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Sigma-Aldrich

(R)-Pantoic acid sodium salt

≥95% (GC)

Synonym(s):

(2R)-2,4-Dihydroxy-3,3-dimethylbutanoic acid monosodium salt, (R)-2,4-Dihydroxy-3,3-dimethylbutyric acid sodium salt, Sodium (R)-pantoate, Sodium D-pantoate

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About This Item

Empirical Formula (Hill Notation):
C6H11NaO4
CAS Number:
60979-68-2
Molecular Weight:
170.14
Beilstein:
6119584
UNSPSC Code:
12352106
NACRES:
NA.25

Quality Level

100

Assay

≥95% (GC)

optical activity

[α]/D 8.0±1.0°, c = 1 in H2O

storage temp.

−20°C

InChI

1S/C6H12O4.Na/c1-6(2,3-7)4(8)5(9)10;/h4,7-8H,3H2,1-2H3,(H,9,10);/q;+1/p-1/t4-;/m0./s1

InChI key

XTIMSSMEPPKSQD-WCCKRBBISA-M

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Biochem/physiol Actions

(R)-Pantoic acid is an intermediate in the phosphopantothenate biosynthesis pathway for the de novo synthesis of R-pantothenate (vitamin B5) from valine in plants and microorganisms.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Hiroya Tomita et al.
Journal of bacteriology, 194(19), 5434-5443 (2012-08-07)
Although bacteria and eukaryotes share a pathway for coenzyme A (CoA) biosynthesis, we previously clarified that most archaea utilize a distinct pathway for the conversion of pantoate to 4'-phosphopantothenate. Whereas bacteria/eukaryotes use pantothenate synthetase and pantothenate kinase (PanK), the hyperthermophilic
13C-NMR and 1H-1H NOEs of Coenzyme A: conformation of the pantoic acid moiety.
Dordine, R.L., et al.
Bioorganic Chemistry, 23, 169-181 (1995)
Dayong Si et al.
Applied microbiology and biotechnology, 93(4), 1619-1625 (2011-11-16)
Ketopantoic acid (KPA) reductase catalyzes the stereospecific reduction of ketopantoic acid to D-pantoic acid. Based on the N-terminal amino acid sequence of KPA reductase from Stenotrophomonas maltophilia 845, the KPA reductase gene was cloned from S. maltophilia NBRC14161 and sequenced.
Michael Rothmann et al.
Journal of the American Chemical Society, 135(16), 5962-5965 (2013-04-05)
Pantetheine and its corresponding disulfide pantethine play a key role in metabolism as building blocks of coenzyme A (CoA), an essential cofactor utilized in ~4% of primary metabolism and central to fatty acid, polyketide, and nonribosomal peptide synthases. Using a
Analysis of stereochemistry of enzymically formed pantoyl lactone or pantoic acid by gas chromatography and circular dichroism.
D R Wilken et al.
Analytical biochemistry, 112(1), 9-16 (1981-03-15)

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