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WB-3559D

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Category Enzyme inhibitors
Catalog number BBF-01620
CAS 96095-04-4
Molecular Weight 655
Molecular Formula C37H70N2O7

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Fermentation Lab

4 R&D and scale-up labs

2 Preparative purification labs

Fermentation Plant

Semi pilot, pilot and industrial plant 4 Manufacturing sites 7 Production lines at pilot scale 100+ Reactors of 30-4000 L; 170+ reactors of 20 KL-30 KL; 24+ reactors of >100 KL 2 Hydrogenation reactors (200 L, 4Mpa and 1000L, 4Mpa)

Product Description

WB-3559D is a fibrinolytic metabolite produced by Flavobacterium sp.

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Synonyms WB-3559 D; WB 3559 D
IUPAC Name (2S)-3-hydroxy-2-[[2-[[(3R)-15-methyl-3-(13-methyltetradecanoyloxy)hexadecanoyl]amino]acetyl]amino]propanoic acid
Canonical SMILES CC(C)CCCCCCCCCCCC(CC(=O)NCC(=O)NC(CO)C(=O)O)OC(=O)CCCCCCCCCCCC(C)C
InChI InChI=1S/C37H70N2O7/c1-30(2)23-19-15-11-7-5-9-13-17-21-25-32(27-34(41)38-28-35(42)39-33(29-40)37(44)45)46-36(43)26-22-18-14-10-6-8-12-16-20-24-31(3)4/h30-33,40H,5-29H2,1-4H3,(H,38,41)(H,39,42)(H,44,45)/t32-,33+/m1/s1
InChI Key DZKPDDDIBSEKLY-SAIUNTKASA-N
Melting Point 137-138°C
1. Studies on WB-3559 A, B, C and D, new potent fibrinolytic agents. II. Structure elucidation and synthesis
I Uchida, K Yoshida, Y Kawai, S Takase, Y Itoh, H Tanaka, M Kohsaka, H Imanaka J Antibiot (Tokyo). 1985 Nov;38(11):1476-86. doi: 10.7164/antibiotics.38.1476.
The structures of WB-3559 A, B, C and D, new fibrinolytic agents isolated from Flavobacterium sp. No. 3559, have been elucidated to be as shown in 1, 2, 3 and 4, respectively, on the basis of chemical and spectroscopic evidence. Total synthesis of WB-3559 D (4) was achieved starting from the optically active aldehyde 14.
2. Studies on WB-3559 A, B, C and D, new potent fibrinolytic agents. I. Discovery, identification, isolation and characterization
K Yoshida, M Iwami, Y Umehara, M Nishikawa, I Uchida, M Kohsaka, H Aoki, H Imanaka J Antibiot (Tokyo). 1985 Nov;38(11):1469-75. doi: 10.7164/antibiotics.38.1469.
WB-3559 A, B, C and D were produced by a bacterium which was classified as a member of the genus Flavobacterium. These compounds were purified by solvent extraction followed by chromatography on silica gel and then isolated by HPLC. The chemical structures were determined on the basis of chemical and spectroscopic evidence as in the succeeding papers. WB-3559 A, B, C and D stimulated rabbit plasma euglobulin clot lysis time. A chemically synthesized compound (WB-3559 D-syn) stimulated mouse plasma euglobulin clot lysis time when injected intravenously.

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