Sungsanpin, a lasso peptide from a deep-sea streptomycete
- Sungsanpin, a lasso peptide from a deep-sea streptomycete
- 엄수현; 김영주; 권혁남; He Wen; 김성환; 권학철; 박성혁; 신종헌; 오동찬
- Issue Date
- Journal of natural products
- VOL 76, NO 5, 873-879
- Sungsanpin (1), a new 15-amino-acid peptide, was discovered from a Streptomyces species isolated from deep-sea sediment collected off Jeju Island, Korea. The planar structure of 1 was determined by 1D and 2D NMR spectroscopy, mass spectrometry, and UV spectroscopy. The absolute configurations of the stereocenters in this compound were assigned by derivatizations of the hydrolysate of 1 with Marfey’s reagents and 2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl isothiocyanate, followed by LC-MS analysis. Careful analysis of the ROESY NMR spectrum and three-dimensional structure calculations revealed that sungsanpin possesses the features of a lasso peptide: eight amino acids (-Gly1-Phe-Gly-Ser-Lys-Pro-Ile-Asp8-) that form a cyclic peptide and seven amino acids (-Ser9-Phe-Gly-Leu-Ser-Trp-Leu15) that form a tail that loops through the ring. Sungsanpin is thus the first example of a lasso peptide isolated from a marine-derived microorganism. Sungsanpin displayed inhibitory activity in a cell invasion assay with the human lung cancer cell line A549.
- Appears in Collections:
- KIST Publication > Article
- Files in This Item:
There are no files associated with this item.
- RIS (EndNote)
- XLS (Excel)
Items in DSpace are protected by copyright, with all rights reserved, unless otherwise indicated.