Plactin C

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Category Others
Catalog number BBF-02029
CAS
Molecular Weight 628.80
Molecular Formula C32H52N8O5

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Description

Plactin C is a cyclic pentapeptide physiologically active substance produced by the fungus F165. It can promote the dissolution of fibrinolytic protein.

Specification

Synonyms cyclo(-D-Val-L-Leu-D-alloIle-L-Phe-D-Arg-)
IUPAC Name 2-[3-[(2R,5R,8S,11R,14S)-14-benzyl-11-[(2S)-butan-2-yl]-8-(2-methylpropyl)-3,6,9,12,15-pentaoxo-5-propan-2-yl-1,4,7,10,13-pentazacyclopentadec-2-yl]propyl]guanidine
Canonical SMILES CCC(C)C1C(=O)NC(C(=O)NC(C(=O)NC(C(=O)NC(C(=O)N1)CC(C)C)C(C)C)CCCN=C(N)N)CC2=CC=CC=C2
InChI InChI=1S/C32H52N8O5/c1-7-20(6)26-31(45)38-24(17-21-12-9-8-10-13-21)28(42)36-22(14-11-15-35-32(33)34)27(41)39-25(19(4)5)30(44)37-23(16-18(2)3)29(43)40-26/h8-10,12-13,18-20,22-26H,7,11,14-17H2,1-6H3,(H,36,42)(H,37,44)(H,38,45)(H,39,41)(H,40,43)(H4,33,34,35)/t20-,22+,23-,24-,25+,26+/m0/s1
InChI Key NCNJIICILCDYSW-YFKNHNIXSA-N

Properties

Appearance White Powder
Density 1.3±0.1 g/cm3

Reference Reading

1. Isolation of plactins A, B, C and D, novel cyclic pentapeptides that stimulate cellular fibrinolytic activity
T Inoue, K Hasumi, T Kuniyasu, A Endo J Antibiot (Tokyo). 1996 Jan;49(1):45-9. doi: 10.7164/antibiotics.49.45.
Four novel cyclic pentapeptides, designated plactins A, B, C and D, were isolated by solvent extraction and reverse-phase HPLC from mycelium of a fungal strain F165 that belongs to the order of Agonomycetales. By a combination of chemical and spectroscopic analyses and chemical synthesis, the structures of plactins A, B, C and D were determined to be cyclo(-D-Val-L-Leu-D-alloIle-L-Try-D-Arg-), cyclo(-D-Val-L-Leu-D-Leu-L-Tyr-D-Arg-), cyclo(-D-Val-L-Leu-D-alloIle-L-Phe-D-Arg-) and cyclo(-D-Val-L-Leu-D-Leu-L-Phe-D-Arg-), respectively. Plactins stimulated U937 cell-mediated degradation of 125I-fibrin plates by 50% at a concentration of 7.5 approximately 32 microM.

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