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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

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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
A D Keefe et al.
Nature, 373(6516), 683-685 (1995-02-23)
The involvement of coenzyme A in many enzyme reactions suggests that it acted in this capacity very early in the development of life on Earth. Particularly relevant in this regard is its role in the activation of amino acids and
Total synthesis and antitumor activity of ZK-EPO: the first fully synthetic epothilone in clinical development.
Ulrich Klar et al.
Angewandte Chemie (International ed. in English), 45(47), 7942-7948 (2006-09-29)
Michael-Rock Goldsmith et al.
Journal of the American Chemical Society, 125(51), 15696-15697 (2003-12-18)
Dilute solutions of (R)-(-)-pantolactone in CCl4 were studied by polarimetry in conjunction with theoretical calculations of [alpha]D. Our data demonstrate that the self-association of a chiral solute results in a change in [alpha]D that can be accounted for by the
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)
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