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857297

D-(+)-Ribonic γ-lactone

97%

Synonym(s):

D(+)-Ribono-1,4-lactone

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About This Item

Empirical Formula (Hill Notation):
C5H8O5
CAS Number:
5336-08-3
Molecular Weight:
148.11
UNSPSC Code:
12352202
NACRES:
NA.22
PubChem Substance ID:
24888436
EC Number:
226-256-5
Beilstein/REAXYS Number:
82057
MDL number:
MFCD00063241
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Quality Level

200

assay

97%

form

crystals

optical activity

[α]24/D +18°, c = 1 in H2O

mp

85-87 °C (lit.)

SMILES string

OC[C@H]1OC(=O)[C@H](O)[C@@H]1O

InChI

1S/C5H8O5/c6-1-2-3(7)4(8)5(9)10-2/h2-4,6-8H,1H2/t2-,3-,4-/m1/s1

InChI key

CUOKHACJLGPRHD-BXXZVTAOSA-N

Application

Important building block for chiral acyclics, cyclopentenones, and oxabicyclic systems. Also employed in studies on nonlinear optical materials.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BCCP3921
BCCN0648
BCCM4710
BCCJ9600
BCCJ8381

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Aldrichimica Acta, 22, 49-49 (1989)
Chemistry of Materials, 5, 802-802 (1993)
Virginie Faure et al.
Biochemical and biophysical research communications, 328(4), 1188-1195 (2005-02-15)
Free radical attack on the sugar-phosphate backbone generates oxidized apurinic/apyrimidinic (AP) residues in DNA. 2'-deoxyribonolactone (dL) is a C1'-oxidized AP site damage generated by UV and gamma-irradiation, and certain anticancer drugs. If not repaired dL produces G-->A transitions in Escherichia
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Global Trade Item Number

SKUGTIN
857297-5G04061833032190