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K1764

Sigma-Aldrich

Kazusamycin A

from Streptomyces sp., ≥95% (HPLC), aqueous methanol solution

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About This Item

Empirical Formula (Hill Notation):
C33H48O7
CAS Number:
92090-94-3
Molecular Weight:
556.73
MDL number:
MFCD03265635
UNSPSC Code:
12352200

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biological source

Streptomyces sp.

assay

≥95% (HPLC)

form

aqueous methanol solution

solubility

methanol: water: soluble 7:3
DMSO: soluble
H2O: insoluble
chloroform: soluble
ethanol: soluble
hexane: insoluble
methanol: soluble

shipped in

dry ice

storage temp.

−20°C

SMILES string

CCC(\C=C\C1OC(=O)C=CC1C)=C/C(C)C\C=C\C(C)=C\C(CO)C(=O)C(C)C(O)C(C)C\C(C)=C\C(O)=O

Biochem/physiol Actions

Kazusamycin A, an unsaturated branched chain fatty acid with a terminal lactone ring, is a hydroxy analog of Leptomycin B. It has significant in vitro cytotoxic activity against various human and mouse tumor lines encompassing a wide range of tissue types. Kazusamycin A exhibits in vivo antitumor activity against experimental murine tumors. It inhibits nuclear export and Rev translocation, a regulatory gene product in the HIV genome, at nanomolar concentrations.

Physical form

70% methanol solution.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

60.0 °F - closed cup

flash_point_c

15.56 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
035K4092

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J B Tunac et al.
The Journal of antibiotics, 38(4), 460-465 (1985-04-01)
The novel, broad-spectrum antitumor antibiotics, CI-940 (PD 114,720) and PD 114,721 are components of bioactive compounds produced by a novel actinomycete (ATCC 39366). The organism is unique in that whole cell analysis revealed LL-diaminopimelic acid and major amounts of arabinose.
I Umezawa et al.
Gan to kagaku ryoho. Cancer & chemotherapy, 14(3 Pt 2), 858-864 (1987-03-01)
Kazusamycins A and B and leptomycin B have a structure characteristic of an unsaturated, branched-chain fatty acid with a terminal delta-lactone ring, and show antibacterial activity on some kinds of fungi. Kazusamycin A (KZM-A) showed cytotoxic activity on mammalian cells
Ryoichi Ando et al.
Bioorganic & medicinal chemistry letters, 16(12), 3315-3318 (2006-04-18)
Novel kazusamycin A derivatives were designed in the viewpoint of decrease of reactivity at the alpha,beta-unsaturated delta-lactone moiety against Michael-type addition. Although 25-30 steps were required for the synthesis of each compound, their syntheses were achieved. Cytotoxicity against HPAC cell
I Umezawa
Gan to kagaku ryoho. Cancer & chemotherapy, 11(12 Pt 2), 2674-2680 (1984-12-01)
The antitumor antibiotic sporamycin is composed of polypeptide and non-chromophore subunits and shows remarkable antitumor activity against various animal tumors. The mechanism of action of this compound involves host-mediated antitumor activity as well as direct cytotoxic activity due to the
The effect of kazusamycin on the growth of murine solid tumors and their spontaneous metastasis.
E Yoshida et al.
The Journal of antibiotics, 40(3), 391-393 (1987-03-01)
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