PMID- 29513529
OWN - NLM
STAT- MEDLINE
DCOM- 20190819
LR  - 20191018
IS  - 1520-6025 (Electronic)
IS  - 0163-3864 (Linking)
VI  - 81
IP  - 4
DP  - 2018 Apr 27
TI  - Pentaminomycins A and B, Hydroxyarginine-Containing Cyclic Pentapeptides from 
      Streptomyces sp. RK88-1441.
PG  - 806-810
LID - 10.1021/acs.jnatprod.7b00882 [doi]
AB  - Two new cyclic peptides, pentaminomycins A (1) and B (2), were isolated from 
      cultures of Streptomyces sp. RK88-1441. Based on the interpretation of the NMR, 
      UV, IR, and MS data, the planar structures of 1 and 2 were elucidated as cyclic 
      pentapeptides with a modified amino acid residue, N(5)-hydroxyarginine 
      (N5-OH-Arg). The absolute configurations of the constituent amino acid residues 
      were determined by the advanced Marfey's method. Localization of l- and d-amino 
      acids in the sequence was ascertained by chiral analysis of the fragment peptide 
      obtained from a partial hydrolysate; amino acids were identified by LC-MS. 
      Pentaminomycin A (1) reduced alpha-MSH-stimulated melanin synthesis by suppressing 
      the expression of melanogenic enzymes including tyrosinase, tyrosinase-related 
      protein-1 (TRP-1), and tyrosinase-related protein-2 (TRP-2).
FAU - Jang, Jun-Pil
AU  - Jang JP
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
FAU - Hwang, Gwi Ja
AU  - Hwang GJ
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
AD  - Department of Biomolecular Science, KRIBB School of Bioscience , Korea University 
      of Science and Technology (UST) , Daejeon 34141 , Korea.
FAU - Kwon, Min Cheol
AU  - Kwon MC
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
AD  - Department of Biomolecular Science, KRIBB School of Bioscience , Korea University 
      of Science and Technology (UST) , Daejeon 34141 , Korea.
FAU - Ryoo, In-Ja
AU  - Ryoo IJ
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
FAU - Jang, Mina
AU  - Jang M
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
AD  - Department of Biomolecular Science, KRIBB School of Bioscience , Korea University 
      of Science and Technology (UST) , Daejeon 34141 , Korea.
FAU - Takahashi, Shunji
AU  - Takahashi S
AD  - RIKEN-KRIBB Joint Research Unit , RIKEN CSRS , 2-1 Hirosawa , Wako , Saitama 
      351-0198 , Japan.
FAU - Ko, Sung-Kyun
AU  - Ko SK
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
AD  - Department of Biomolecular Science, KRIBB School of Bioscience , Korea University 
      of Science and Technology (UST) , Daejeon 34141 , Korea.
FAU - Osada, Hiroyuki
AU  - Osada H
AUID- ORCID: 0000-0002-3606-4925
AD  - Chemical Biology Research Group , RIKEN Center for Sustainable Research Science , 
      2-1 Hirosawa , Wako , Saitama 351-0198 , Japan.
FAU - Jang, Jae-Hyuk
AU  - Jang JH
AUID- ORCID: 0000-0002-4363-4252
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
AD  - Department of Biomolecular Science, KRIBB School of Bioscience , Korea University 
      of Science and Technology (UST) , Daejeon 34141 , Korea.
FAU - Ahn, Jong Seog
AU  - Ahn JS
AD  - Anticancer Agent Research Center , Korea Research Institute of Bioscience and 
      Biotechnology , Cheongju 28116 , Korea.
AD  - Department of Biomolecular Science, KRIBB School of Bioscience , Korea University 
      of Science and Technology (UST) , Daejeon 34141 , Korea.
LA  - eng
PT  - Journal Article
PT  - Research Support, Non-U.S. Gov't
DEP - 20180307
PL  - United States
TA  - J Nat Prod
JT  - Journal of natural products
JID - 7906882
RN  - 0 (Peptides, Cyclic)
RN  - 94ZLA3W45F (Arginine)
MH  - Arginine/chemistry
MH  - Chromatography, Liquid/methods
MH  - Nuclear Magnetic Resonance, Biomolecular/methods
MH  - Peptides, Cyclic/*chemistry
MH  - Streptomyces/*chemistry
MH  - Tandem Mass Spectrometry/methods
EDAT- 2018/03/08 06:00
MHDA- 2019/08/20 06:00
CRDT- 2018/03/08 06:00
PHST- 2018/03/08 06:00 [pubmed]
PHST- 2019/08/20 06:00 [medline]
PHST- 2018/03/08 06:00 [entrez]
AID - 10.1021/acs.jnatprod.7b00882 [doi]
PST - ppublish
SO  - J Nat Prod. 2018 Apr 27;81(4):806-810. doi: 10.1021/acs.jnatprod.7b00882. Epub 
      2018 Mar 7.