N-hydroxythioamide S-beta-glucosyltransferase

thiohydroximate beta-D-glucosyltransferase
Identifiers
EC no.2.4.1.195
CAS no.9068-14-8
Databases
BRENDAenzyme data
ExPASyNiceZyme view
KEGGenzyme entry
MetaCycmetabolic pathway
Rheareactions
PDB structuresRCSB PDB PDBe PDBsum
Gene OntologyAmiGO / QuickGO
Search
PMCarticles
PubMedarticles
NCBIproteins

N-hydroxythioamide S-beta-glucosyltransferase (EC 2.4.1.195) is an enzyme that catalyzes several chemical reactions that are part of the biosynthesis of plant glucosinolates.[1][2] For example, 4-methylthiobutylthiohydroximate is converted to 3-methylthiopropyl-desulfoglucosinolate by transfer of a glucose unit from UDP-glucose, giving uridine diphosphate (UDP) as a byproduct:

2D representation of the chemical structure of Q27154953.
4-methylthiobutyl­thiohydroximate
 
 
Rightward reaction arrow with minor product(s) to top right
 
 
 
2D representation of the chemical structure of Q27154954.
3-methylthiopropyl-desulfoglucosinolate

The enzyme has been characterised from Brassica napus and Arabidopsis.[3][4] It belongs to the family of glycosyltransferases, specifically the hexosyltransferases. The systematic name of this enzyme class is UDP-glucose:N-hydroxy-2-phenylethanethioamide S-beta-D-glucosyltransferase. Other names in common use include desulfoglucosinolate-uridine diphosphate glucosyltransferase, uridine diphosphoglucose-thiohydroximate glucosyltransferase, thiohydroximate beta-D-glucosyltransferase, UDPG:thiohydroximate glucosyltransferase, thiohydroximate S-glucosyltransferase, thiohydroximate glucosyltransferase, and UDP-glucose:thiohydroximate S-beta-D-glucosyltransferase.[5]

References

  1. ↑ Jain JC, Reed DW, GrootWassink JW, Underhill EW (1989). "A radioassay of enzymes catalyzing the glucosylation and sulfation steps of glucosinolate biosynthesis in Brassica species". Anal. Biochem. 178 (1): 137–40. doi:10.1016/0003-2697(89)90369-2. PMID 2524977.
  2. ↑ Fahey JW, Zalcmann AT, Talalay P (2001). "The chemical diversity and distribution of glucosinolates and isothiocyanates among plants". Phytochemistry. 56 (1): 5–51. Bibcode:2001PChem..56....5F. doi:10.1016/S0031-9422(00)00316-2. PMID 11198818.
  3. ↑ Reed DW, Davin L, Jain JC, Deluca V, Nelson L, Underhill EW (1993). "Purification and properties of UDP-glucose:thiohydroximate glucosyltransferase from Brassica napus L. seedlings". Arch. Biochem. Biophys. 305 (2): 526–32. doi:10.1006/abbi.1993.1456. PMID 8373190.
  4. ↑ TF; Abel S (2004). "Arabidopsis glucosyltransferase UGT74B1 functions in glucosinolate biosynthesis and auxin homeostasis". Plant J. 40 (6): 893–908. CiteSeerX 10.1.1.538.667. doi:10.1111/j.1365-313X.2004.02261.x. PMID 15584955. {{cite journal}}: Cite uses deprecated parameter |citeseerx= (help)
  5. ↑ Enzyme 2.4.1.195 at KEGG Pathway Database.