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68387

Sigma-Aldrich

L-Threono-1,4-lactone

≥95.0% (GC)

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Synonym(s):
(3R,4S)-3,4-Dihydroxydihydrofuran-2(3H)-one, L-Threonic acid γ-lactone, L-Threonolactone
Empirical Formula (Hill Notation):
C4H6O4
CAS Number:
Molecular Weight:
118.09
Beilstein:
81074
MDL number:
UNSPSC Code:
12352201
PubChem Substance ID:
NACRES:
NA.25

Assay

≥95.0% (GC)

form

solid

optical activity

[α]/D 29.5±3.5°, c = 1 in H2O

SMILES string

O[C@@H](CO1)[C@@H](O)C1=O

InChI

1S/C4H6O4/c5-2-1-8-4(7)3(2)6/h2-3,5-6H,1H2/t2-,3+/m0/s1

InChI key

SGMJBNSHAZVGMC-STHAYSLISA-N

Other Notes

To gain a comprehensive understanding of our extensive range of Monosaccharides for your research, we encourage you to visit our Carbohydrates Category page.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Alkaline and smith degradation of oxidized dermatan sulphate-chondroitin sulphate copolymers.
L A Fransson et al.
Carbohydrate research, 36(2), 349-358 (1974-09-01)
J P Helsper et al.
Plant physiology, 69(6), 1365-1368 (1982-06-01)
l-Threonic acid is a natural constituent in leaves of Pelargonium crispum (L.) L'Hér (lemon geranium) and Rumex x acutus L. (sorrel). In both species, l-[(14)C]threonate is formed after feeding l-[U-(14)C]ascorbic acid to detached leaves. R. acutus leaves labeled with l-[4-(3)H]-
L Salmon et al.
Carbohydrate research, 335(3), 195-204 (2001-10-02)
Hydroxamic acids derived from aldonic acids, namely aldonohydroxamic acids, have become an increasingly important class of inhibitors of enzymes involved in the metabolism of carbohydrates. We now report the straightforward preparation of various types of aldonohydroxamic acids by a new
Daniel Stettin et al.
Metabolites, 10(4) (2020-04-09)
The development of improved mass spectrometers and supporting computational tools is expected to enable the rapid annotation of whole metabolomes. Essential for the progress is the identification of strengths and weaknesses of novel instrumentation in direct comparison to previous instruments.
Eric L Wise et al.
Biochemistry, 42(42), 12133-12142 (2003-10-22)
3-Keto-L-gulonate 6-phosphate decarboxylase (KGPDC) and orotidine 5'-phosphate decarboxylase (OMPDC) are members of an enzyme suprafamily, the OMPDC suprafamily, because they are homologous enzymes that catalyze mechanistically distinct reactions using different substrates. KGPDC catalyzes the Mg(2+) ion-dependent decarboxylation of 3-keto-L-gulonate 6-phosphate

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