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729698

(S)-(+)-Pantolactone

Name: (<I>S</I>)-(+)-Pantolactone
Brand: ALDRICH

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

Quality Level

100

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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Chiral Catalysts & Ligands

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Pictograms

GHS05

Signal Word

Danger

Hazard Statements

H318

Precautionary Statements

P280 - P305 + P351 + P338

Hazard Classifications

Eye Dam. 1

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Optical rotation of noncovalent aggregates.

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

Directed evolution and characterization of a novel D-pantonohydrolase from Fusarium moniliforme.

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

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)

A possible prebiotic synthesis of pantetheine, a precursor to coenzyme A.

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

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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