3-4H2,(H3,12,13,14,18)/t6-,7+,8+/s3 | [InChIKey]
PFCLMNDDPTZJHQ-JUCUSOLINA-N | [SMILES]
N1(C=CC2C(=O)NC(N)=NC1=2)[C@H]1C[C@H](O)[C@@H](CO)O1 |&1:11,13,15,r| |
| Hazard Information | Back Directory | [Description]
7-Deaza-2'-deoxyguanosine is one of the most widely used modified nucleosides in the fields of chemistry, molecular biology and nanotechnology. It is known for its applications in the form of its 5'-triphosphate in Sanger DNA sequencing. As 7-deaza-2'-deoxyguanosine cannot form dG-tetramers, band compression in gel electrophoresis is reduced. Furthermore, replacing 2′-deoxyguanosine with 7-deaza-2′-deoxyguanosine enhances the sensitivity of MALDI-TOF (matrix-assisted laser desorption time-of-flight) mass spectrometry analysis of DNA fragments[1].
| [Definition]
ChEBI: 7-Deaza-2'-deoxyguanosine is a pyrrolopyrimidine. | [Synthesis]
7-DEAZA-2'-DEOXYGUANOSINE was synthesized from 7‑(2‑deoxy‑β‑D‑erythro‑pentofuranosyl)‑4‑methoxy‑7H‑pyrrolo[2,3‑d]pyrimidin‑2‑amine according to the method of Winkeler & Seela (1983)[1]. | [References]
[1] Frank Seela, Henning E., Khalil I. Shaikh. (2005). 7-Deaza-2’-deoxyguanosine. Acta Crystallographica. Section C, Crystal Structure Communications, 61 Pt 3, o151-3. https://doi.org/10.1107/S0108270105000971 |
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