3v1s

Scaffold tailoring by a newly detected Pictet-Spenglerase ac-tivity of strictosidine synthase (STR1): from the common tryp-toline skeleton to the rare piperazino-indole framework

spinqualitylabelsall models 3v1s, resolution 2.33Å Show:Asymmetric Unit Biological Assembly Drag the structure with the mouse to rotate   Export Animated Image   Print3D Structural highlights 3v1s is a 2 chain structure with sequence from Rauvolfia serpentina. Full crystallographic information is available from OCA. For a guided tour on the structure components use FirstGlance. Method: X-ray diffraction, Resolution 2.328Å Ligands: 0LH Resources: FirstGlance, OCA, PDBe, RCSB, PDBsum, ProSAT Function STSY_RAUSE Catalyzes the stereospecific condensation of tryptamine with secologanin to form strictosidine, the key intermediate of indole alkaloid biosynthesis. Publication Abstract from PubMed The Pictet-Spenglerase strictosidine synthase (STR1) has been recognized as a key enzyme in the biosynthesis of some 2000 indole alkaloids in plants, some with high therapeutic value. In this study, a novel function of STR1 has been detected which allows for the first time a simple enzymatic synthesis of the strictosidine analogue 3 harboring the piperazino[1,2-a]indole (PI) scaffold and to switch from the common tryptoline (hydrogenated carboline) to the rare PI skeleton. Insight into the reaction is provided by X-ray crystal analysis and modeling of STR1 ligand complexes. STR1 presently provides exclusively access to 3 and can act as a source to generate by chemoenzymatic approaches libraries of this novel class of alkaloids which may have new biological activities. Synthetic or natural monoterpenoid alkaloids with the PI core have not been reported before. Scaffold Tailoring by a Newly Detected Pictet-Spenglerase Activity of Strictosidine Synthase: From the Common Tryptoline Skeleton to the Rare Piperazino-indole Framework.,Wu F, Zhu H, Sun L, Rajendran C, Wang M, Ren X, Panjikar S, Cherkasov A, Zou H, Stockigt J J Am Chem Soc. 2012 Jan 25;134(3):1498-500. Epub 2012 Jan 9. PMID:22229634 From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine. See Also Strictosidine Synthase

Proteopedia Page Contributors and Editors (what is this?)

OCA