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Merck
CN

08161

2-Deoxy-L-ribonic acid lithium salt

≥95.0% (TLC)

Synonym(s):

2-Deoxy-L-erythro-pentonic acid lithium salt

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About This Item

Empirical Formula (Hill Notation):
C5H10O5 · xLi+
CAS Number:
Molecular Weight:
150.13 (free acid basis)
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25
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SMILES string

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

InChI

1S/C5H10O5/c6-2-4(8)3(7)1-5(9)10/h3-4,6-8H,1-2H2,(H,9,10)/t3-,4+/m1/s1

InChI key

VBUWJOHKCBQXNU-DMTCNVIQSA-N

assay

≥95.0% (TLC)

optical activity

[α]/D -12.0±2.0°, 24 hr, c = 1 in 1 M HCl

storage temp.

2-8°C

General description

L-Enantiomer of 2-deoxyribonic acid

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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Constantine G Boojamra et al.
Bioorganic & medicinal chemistry letters, 18(3), 1120-1123 (2008-01-01)
GS-9148 (2'-Fd4AP, 4) has been identified as a nucleoside phosphonate reverse transcriptase (RT) inhibitor with activity against wild-type HIV (EC(50)=12 microM). Unlike many clinical RT inhibitors, relevant reverse transcriptase mutants (M184V, K65R, 6-TAMs) maintain a susceptibility to 2'-Fd4AP that is
Yuichi Nakajima et al.
International journal of cancer, 119(7), 1710-1716 (2006-04-29)
Thymidine phosphorylase (TP), an enzyme involved in pyrimidine metabolism, is identical with an angiogenic factor, platelet-derived endothelial cell growth factor. 2-Deoxy-D-ribose (D-dRib), the degradation product of thymidine generated by TP activity, has been suggested to be a downstream mediator of
Yuichi Nakajima et al.
Cancer research, 64(5), 1794-1801 (2004-03-05)
Thymidine phosphorylase (TP) catalyzes the reversible conversion of thymidine to thymine, thereby generating 2-deoxy-D-ribose-1-phosphate, which upon dephosphorylation forms 2-deoxy-D-ribose (D-dRib), a degradation product of thymidine. We have previously shown that D-dRib promotes angiogenesis and chemotaxis of endothelial cells and also
N S Brown et al.
British journal of cancer, 92(9), 1696-1701 (2005-04-21)
Elevated thymidine phosphorylase has been shown to correlate with increased angiogenesis and poor prognosis in many cancers including transitional cell carcinoma of the bladder. In vitro studies have demonstrated that thymidine phosphorylase activity causes cellular oxidative stress and increases secretion
Lesch-Nyhan syndrome: reduced amino acid concentrations in CSF and brain.
R A Harkness
Advances in experimental medicine and biology, 253A, 159-163 (1989-01-01)

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