Microbial conversion of optically active (R) 3 Chloro-1,2-propandiol by Clavispora lusitaniae MGR5 KY209902

2021 ◽  
Vol 16 (7) ◽  
pp. 23-29
Author(s):  
Kumarasamy Suresh ◽  
Selvaraj Vasuki ◽  
Narayanan Mathiyazhagan ◽  
Ranganathan Muthusamy

The MCH assimilation Clavispora lusitaniae MGR5 (KY209902) was isolated from sugarcane juice using a screening medium. The preliminary assimilation was exercised with Clavispora lusitaniae MGR5 grown on synthetic medium and assimilation by pH change of the medium was observed. The specific rotation of R-3- Chloro-1,2-propanediol was -6 (c=2.5, in C2H5OH) in conditions with enatiomeric excess of 92.8 % Clavispora lusitaniae MGR5 product. The sharp peaks in HPLC spectrum of R 3 Chloro-1,2-propanediol in the retention time peak was of 2.38 min and concentration 100%. The structural and dynamic properties of R-3-Chloro-1,2-propanediol in GCMS spectrum were obtained. The IR spectrum, a shallow broad band at wavelength 3309.8 signifies the presence of O-H stretching, the narrow peak at 1087.85 indicates the presence of C=O stretching in conjugation with functional group of R- 3 Chloro-1,2-propanediol(C3H7ClO2). These results concluded that the strain assimilated with stereo inversion of R-3- Chloro-1,2-propanediol via RS 3- chloro-1,2-propanediol. The possibility to produce optically active R-3- Chloro-1,2-propanediol was discussed.

2020 ◽  
Vol 10 (5) ◽  
pp. 6157-6166 ◽  

Our interest has been focused on the production of chiral compounds by the method of enantioselective microbial transformations of prochiral starting material with yeast. The preliminary assimilation was exercised with Wickerhamomyces anomalous MGR6 grown on synthetic medium and observed assimilation by pH change of the medium.The specific rotation of (R-3- Chloro-1,2-propanediol) was -5 (c=2.5, in C2H5OH) in conditions with enatiomeric excess of 85.6 % Wickerhamomyces anomalous product. The structural and dynamic properties of R-3-Chloro-1,2-propanediol in GCMS spectrum, the most prevailing compound among them retention time of 9.63 was obtained. The IR Spectrum, a shallow broad band at wavelength 3290.56 signifies the presence of O-H stretching, the narrow peak both at 1637.56 indicates the presence of C=O stretching in conjugation with functional group of R- 3 Chloro-1,2-propanediol(C3H7ClO2).The sharp peaks in HPLC spectrum of R 3 Chloro-1,2-propanediol in the retention time peak were 2.47 min and concentration 100%. These results concluded that the strain assimilated and sterio inversion of R-3- Chloro-1,2-propanediol via RS 3-chloro-1,2-propanediol. The possibility to produce optically active R-3- Chloro-1,2-propanediol was discussed.


Synlett ◽  
2021 ◽  
Author(s):  
Lou Shi ◽  
Wei Shu

Asymmetric hydrocarbofunctionalizations of alkenes has emerged as an efficient synthetic strategy for accessing optically active molecules via carbon-carbon bond-forming process from readily available alkenes and carbo-electrophiles. Herein, we present a summary of the efforts from our group to control the regio- and enantioselectivity of hydrocarbofunctionalizations of electron-deficient alkenes with a nickel catalyst and chiral bisoxazolidine ligand. The reaction undergoes electron-reversed hydrocarbofunctionalizations acrylamides with excellent enantioselectivity. This operationally simple protocol enables the asymmetric hydroalkylation, hydrobenzylation and hydropropargylation of acrylamides. This reaction is useful for preparing a wide range of α-branched chiral amides with broad functional group tolerance.


e-Polymers ◽  
2009 ◽  
Vol 9 (1) ◽  
Author(s):  
Saeed Zahmatkesh ◽  
Abdol Reza Hajipour

AbstractPyromellitic dianhydride (1) was reacted with L-leucine (2) to result in [N,N'-(pyromellitoyl)-bis-L-leucine diacid] (3). This compound (3) was converted to N,N'-(pyromellitoyl)-bis-L-leucine diacid chloride (4) by reaction with thionyl chloride. The microwave-assisted polycondensation of this diacid chloride (4) with polyethyleneglycol-diol (PEG-200) and/or three synthetic bisphenols furnish a series of new PEIs and Co-PEIs in a laboratory microwave oven (Milestone). The resulting polymers and copolymers have inherent viscosities in the range of 0.31- 0.53 dl g-1. These polymers are optically active, thermally stable and soluble in polar aprotic solvents such as DMF, DMSO, NMP, DMAc and sulfuric acid. All of the above polymers were fully characterized by IR spectroscopy, 1H NMR spectroscopy, elemental analyses, specific rotation and thermal analyses. Some structural characterizations and physical properties of these optically active PEIs and Co-PEIs are reported.


1974 ◽  
Vol 17 (1) ◽  
pp. 41-50 ◽  
Author(s):  
Raymond S. Karlovich ◽  
Terry L. Wiley

The test ear of each of nine normal-hearing subjects was exposed for three minutes to a 1000-Hz tone at 110 dB SPL. Either a 4000-Hz tone at 105 dB SPL or a broad-band noise at 100 dB SPL was presented to the contralateral ear during exposure. Four different temporal patterns were used for each contralateral signal: (1) continuous, (2) 18 seconds on/18 seconds off, (3) 1.8 seconds on/1.8 seconds off, and (4) 0.18 seconds on/0.18 seconds off. A control condition, consisting of the absence of contralateral stimulation, also was used. Pre- and postexposure thresholds for the test ear were tracked at a signal one-half octave above the exposure frequency. Resultant data indicated that reduction in temporary threshold shift was greatest for conditions involving rapidly pulsed (1.8 and 0.18 seconds on-off) contralateral signals. We hypothesized that these data were reflective of the dynamic properties of the acoustic reflex. Specifically, we posited that the acoustic reflex manifests less adaptation in response to rapid signal-repetition rates and relatively more adaptation to sustained or slowly pulsed signals.


1951 ◽  
Vol 29 (10) ◽  
pp. 885-894 ◽  
Author(s):  
R. W. Watson ◽  
J. A. R. Coope ◽  
J. L. Barnwell

The refractive index – temperature relation for optically active and racemic diols is linear, with [Formula: see text] from 25° to 40°C.: for the meso-isomer [Formula: see text] from 25° to 50°C. The specific rotation [Formula: see text]. Measurements of [Formula: see text] and [Formula: see text] in suitably purified mixtures of stereoisomers allow calculation of the percentage of each isomer present. Tests of the method on known mixtures of all three stereoisomers show an experimental error of ±3%. Analyses of five diol samples from pilot plant fermentations of beet molasses by Aerobacter aerogenes reveal 65–87% meso-, from 2 to 16% dextro-, and from 0 to 33% racemic 2,3-butanediol.


1987 ◽  
Vol 53 (3) ◽  
pp. 519-522 ◽  
Author(s):  
Sakayu Shimizu ◽  
Shizuo Hattori ◽  
Hiroyuki Hata ◽  
Hideaki Yamada

1960 ◽  
Vol 38 (1) ◽  
pp. 297-300 ◽  
Author(s):  
N. Z. Stanacev ◽  
M. Kates

Using Verkade's method for the preparation of DL-α-phosphatidic acids, optically active dipalmitoyl-L-α-phosphatidic acid and its derivatives were prepared in good yield. The free dipalmitoyl-L-α-phosphatidic acid and its dimethyl ester were identical in melting point and specific rotation with the same compounds originally prepared by Baer using an alternate synthesis.


2010 ◽  
Vol 2010 ◽  
pp. 1-6 ◽  
Author(s):  
Saeed Zahmatkesh ◽  
Mohammad Reza Vakili

Ethyl L-lysine dihydrochloride was reacted with three different dianhydrides to yield the poly (ethyl L-lysinimide)s ( NMR spectroscopy, elemental analysis, WAX diffraction, TGA, inherent viscosity measurement, and specific rotation.


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