Enzymatic kinetic resolution of pantolactone:relevance to chiral auxiliary chemistry

Haughton, Louise; Williams, Jonathan M. J.; Zimmermann, Jochen A

doi:10.1016/s0957-4166(00)00130-0

Cited by 20 publications

(6 citation statements)

References 8 publications

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“…, [4,5] asymmetric hydrogenation of ketopantolactone (5), [6,7] Sharpless asymmetric dihydroxylation of 6 [8] and the proposed enantioselective hydrolysis of the corresponding a-hydroxynitrile using nitrilases, [9] respectively, as key step for the introduction of chirality. (N.e.p.…”

Section: Gray Background) Other Methods Comprise the Chemical Resolumentioning

confidence: 99%

Efficient Biocatalytic Synthesis of (R)‐Pantolactone

et al. 2008

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Screening for stereoselective cyanohydrin synthesis in 96-well plates was employed in the development of an efficient, pH-stable hydroxynitrile lyase for the conversion of sterically hindered aliphatic aldehydes. Site-saturation mutagenesis (SSM) resulted in a powerful catalyst for the stereoselective conversion of hydroxypivalaldehyde and pivalaldehyde to their corresponding (R)-cyanohydrins (ee > 97%) which are used as chiral building blocks (e.g., for pantothenic acid production). Furthermore, redesigning the PaHNL5 gene and improving its expression by Pichia pastoris with the help of a new P AOX1 promoter variant and the helper protein PDI (protein disulfide isomerase) led to elevated amounts of todays most efficient biocatalyst for vitamin B 5 synthesis.

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Section: Gray Background) Other Methods Comprise the Chemical Resolumentioning

confidence: 99%

Efficient Biocatalytic Synthesis of (R)‐Pantolactone

et al. 2008

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“…The cross-linked enzyme crystal (CLEC) version of Candida cylindracea lipase (CCL) was found to be the most suitable enzyme for the resolution of racemic pantolactone [67], Fig. (16).…”

Section: Synthesis Of Natural Productsmentioning

confidence: 99%

Stereoselective Enzymatic Acylations (Transesterifications)

Chênevert¹,

Pelchat²,

Jacques

2006

COC

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“…2,11,17 -19 Acrylates as acyl donors in lipase-catalyzed transesterifications have been reported; e.g. for making starting materials for sugar-based polymers, 20,21 glycolipids, 22 pantolactone acrylate, 23 and (R)-(þ)-1-phenylethyl acrylate. 24 The efficiency of vinyl acrylate as acyl donor has been investigated.…”

Section: Introductionmentioning

confidence: 99%