Literature DB >> 7406860

An improved procedure for the preparation of alkyl sulphate esters suitable for the study of secondary alkylsulphohydrolase enzymes.

G F White, V Lillis, D J Shaw.   

Abstract

A simple, rapid and convenient method for the synthesis of secondary alkyl sulphate esters is described in which the sodium alkoxide of the parent alcohol is sulphated by using triethylamine-SO3 complex. The procedure gives relatively good yields, even for the sulphation of long-chain alcohols and those in which the hydroxy group is remote from the terminal carbon atoms. Positional isomerization, arising from the migration of the hydroxy group along the carbon chain, is absent, and resolved enantiomers of alcohols react with complete retention of configuration.

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Year:  1980        PMID: 7406860      PMCID: PMC1162507          DOI: 10.1042/bj1870191

Source DB:  PubMed          Journal:  Biochem J        ISSN: 0264-6021            Impact factor:   3.857


  6 in total

1.  SYNTHESIS OF ADENYLYL SULFATE AND ADENYLYL SULFATE 3'-PHOSPHATE.

Authors:  R CHERNIAK; E A DAVIDSON
Journal:  J Biol Chem       Date:  1964-09       Impact factor: 5.157

2.  A novel mechanism of enzymic ester hydrolysis. Inversion of configuration and carbon-oxygen bond cleavage by secondary alkylsulphohydrolases from detergent-degrading micro-organisms.

Authors:  B Bartholomew; K S Dodgson; G W Matcham; D J Shaw; G F White
Journal:  Biochem J       Date:  1977-09-01       Impact factor: 3.857

3.  Substrate specificity and other properties of the inducible S3 secondary alkylsulphohydrolase purified from the detergent-degrading bacterium Pseudomonas C12B.

Authors:  D J Shaw; K S Dodgson; G F White
Journal:  Biochem J       Date:  1980-04-01       Impact factor: 3.857

4.  Microbial sulfolipids. 3. The disulfate of (+)-1,14-docosanediol in Ochromonas danica.

Authors:  G L Mayers; M Pousada; T H Haines
Journal:  Biochemistry       Date:  1969-07       Impact factor: 3.162

5.  Preparation and characterization of substrates suitable for the study of stereospecific secondary alkylsulphohydrolases of detergent-degrading micro-organisms.

Authors:  G W Matcham; K S Dodgson
Journal:  Biochem J       Date:  1977-12-01       Impact factor: 3.857

6.  Purification, properties and cellular localization of the stereospecific CS2 secondary alkylsulphohydrolase of Comamonas terrigena.

Authors:  G W Matcham; K S Dodgson
Journal:  Biochem J       Date:  1977-12-01       Impact factor: 3.857

  6 in total
  6 in total

1.  Initiation of Activation of a Preemergent Herbicide by a Novel Alkylsulfatase of Pseudomonas putida FLA.

Authors:  V Lillis; K S Dodgson; G F White; W J Payne
Journal:  Appl Environ Microbiol       Date:  1983-11       Impact factor: 4.792

2.  Enantiometric enrichment of R(-)-alkan-2-ols using a stereospecific alkylsulphatase.

Authors:  Graham F White
Journal:  Appl Microbiol Biotechnol       Date:  1991-06       Impact factor: 4.813

3.  Purification and characterization of an inverting stereo- and enantioselective sec-alkylsulfatase from the gram-positive bacterium Rhodococcus ruber DSM 44541.

Authors:  Mateja Pogorevc; Kurt Faber
Journal:  Appl Environ Microbiol       Date:  2003-05       Impact factor: 4.792

4.  Substrate specificity and other properties of the inducible S3 secondary alkylsulphohydrolase purified from the detergent-degrading bacterium Pseudomonas C12B.

Authors:  D J Shaw; K S Dodgson; G F White
Journal:  Biochem J       Date:  1980-04-01       Impact factor: 3.857

5.  Purification and some properties of the D-lactate-2-sulphatase of Pseudomonas syringae GG.

Authors:  A M Crescenzi; K S Dodgson; G F White
Journal:  Biochem J       Date:  1984-10-15       Impact factor: 3.857

6.  Further studies on the substrate specificity and inhibition of the stereospecific CS2 secondary alkylsulphohydrolase of Comamonas terrigena.

Authors:  C H Barrett; K S Dodgson; G F White
Journal:  Biochem J       Date:  1980-11-01       Impact factor: 3.857

  6 in total

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