Unexpectedly enhanced stereoselectivity of peroxidase-catalyzed sulfoxidation in branched alcohols

Biotechnology and Bioengineering

Volumn 79, Issue 1, 2002, Pages 105-111

  Xie, Yuchun ^a   Das, Prasanta Kumar ^a   Caaveiro, Jose M M ^a   Klibanov, Alexander M ^a  

^a MASSACHUSETTS INSTITUTE OF TECHNOLOGY   (United States)

Author keywords

Excipients; Lyophilization; Lyoprotectants; Peroxidase; Stereoselectivity; Sulfoxidation

Indexed keywords

ALCOHOLS; CRYSTAL STRUCTURE; ENZYMES; MOLECULAR DYNAMICS; ORGANIC SOLVENTS; X RAY ANALYSIS;

SULFOXIDATION;

STEREOCHEMISTRY;

ALCOHOL; ANISOLE; HORSERADISH PEROXIDASE; PEROXIDASE; SULFOXIDE; THIOL GROUP;

ARTICLE; CATALYSIS; CRYSTAL STRUCTURE; ENZYME SUBSTRATE COMPLEX; FREEZE DRYING; MOLECULAR DYNAMICS; STEREOCHEMISTRY;

ALCOHOLS; CATALYSIS; COMPUTER SIMULATION; HORSERADISH PEROXIDASE; MODELS, CHEMICAL; MODELS, MOLECULAR; OXIDATION-REDUCTION; STEREOISOMERISM; SULFOXIDES;

ARMORACIA RUSTICANA;

EID: 0037025206     PISSN: 00063592     EISSN: None     Source Type: Journal    
DOI: 10.1002/bit.10308     Document Type: Article

References (25)

1. Biotransformations with peroxidases
2. The protein data bank
3. Properties and synthetic applications of enzymes in organic solvents
4. Quantitative analyses of biochemical kinetic resolutions of enantiomers
5. Recent biotechnological developments in the use of peroxidases
6. Horseradish peroxidase catalysed sulfoxidation is enantioselective
7. Peroxidase-catalyzed asymmetric sulfoxidation in organic solvents versus in water
8. Striking activation of oxidative enzymes suspended in nonaqueous media
9. Binding of hydrophobic hydroxamic acids enhances peroxidase's stereoselectivity in nonaqueous sulfoxidations
10. Structure and energetics of ligand binding to proteins: Escherichia coli dihydrofolate reductase-trimethoprim, a drug-receptor system
11. cam (CYP101): Experimental and calculated absolute stereochemistries
12. Lyophilization-induced changes in the secondary structure of proteins
13. Identification of putative intermediates of peroxidases by electronic structures and spectra calculations
14. The structures of the horseradish peroxidase C-ferulic acid complex and the ternary complex with cyanide suggest how peroxidases oxidize small phenolic substrates
15. Markedly enhancing enzymatic enantioselectivity in organic solvents by forming substrate salts
16. Prediction of the solvent dependence of enzymatic prochiral selectivity by means of structure-based thermodynamic calculations
17. Improving enzymes by using them in organic solvents
18. On the mechanism of the peroxidase-catalyzed oxygen transfer reaction
19. Improving lipase enantioselectivity in organic solvents by forming substrate salts with chiral agents
20. Improving the catalytic performance of peroxidases in organic synthesis
21. Selective oxidations catalyzed by peroxidases
22. Excipients activate peroxidases in specific but not in non-specific reactions in organic solvents