30957
2-Deoxy-D-ribono-1,4-lactone
≥95% (GC)
Synonym(s):
(4S,5R)-4-Hydroxy-5-(hydroxymethyl)dihydrofuran-2(3H)-one, 2-Deoxy-D-ribonic acid γ-lactone
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About This Item
Empirical Formula (Hill Notation):
C5H8O4
CAS Number:
Molecular Weight:
132.11
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
81260
InChI
1S/C5H8O4/c6-2-4-3(7)1-5(8)9-4/h3-4,6-7H,1-2H2/t3-,4+/m0/s1
SMILES string
O[C@H]1CC(O[C@@H]1CO)=O
InChI key
YIXDEYPPAGPYDP-IUYQGCFVSA-N
assay
≥95% (GC)
optical activity
[α]/D 19.0±2.5°, c = 1 in H2O
suitability
conforms to structure for Proton NMR spectrum
storage temp.
−20°C
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Water-soluble constituents of fennel. IX. Glucides and nucleosides.
Kitajima, J., et al.
Chemical & Pharmaceutical Bulletin, 47, 988-992 (1999)
Haidong Huang et al.
The Journal of organic chemistry, 73(7), 2695-2703 (2008-03-08)
DNA damage results in the formation of abasic sites from the formal hydrolysis of the glycosidic bond (AP) and several oxidized abasic lesions. Previous studies on AP sites revealed that DNA polymerases preferentially incorporated dA opposite them in approximately 80%
Haidong Huang et al.
Journal of the American Chemical Society, 130(19), 6080-6081 (2008-04-17)
The ability of DNA polymerases to maintain the integrity of the genome even after it has been structurally altered is vital. There is considerable interest in determining the structural properties of the DNA template that polymerases recognize when determining which
Bruce Demple et al.
DNA repair, 4(12), 1442-1449 (2005-10-04)
Many oxidative DNA lesions are handled well by base excision repair (BER), but some types may be problematic. Recent work indicates that 2-deoxyribonolactone (dL) is such a lesion by forming stable, covalent cross-links between the abasic residue and DNA repair
2-Deoxyribonolactone lesions in X-ray-irradiated DNA: quantitative determination by catalytic 5-methylene-2-furanone release.
Marina Roginskaya et al.
Angewandte Chemie (International ed. in English), 44(38), 6210-6213 (2005-09-02)
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