An antitumor antibiotic
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Kazusamycin A

Item No. 20137

Technical Information
Formal Name
(2E,5S,6R,7S,9S,10E,12E,15R,16Z,18E)-19-[(2S,3S)-3,6-dihydro-3-methyl-6-oxo-2H-pyran-2-yl]-17-ethyl-6-hydroxy-9-(hydroxymethyl)-3,5,7,11,15-pentamethyl-8-oxo-2,10,12,16,18-nonadecapentaenoic acid
CAS Number
92090-94-3
Synonyms
  • CL 1,957B
  • Hydroxyelactocin
  • Hydroxyleptomycin B
  • PD 114721
Molecular Formula
C33H48O7
Formula Weight
Purity
≥95%
SMILES
O=C1O[C@@H](/C=C/C(CC)=C\[C@H](C)C/C=C/C(C)=C/[C@@H](CO)C([C@@H](C)[C@H](O)[C@@H](C)C/C(C)=C/C(O)=O)=O)[C@@H](C)C=C1
InChi Code
InChI=1S/C33H48O7/c1-8-27(13-14-29-24(5)12-15-31(37)40-29)17-21(2)10-9-11-22(3)18-28(20-34)33(39)26(7)32(38)25(6)16-23(4)19-30(35)36/h9,11-15,17-19,21,24-26,28-29,32,34,38H,8,10,16,20H2,1-7H3,(H,35,36)/b11-9+,14-13+,22-18+,23-19+,27-17-/t21-,24+,25+,26+,28+,29+,32-/m1/s1
InChi Key
KZMHNEBMQDBQND-LBNZKSCFSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    Product Description

    Kazusamycin A is an antibiotic from Streptomyces and a hydroxy analog of Leptomycin B (Item No. 10004976) that demonstrates cytotoxic activity against various human and mouse tumor lines.1 Additionally, at nanomolar concentrations, it inhibits nuclear export and translocation of Rev, a regulatory gene product in the HIV genome.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tunac, J.B., Graham, B.D., Dobson, W.E., et alNovel antitumor antibiotics, CI-940 (PD 114,720) and PD 114,721. Taxonomy, fermentation and biological activity. J. Antibiot. (Tokyo) 38(4), 460-465 (1985).

    2. Wang, Y., Ponelle, M., Sanglier, J.-J., et alNovel leptomycins from a Streptomyces strain A92-308902: Inhibitors of the nucleo-cytoplasmic translocation of the HIV-1 regulatory protein rev. Helv. Chim. Acta. 80(7), 2157-2167 (1997).

    3. Wolff, B., Sanglier, J.-J., and Wang, Y. Leptomycin B is an inhibitor of nuclear export: inhibition of nucleo-cytoplasmic translocation of the human immunodeficiency virus type 1 (HIV-1) Rev protein and Rev-dependent mRNA. Chem. Biol. 4(2), 139-147 (1997).