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729698

Sigma-Aldrich

(S)-(+)-Pantolactone

97%

Synonym(s):

(S)-(+)-α-Hydroxy-β,β-dimethyl-γ-butyrolactone, (S)-(+)-β,β-Dimethyl-α-hydroxy-γ-butyrolactone, (S)-Dihydro-3-hydroxy-4,4-dimethyl-2(3H)-furanone, L-Pantolactone

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About This Item

Empirical Formula (Hill Notation):
C6H10O3
CAS Number:
5405-40-3
Molecular Weight:
130.14
Beilstein:
4659425
MDL number:
MFCD00216625
UNSPSC Code:
12352005
PubChem Substance ID:
329764500
NACRES:
NA.22

Assay

97%

form

crystals

optical activity

[α]22/D +50.0°, c = 0.5 in H2O

bp

120-122 °C/15 mmHg (lit.)

mp

89-93 °C

storage temp.

2-8°C

SMILES string

CC1(C)COC(=O)[C@H]1O

InChI

1S/C6H10O3/c1-6(2)3-9-5(8)4(6)7/h4,7H,3H2,1-2H3/t4-/m1/s1

InChI key

SERHXTVXHNVDKA-SCSAIBSYSA-N

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Related Categories

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Optical resolution of pantolactone by a novel fungal enzyme, lactonohydrolase.
S Shimizu et al.
Annals of the New York Academy of Sciences, 799, 650-658 (1996-10-12)
A G Moĭseenok et al.
Voprosy meditsinskoi khimii, 30(1), 126-128 (1984-01-01)
A gas chromatographic procedure is described for quantitative estimation of alpha-hydroxy-beta 1 beta-dimethyl-gamma-butyrolactone (pantolactone). The chromatography was carried out using "LHM-8MD" apparatus equipped with a flame ionization detector. Columns with chromaton N-AW modified by 5% silicone XE-60 were used, helium
Keiji Sakamoto et al.
Journal of biotechnology, 118(1), 99-106 (2005-06-07)
We developed an enzymatic resolution system for DL-pantoyl lactone that uses immobilized mycelia of Fusarium oxysporum, which produce a lactone-hydrolyzing enzyme (lactonase). The lactonase catalyzes the stereospecific hydrolysis of D-pantoyl lactone. One hundred eighty repeated batch reactions (total reaction time
Dayong Si et al.
Applied and environmental microbiology, 78(22), 7923-7930 (2012-09-04)
The L-pantoyl lactone (L-PL) dehydrogenase (LPLDH) gene (lpldh) has been cloned from Rhodococcus erythropolis AKU2103, and addition of 1,2-propanediol (1,2-PD) was shown to be required for lpldh expression in this strain. In this study, based on an exploration of the
Zhiqiang Liu et al.
Journal of agricultural and food chemistry, 54(16), 5823-5830 (2006-08-03)
D-Pantonohydrolase has attracted increasing attention as a biocatalyst for stereospecific production of D-pantoic acid. The Fusarium moniliforme D-pantonohydrolase was selected for directed evolution through error-prone Polymerase Chain Reaction (PCR) combined with DNA shuffling for improved activity and pH stability using
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