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Chemical Structure| 86867-01-8 Chemical Structure| 86867-01-8
Chemical Structure| 86867-01-8

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Product Citations

Product Citations

Pedigo, Jacob K ; Eastman, Karsten AS ; Bandarian, Vahe ;

Abstract: Ribosomally synthesized and post-translationally modified peptides (RiPPs) are a rapidly expanding family of natural products in which biosynthetic maturase enzymes tailor ribosomal precursors into bioactive products. Classical RiPP maturation relies on an N-terminal leader sequence in the precursor peptide and a complementary RiPP-recognition element in the enzyme to guide substrate binding. Herein, we interrogated PapB, a radical S-adenosyl-l-methionine RiPP maturase known to introduce thio(seleno)-ether cross-links and discovered that its catalytic reach extends well beyond this paradigm. PapB efficiently processes substrates that lack any canonical leader sequence, demonstrating bona fide leader-independent activity. To highlight the practical value of this capability, we applied PapB to three therapeutically relevant analogues of glucagon-like peptide pathway agonists to generate C-terminal cyclic structures. In every case, the enzyme achieved complete conversion of the linear to the thioether macrocyclized peptide. These results establish PapB as a versatile, plug-and-play biocatalyst for late-stage macrocyclization of structurally diverse peptides, opening a direct route to conformationally constrained therapeutic candidates without the need for leader tags.

Keywords: peptides ; enzymes ; radical SAM ; macrocyclization ; mass spectrometry ; GLP-1

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Product Details of S-Adenosyl-L-methionine chloride 2HCl

CAS No. :86867-01-8
Formula : C15H25Cl3N6O5S
M.W : 507.82
SMILES Code : C[S+](C[C@H]1O[C@H]([C@@H]([C@@H]1O)O)N2C=NC3=C(N=CN=C23)N)CC[C@@H](C(O)=O)N.[H]Cl.[H]Cl.[Cl-]
MDL No. :MFCD22571809
InChI Key :KBAFOJZCBYWKPU-XQVUROGGSA-N
Pubchem ID :71307500

Safety of S-Adenosyl-L-methionine chloride 2HCl

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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