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MS-282b

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Category Antibiotics
Catalog number BBF-03677
CAS 152759-50-7
Molecular Weight 635.91
Molecular Formula C37H65NO7

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Product Description

MS-282b is produced by the strain of Streptomyces tauricus. It inhibits calmodulin-dependent MLCK with an IC50 of 5.2 μmol/L. It has anti-gram-positive bacteria activity.

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Synonyms MS-282-B
IUPAC Name 5-[1-[5-[2-(dimethylamino)hexyl]oxolan-2-yl]propyl]-2,6,11-trimethyl-14-propyl-4,13,19,20-tetraoxatricyclo[14.2.1.17,10]icosane-3,12-dione
Canonical SMILES CCCCC(CC1CCC(O1)C(CC)C2C(C3CCC(O3)C(C(=O)OC(CC4CCC(O4)C(C(=O)O2)C)CCC)C)C)N(C)C
InChI InChI=1S/C37H65NO7/c1-9-12-14-26(38(7)8)21-28-16-18-34(42-28)30(11-3)35-23(4)31-19-20-33(44-31)25(6)36(39)43-27(13-10-2)22-29-15-17-32(41-29)24(5)37(40)45-35/h23-35H,9-22H2,1-8H3
InChI Key ASGUSSBAORRPPV-UHFFFAOYSA-N
Appearance Colorless Oily Solid
Antibiotic Activity Spectrum Gram-positive bacteria
1. MS-282a and MS-282b, new inhibitors of calmodulin-activated myosin light chain kinase from Streptomyces tauricus ATCC 27470
S Nakanishi, K Kita, Y Uosaki, M Yoshida, Y Saitoh, A Mihara, I Kawamoto, Y Matsuda J Antibiot (Tokyo). 1994 Aug;47(8):855-61. doi: 10.7164/antibiotics.47.855.
MS-282a and MS-282b were isolated from the culture broth of Streptomyces tauricus ATCC 27470 as inhibitors of smooth muscle myosin light chain kinase (MLCK). MS-282a and MS-282b inhibited the activity of chicken gizzard MLCK with IC50 values of 3.8 microM and 5.2 microM, respectively. Cyclic AMP-dependent protein kinase, cyclic GMP-dependent protein kinase and protein kinase C were not inhibited by 150 microM MS-282a at all. It is likely that MS-282a blocks MLCK activity by antagonizing calmodulin since 1) the compound inhibited calmodulin-dependent but not calmodulin-independent activity of MLCK; 2) the inhibition of MLCK was antagonized by increasing concentrations of calmodulin, and 3) the compound inhibited calmodulin-dependent cyclic nucleotide phosphodiesterase.

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