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:
Molecular Weight:
148.11
Beilstein:
82057
EC Number:
MDL number:
UNSPSC Code:
12352202
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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
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Application
Important building block for chiral acyclics, cyclopentenones, and oxabicyclic systems. Also employed in studies on nonlinear optical materials.
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
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Aldrichimica Acta, 22, 49-49 (1989)
Chemistry of Materials, 5, 802-802 (1993)
Jan-Moritz Sutter et al.
FEMS microbiology letters, 364(13) (2017-09-01)
Haloferax volcanii degrades the pentoses D-xylose and L-arabinose via an oxidative pathway to α-ketoglutarate as an intermediate. The initial dehydrogenases of the pathway, D-xylose dehydrogenase (XDH) and L-arabinose dehydrogenase (L-AraDH) catalyze the NADP+ dependent D-xylose and L-arabinose oxidation. It is
P C Raveendranath et al.
Carbohydrate research, 253, 207-223 (1994-02-03)
A series of 3-C-alkyl- (and 3-C-phenyl-) 2,3-dideoxy-D-erythro-pentono-1,4-lactones, compounds which are important in the synthesis of modified nucleosides and antibiotic sugars, were synthesized from D-ribonolactone. By a route that proceeded via 5-O-protected D-ribonolactone, 5-O-protected 2,3-dideoxy-D-glycero-pent-2-enono-1,4-lactones were synthesized and reacted with R2CuLi
High resolution gas chromatographic/real-time high resolution mass spectrometric identification of organic acids in human urine.
S Lewis et al.
Analytical chemistry, 51(8), 1275-1285 (1979-07-01)
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