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Volumn 18, Issue 1, 2008, Pages 124-128

Diastereoselective synthesis of (R)-(alkyl)-β-d-galactopyranoside by using β-galactosidase (Aspergillus oryzae) in low-water media

Author keywords

Galactosidase; Diastereoselective synthesis; Galactoside synthesis; Glycoconjugates; Low water media; Reverse hydrolysis

Indexed keywords

1 PHENYLETHANOL; 1 PHENYLETHYL BETA DEXTRO GALACTOPYRANOSIDE; 2 OCTANOL; 2 OCTYL BETA DEXTRO GALACTOPYRANOSIDE; BETA GALACTOSIDASE; GALACTOSE; PROPANOL; UNCLASSIFIED DRUG; WATER;

EID: 37549041698     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2007.11.006     Document Type: Article
Times cited : (7)

References (25)
  • 14
    • 37549057759 scopus 로고    scopus 로고
    • note
    • 3 frozen at -23 °C, and was lyophilized for 24 h. In another case, the same amount of enzyme was dissolved along with galactose (18.6 mg) and was lyophilized for 24 h.EPRP (enzyme precipitated and rinsed with propanol): 25 μL of enzyme solution (20 mg/100 μL of 100 mM phosphate buffer, pH 7.3) was precipitated in 200 μL of ice cold dry n-propanol, centrifuged, and the recovered pellet was repeatedly rinsed with n-propanol before using for the reaction.
  • 15
    • 37549018260 scopus 로고    scopus 로고
    • note
    • β-Galactosylation with 1-phenylethanol: In screw-capped vials, d-galactose (18.5 mg) and 25 μL of racemic 1-phenylethanol (Merck, Germany) were dissolved in a solution of acetonitrile, DMF, water (in 9:0.5:0.5, v/v ratio) so that the final volume of the reaction volume was 1.0 mL. After pre-incubation at 55 °C for 15 min, 5 mg (10%, w/w reactants) enzyme preparation was added. As an alternative reaction medium, anhydrous DMSO (water content <0.005%, v/v, Acros Organics, USA) was tried instead of DMF and water. The reaction was carried out at 55 °C at 200 rpm in an orbital shaker. β-Galactosylation with 2-octanol: d-Galactose (18.5 mg) and 35 μL of racemic 2-octanol (Merck, Germany) were dissolved in a solution of acetonitrile, DMSO (in 4: 1, v/v ratio) and the reaction was performed as mentioned earlier.
  • 16
    • 37549054826 scopus 로고    scopus 로고
    • note
    • 23
  • 25
    • 37549059323 scopus 로고    scopus 로고
    • note
    • 21 The data collection and Fourier Self Deconvoluation (FSD) were done by using OMNIC 2.1 software. The peaks were resolved and were fitted with Gaussian curves. From the best fit, the peak areas were noted.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.