Abstract
Cyclic peptides are abundant in plants and have attracted interest due to their bioactivity and potential as drug scaffolds. Orbitides are head-to-tail cyclic peptides that are ribosomally synthesized, post-translationally modified, and lack disulfide bonds. All known orbitides contain 5-12 amino acid residues. Here we describe PLP-53, a novel orbitide from the seed of Ratibida columnifera. PLP-53 consists of 16 amino acids, four residues larger than any known orbitide. NMR structural studies showed that, compared to previously characterized orbitides, PLP-53 is more flexible and, under the studied conditions, did not adopt a single ordered conformation based on analysis of NOEs and chemical shifts.
| Original language | English |
|---|---|
| Journal | Journal of Natural Products |
| DOIs | |
| Publication status | E-pub ahead of print - 8 Aug 2019 |
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An orbitide from Ratibida columnifera seed containing 16 amino acid residues. / Fisher, Mark F.; Payne, Colton D.; Rosengren, K. Johan; Mylne, Joshua S.
In: Journal of Natural Products, 08.08.2019.Research output: Contribution to journal › Article
TY - JOUR
T1 - An orbitide from Ratibida columnifera seed containing 16 amino acid residues
AU - Fisher, Mark F.
AU - Payne, Colton D.
AU - Rosengren, K. Johan
AU - Mylne, Joshua S
PY - 2019/8/8
Y1 - 2019/8/8
N2 - Cyclic peptides are abundant in plants and have attracted interest due to their bioactivity and potential as drug scaffolds. Orbitides are head-to-tail cyclic peptides that are ribosomally synthesized, post-translationally modified, and lack disulfide bonds. All known orbitides contain 5-12 amino acid residues. Here we describe PLP-53, a novel orbitide from the seed of Ratibida columnifera. PLP-53 consists of 16 amino acids, four residues larger than any known orbitide. NMR structural studies showed that, compared to previously characterized orbitides, PLP-53 is more flexible and, under the studied conditions, did not adopt a single ordered conformation based on analysis of NOEs and chemical shifts.
AB - Cyclic peptides are abundant in plants and have attracted interest due to their bioactivity and potential as drug scaffolds. Orbitides are head-to-tail cyclic peptides that are ribosomally synthesized, post-translationally modified, and lack disulfide bonds. All known orbitides contain 5-12 amino acid residues. Here we describe PLP-53, a novel orbitide from the seed of Ratibida columnifera. PLP-53 consists of 16 amino acids, four residues larger than any known orbitide. NMR structural studies showed that, compared to previously characterized orbitides, PLP-53 is more flexible and, under the studied conditions, did not adopt a single ordered conformation based on analysis of NOEs and chemical shifts.
U2 - 10.1021/acs.jnatprod.9b00111
DO - 10.1021/acs.jnatprod.9b00111
M3 - Article
JO - Journal of Natural Products
JF - Journal of Natural Products
SN - 0163-3864
ER -