MS-282a

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Category Enzyme inhibitors
Catalog number BBF-03676
CAS 152158-04-8
Molecular Weight 635.91
Molecular Formula C37H65NO7

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Description

MS-282a is produced by the strain of Streptomyces tauricus. It inhibits calmodulin-dependent MLCK with an IC50 of 3.8 μmol/L. It has anti-gram-positive bacteria activity.

Specification

Synonyms MS-282-A
IUPAC Name 5-[1-[5-[2-(dimethylamino)heptyl]oxolan-2-yl]ethyl]-2,6,11-trimethyl-14-propyl-4,13,19,20-tetraoxatricyclo[14.2.1.17,10]icosane-3,12-dione
Canonical SMILES CCCCCC(CC1CCC(O1)C(C)C2C(C3CCC(O3)C(C(=O)OC(CC4CCC(O4)C(C(=O)O2)C)CCC)C)C)N(C)C
InChI InChI=1S/C37H65NO7/c1-9-11-12-14-27(38(7)8)21-29-15-17-31(41-29)23(3)35-24(4)32-19-20-34(44-32)26(6)36(39)43-28(13-10-2)22-30-16-18-33(42-30)25(5)37(40)45-35/h23-35H,9-22H2,1-8H3
InChI Key XYDPOPJRWPLBNE-UHFFFAOYSA-N

Properties

Appearance Colorless Oily Solid
Antibiotic Activity Spectrum Gram-positive bacteria

Reference Reading

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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It is commonly abbreviated as: C1V1 = C2V2

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