An NMR and MD modeling insight into nucleation of 1,2-alkanediols: selective crystallization of lipase-catalytically resolved enantiomers from the reaction mixtures.
The work on developing a scalable lipase-catalytic method for the kinetic resolution of long-chain 1,2-alkanediols, complemented by crystallization of the pure enantiomers from the reaction mixtures, offered the possibility of a more detailed study of the aggregation of such diols. MD modeling, mass spectrometry, (1)H NMR, and DOSY studies provided a novel insight into the nucleation process. An efficient protocol for stereo- and chemoselective crystallization of (S)-1,2-dodecanediol and related compounds from the crude bioconversion mixtures was developed.
Department of Chemistry, Tallinn University of Technology , Ehitajate tee 5, 19086 Tallinn, Estonia.
Omar
O
Parve
Indrek
I
Reile
Jaan
J
Parve
Sergo
S
Kasvandik
Marina
M
Kudrjašova
Sven
S
Tamp
Andrus
A
Metsala
Ly
L
Villo
Tõnis
T
Pehk
Jüri
J
Jarvet
Lauri
L
Vares
D000438:Alcohols / Q000737:chemistry / Q000378:metabolism*; D000473:Alkanes / Q000737:chemistry / Q000378:metabolism*; D055162:Biocatalysis; D003460:Crystallization; D005656:Fungal Proteins / Q000737:chemistry / Q000378:metabolism*; D007700:Kinetics; D008049:Lipase / Q000737:chemistry / Q000378:metabolism*; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D015394:Molecular Structure; D013237:Stereoisomerism
D000438:Alcohols; D000473:Alkanes; D005656:Fungal Proteins; D008049:Lipase; C431349:lipase B, Candida antarctica