KEGG   ENZYME: 3.1.6.19Help
Entry
EC 3.1.6.19                 Enzyme                                 

Name
(R)-specific secondary-alkylsulfatase;
S3 secondary alkylsulphohydrolase;
Pisa1;
secondary alkylsulphohydrolase;
(R)-specific sec-alkylsulfatase;
sec-alkylsulfatase
Class
Hydrolases;
Acting on ester bonds;
Sulfuric-ester hydrolases
BRITE hierarchy
Sysname
(R)-secondary-alkyl sulfate sulfohydrolase [(S)-secondary-alcohol forming]
Reaction(IUBMB)
an (R)-secondary-alkyl sulfate + H2O = an (S)-secondary-alcohol + sulfate
Substrate
(R)-secondary-alkyl sulfate;
H2O [CPD:C00001]
Product
(S)-secondary-alcohol;
sulfate [CPD:C00059]
Comment
The enzyme from Rhodococcus ruber is involved in the biodegradation of alkyl sulfate esters used as detergents and released into the environment. The prefered substrates are linear secondary-alkyl sulfate esters, particularly octan-2-yl, octan-3-yl, and octan-4-yl sulfates [1]. The enzyme from Pseudomonas sp. DSM6611 utilizes a range of secondary-alkyl sulfate esters bearing aromatic, olefinic and acetylenic moieties. Perfect enantioselectivities are obtained for substrates bearing groups of different size adjacent to the sulfate moiety [4]. The enzymic hydrolysis proceeds through inversion of the configuration at the stereogenic carbon atom [1,4]. The enzyme contains a Zn2+ ion [3].
History
EC 3.1.6.19 created 2013
Reference
1  [PMID:12732552]
  Authors
Pogorevc M, Faber K
  Title
Purification and characterization of an inverting stereo- and enantioselective sec-alkylsulfatase from the gram-positive bacterium Rhodococcus ruber DSM 44541.
  Journal
Appl. Environ. Microbiol. 69 (2003) 2810-5.
Reference
2  [PMID:15606122]
  Authors
Wallner SR, Nestl BM, Faber K
  Title
Highly enantioselective sec-alkyl sulfatase activity of Sulfolobus acidocaldarius DSM 639.
  Journal
Org. Lett. 6 (2004) 5009-10.
Reference
3  [PMID:23061549]
  Authors
Knaus T, Schober M, Kepplinger B, Faccinelli M, Pitzer J, Faber K, Macheroux P, Wagner U
  Title
Structure and mechanism of an inverting alkylsulfatase from Pseudomonas sp. DSM6611 specific for secondary alkyl sulfates.
  Journal
FEBS. J. 279 (2012) 4374-84.
Reference
4
  Authors
Schober, M., Knaus, T., Toesch, M., Macheroux, P., Wagner, U. and Faber, K.
  Title
The substrate spectrum of the inverting sec-alkylsulfatase Pisa1.
  Journal
Adv. Synth. Catal. 354 (2012) 1737-1742.
Other DBs
ExplorEnz - The Enzyme Database: 
IUBMB Enzyme Nomenclature: 
ExPASy - ENZYME nomenclature database: 
BRENDA, the Enzyme Database: 

DBGET integrated database retrieval system