Bacithrocin C

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Category Enzyme inhibitors
Catalog number BBF-00253
CAS
Molecular Weight 361.44
Molecular Formula C18H27N5O3

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Description

Bacithrocin C is produced by the strain of Bacillus laterosporus Laubach NR 2988. The ED50 of the four components A, B, C and D were 48, 84, 80, 124X10-6 mol/L, and the reference antipain was 13X10-6 mol/L, respectively.

Specification

IUPAC Name (2S)-N-[5-(diaminomethylideneamino)-1-oxopentan-2-yl]-3-phenyl-2-(propanoylamino)propanamide
Canonical SMILES CCC(=O)NC(CC1=CC=CC=C1)C(=O)NC(CCCN=C(N)N)C=O
InChI InChI=1S/C18H27N5O3/c1-2-16(25)23-15(11-13-7-4-3-5-8-13)17(26)22-14(12-24)9-6-10-21-18(19)20/h3-5,7-8,12,14-15H,2,6,9-11H2,1H3,(H,22,26)(H,23,25)(H4,19,20,21)/t14?,15-/m0/s1
InChI Key VJCITDLJAWDIFK-LOACHALJSA-N

Properties

Appearance Colorless Powder

Reference Reading

1. Bacithrocins A, B and C, novel thrombin inhibitors
T Kamiyama, T Umino, Y Nakamura, Y Itezono, S Sawairi, T Satoh, K Yokose J Antibiot (Tokyo). 1994 Sep;47(9):959-68. doi: 10.7164/antibiotics.47.959.
Novel thrombin inhibitors, bacithrocins A, B and C, have been isolated from the culture broth of Bacillus laterosporus Laubach NR 2988. The structures of these inhibitors have been determined to be N-acyl-L-phenylalanyl-DL-arginal by the 2D-NMR experiments on their oxidation products and by amino acid analysis. Bacithrocin A inhibits thrombin, factor Xa and trypsin with IC50s of 48, 13 and 0.65 microM, respectively, which are similar to those of bacithrocins B and C. Bacithrocins prolong the clotting time induced by thrombin and factor Xa.

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