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39133

Sigma-Aldrich

D-Erythrono-1,4-lactone

≥95.0% (GC)

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Synonym(s):
D-Erythronic acid γ-lactone, (3R-cis) (−)-Dihydro-3,4-dihydroxy-2(3H)-furanone, D-Erythronolactone
Empirical Formula (Hill Notation):
C4H6O4
CAS Number:
15667-21-7
Molecular Weight:
118.09
Beilstein:
81073
MDL number:
MFCD00077763
PubChem Substance ID:
329755823
NACRES:
NA.25

Assay

≥95.0% (GC)

optical activity

[α]/D -71.0±3.0°, c = 1 in H2O

mp

100-102 °C (lit.)

SMILES string

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

InChI

1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3-/m1/s1

InChI key

SGMJBNSHAZVGMC-PWNYCUMCSA-N

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Synthesis of ?-Substituted 3-Ulosonic Acids from Aldonolactones.
Csuk, R., et al.
Tetrahedron, 59, 7887-7895 (2003)
Carbon-branched carbohydrate chirons: practical access to both enantiomers of 2-C-methyl-ribono-1,4-lactone and 2-C-methyl-arabinonolactone.
Booth, K. V., et al.
Tetrahedron Asymmetry, 20, 2357-2367 (2009)
Biosynthesis of Vitamin B6: Origin of Pyridoxine by the Union of Two Acyclic Precursors, 1-Deoxy-D-xylulose and 4-Hydroxy-L-threonine.
Kennedy, I.A., et al.
Journal of the American Chemical Society, 117, 1661-1662 (1995)
Rebecca S Treger et al.
Immunity, 50(2), 334-347 (2019-02-03)
Elevated endogenous retrovirus (ERV) transcription and anti-ERV antibody reactivity are implicated in lupus pathogenesis. Overproduction of non-ecotropic ERV (NEERV) envelope glycoprotein gp70 and resultant nephritis occur in lupus-prone mice, but whether NEERV mis-expression contributes to lupus etiology is unclear. Here
Yuanyuan Li et al.
Genome biology, 19(1), 18-18 (2018-02-10)
Previous studies showed that the majority of developmental genes are devoid of DNA methylation at promoters even when they are repressed. Such hypomethylated regions at developmental genes are unusually large and extend well beyond proximal promoters, forming DNA methylation valleys
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