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Merck
CN

729698

(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
UNSPSC Code:
12352005
NACRES:
NA.22
PubChem Substance ID:
329764500
MDL number:
MFCD00216625
Beilstein/REAXYS Number:
4659425
Assay:
97%
Form:
crystals

Key Documents

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InChI key

SERHXTVXHNVDKA-SCSAIBSYSA-N

InChI

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

SMILES string

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

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

functional group

ester, hydroxyl

storage temp.

2-8°C

Quality Level

100

Related Categories

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
MKBG4680V

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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
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
Dayong Si et al.
Applied microbiology and biotechnology, 95(2), 431-440 (2012-03-09)
The 1,2-propanediol (1,2-PD) inducible membrane-bound L-pantoyl lactone (L-PL) dehydrogenase (LPLDH) has been isolated from Rhodococcus erythropolis AKU2103 (Kataoka et al. in Eur J Biochem 204:799, 1992). Based on the N-terminal amino acid sequence of LPLDH and the highly conserved amino
R K Airas
The Biochemical journal, 250(2), 447-451 (1988-03-01)
A pseudomonad was separated having a pantothenase that produced beta-alanine and pantoic acid. The pantothenase from an old strain, Pseudomonas fluorescens UK-1, was shown to produce beta-alanine and pantoyl lactone. The pantoic acid-producing pantothenase was characterized and compared with the
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