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WF-10129

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WF-10129
Category Enzyme inhibitors
Catalog number BBF-01626
CAS 109075-64-1
Molecular Weight 424.4
Molecular Formula C20H28N2O8

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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

WF-10129 is an angiotensin converting enzyme (ACE) inhibitor produced by Doratomyces putredinis, with IC50 of 1.4 X 10(-8) M.

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Synonyms WF 10129
IUPAC Name (2S,7S)-2-[[(2S)-1-[[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]amino]-1-oxopropan-2-yl]amino]-7-hydroxy-4-oxooctanoic acid
Canonical SMILES CC(CCC(=O)CC(C(=O)O)NC(C)C(=O)NC(CC1=CC=C(C=C1)O)C(=O)O)O
InChI InChI=1S/C20H28N2O8/c1-11(23)3-6-15(25)10-17(20(29)30)21-12(2)18(26)22-16(19(27)28)9-13-4-7-14(24)8-5-13/h4-5,7-8,11-12,16-17,21,23-24H,3,6,9-10H2,1-2H3,(H,22,26)(H,27,28)(H,29,30)/t11-,12-,16-,17-/m0/s1
InChI Key VOFCPUVKMIAYMR-SYWGBEHUSA-N
Appearance Solid Powder
Melting Point 90-95°C
1. WF-10129, a novel angiotensin converting enzyme inhibitor produced by a fungus, Doratomyces putredinis
T Ando, S Okada, I Uchida, K Hemmi, M Nishikawa, Y Tsurumi, A Fujie, K Yoshida, M Okuhara J Antibiot (Tokyo). 1987 Apr;40(4):468-75. doi: 10.7164/antibiotics.40.468.
WF-10129 is an angiotensin converting enzyme (ACE) inhibitor produced by Doratomyces putredinis. IC50 of the compound is 1.4 X 10(-8) M for the ACE activity. WF-10129 was purified from cultured filtrate by successive ion exchange chromatography and HPLC. The chemical structure 1 was elucidated on the basis of spectroscopic and chemical evidence. The compound is a dipeptide composed of L-tyrosine and a novel amino acid. WF-10129 inhibits the pressor response of angiotensin I when administered intravenously at 0.3 mg/kg in rats.
2. [Synthesis and biological activity of some Val(Ala)-Tyr and Val-Tyr-Tyr peptides]
P L Chen, S X Peng, Z X Yang Yao Xue Xue Bao. 1992;27(12):895-902.
15B2 and WF-10129, reported as potent angiotensin-converting enzyme inhibitors (ACEI), were used as lead compounds for design of novel ACEI. Some of Val-Tyr-Tyr and Val-Tyr peptides were synthesized and tested for ability to inhibit ACE in vitro and in Vivo. The most potent compound was found to be N-(1-benzoyl-1-carboxymethyl)-L-Alanyl-L-Tyrosine (II5, IC50 = 7.9 x 10(-10) mol/L) which was prepared by the addition of Ala-Tyr to benzoyl-acrylic acid in the presence of triethylamine. The structure-activity relationships were also discussed.

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