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D5899

Sigma-Aldrich

2-Deoxy-D-ribose

BioReagent, suitable for cell culture

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
Beilstein:
1721978
EC Number:
208-573-0
MDL number:
MFCD00135904
UNSPSC Code:
12352201
PubChem Substance ID:
24893979
NACRES:
NA.75

biological source

synthetic (organic)

Quality Level

200

product line

BioReagent

Assay

≥99% (GC)

form

powder

technique(s)

cell culture | mammalian: suitable

mp

89-90 °C (lit.)

solubility

water: 100 mg/mL, clear to slightly hazy, colorless to light yellow

storage temp.

2-8°C

SMILES string

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

InChI

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

InChI key

ASJSAQIRZKANQN-CRCLSJGQSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
N S Brown et al.
The Biochemical journal, 334 ( Pt 1), 1-8 (1998-08-07)
Angiogenesis is the term used to describe the formation of new blood vessels from the existing vasculature. In order to attract new vessels, a tissue must release an endothelial-cell chemoattractant. 2-Deoxy-D-ribose is produced in vivo by the catalytic action of
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
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
Tymofii Yu Nikolaienko et al.
Physical chemistry chemical physics : PCCP, 14(44), 15554-15561 (2012-10-18)
Relaxed force constants (RFC) and vibrational root-mean-square (VRMS) deviations are used for comparative characterization of mechanical properties of canonical 2'-deoxyribonucleosides (2DRs) and 1,2-dideoxyribose molecule, their model sugar residue. It has been shown that RFC and VRMS should be preferred over
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