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Chemical Structure| 161370-66-7 Chemical Structure| 161370-66-7

Structure of Boc-γ-Iodo-Abu-OtBu
CAS No.: 161370-66-7

Chemical Structure| 161370-66-7

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Xu, Yueqi ; Liu, Shaonan ; Gao, Jinmin ; Hai, Yang ;

Abstract: Pyridoxal 5′-phosphate (PLP)-dependent enzymes catalyze a diverse array of biochemical transformations, making them invaluable biocatalytic tools for the synthesis of complex bioactive compounds. Here, we report the biochemical characterization of LolC, a PLP-dependent γ-synthase involved in the biosynthesis of loline alkaloids. LolC catalyzes the formation of a Cγ-N bond between O-acetyl--homoserine (OAH) and L-proline, generating a diamino diacid intermediate. Our findings reveal that LolC exhibits strict specificity for proline and its analogues, contrasting with the substrate promiscuity of closely related Cγ-C bond-forming enzyme Fub7. Structural analysis, using an AlphaFold model, identifies key differences in the substrate entrance tunnel of LolC, which is amphiphilic and distinct from the hydrophobic tunnel in Fub7. A mutagenesis study further highlights the functional divergence of a key active site residue between these enzymes. These results provide new insights into the substrate specificity and catalytic function of LolC, offering a valuable comparison to Fub7 and advancing our understanding of PLP_x005f_x0002_dependent enzymes involved in γ-substitution reactions.

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Product Details of [ 161370-66-7 ]

CAS No. :161370-66-7
Formula : C13H24INO4
M.W : 385.24
SMILES Code : O=C(OC(C)(C)C)[C@@H](NC(OC(C)(C)C)=O)CCI
MDL No. :MFCD27937854
InChI Key :CUDXGFWLHSXMOR-VIFPVBQESA-N
Pubchem ID :91667080

Safety of [ 161370-66-7 ]

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P280-P301+P312-P302+P352-P305+P351+P338
 

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