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Merck

31170

2-Deoxy-D-ribose

≥99.0% (TLC)

Synonym(s):

2-Deoxy-D-arabinose, 2-Deoxy-D-erythropentose, Thyminose

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About This Item

Empirical Formula (Hill Notation):
C5H10O4
CAS Number:
533-67-5
Molecular Weight:
134.13
UNSPSC Code:
12352201
NACRES:
NA.25
PubChem Substance ID:
57648512
EC Number:
208-573-0
Beilstein/REAXYS Number:
1721978
MDL number:
MFCD00135904

Key Documents

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InChI key

ASJSAQIRZKANQN-CRCLSJGQSA-N

InChI

1S/C5H10O4/c6-2-1-4(8)5(9)3-7/h2,4-5,7-9H,1,3H2/t4-,5+/m0/s1

SMILES string

OC[C@@H](O)[C@@H](O)CC=O

assay

≥99.0% (TLC)

form

solid

optical activity

[α]20/D −56±2°, 24 hr, c = 1% in H2O

impurities

<0.5% Sulphated ash

ign. residue

≤0.5% (as SO4)

loss

≤1% loss on drying, 20 °C (HV)

color

white

mp

89-90 °C (lit.)

solubility

water: 50 mg/mL, clear, colorless to faintly yellow

storage temp.

2-8°C

Quality Level

200

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Application

2-Deoxy-D-ribose is used to study processes of oxidative stress and glycation in vivo and in vitro. 2-Deoxy-D-ribose, an endothelial-cell chemoattractant and angiogenesis-inducing factor, is used to study processes of tumor angiogenesis and progression mediated at the level of thymidine phosphorylase activity.

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

31170-BULK-F: + 31170-5G-F: + 31170-1G-F: + 31170-25G-F: + 31170-VAR-F:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN2641
BCBZ3409
BCBV4136
BCBT0202
BCBQ6795V

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Kazumi Taniho et al.
Bioorganic & medicinal chemistry letters, 22(7), 2518-2521 (2012-03-02)
To elucidate the role of the sugar moiety in the two natural nucleotides of the 3'-overhang region of small interfering RNA (siRNA), we synthesized siRNAs that incorporated two abasic nucleosides, 1-deoxy-D-ribofuranose (R(H)). We improved the method for preparing an O-protected
Guillaume Mata et al.
The Journal of organic chemistry, 77(20), 9006-9017 (2012-09-15)
An efficient method for the N-2-deoxyribosylation of modified nucleobases by 2-deoxythioriboside donors is reported. In the presence of an in situ silylated nucleobase, thioglycosides can be activated with NIS/HOTf to give nucleosides in high yields and with good β-selectivity. By
Katarzyna Lamparska et al.
Nucleic acids research, 40(19), 9788-9801 (2012-08-02)
5-Aza-2'-deoxycytidine (5azaC-dR) has been employed as an inhibitor of DNA methylation, a chemotherapeutic agent, a clastogen, a mutagen, an inducer of fragile sites and a carcinogen. However, its effects are difficult to quantify because it rapidly breaks down in aqueous
Marina Rossi et al.
Physical review letters, 110(10), 107801-107801 (2013-03-26)
Concentrated solutions of ultrashort duplex-forming DNA oligomers may develop various forms of liquid crystal ordering among which is the chiral nematic phase, characterized by a macroscopic helical precession of molecular orientation. The specifics of how chirality propagates from the molecular
Jean Cadet et al.
Free radical research, 46(4), 367-381 (2012-01-24)
A broad scientific community is involved in investigations aimed at delineating the mechanisms of formation and cellular processing of oxidatively generated damage to nucleic acids. Perhaps as a consequence of this breadth of research expertise, there are nomenclature problems for
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