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N9162

Sigma-Aldrich

Neocarzinostatin

from Streptomyces carzinostaticus, ≥90% (SDS-PAGE), solution

Synonym(s):

Holoneocarzinostatin, NCS, NSC-69856, Zinostatin

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About This Item

CAS Number:
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Neocarzinostatin from Streptomyces carzinostaticus, ≥90% (SDS-PAGE), ~0.5 mg/mL

Quality Level

assay

≥90% (SDS-PAGE)

form

solution

concentration

~0.5 mg/mL

antibiotic activity spectrum

neoplastics

mode of action

DNA synthesis | interferes

shipped in

wet ice

storage temp.

2-8°C

InChI

1S/C35H35NO12/c1-16-12-19(42-4)14-22-20(16)8-9-23(37)27(22)32(40)45-24-13-18-10-11-35(26-15-43-34(41)46-26)25(48-35)7-5-6-21(18)31(24)47-33-28(36-3)30(39)29(38)17(2)44-33/h8-9,12-14,17,21,24-26,28-31,33,36-39H,6,15H2,1-4H3/t17-,21?,24-,25-,26-,28-,29+,30-,31-,33-,35+/m1/s1

InChI key

BLXZMHNVKCEIJX-PNKAXBHOSA-N

Application

Neocarzinostatin from Streptomyces carzinostaticus has been used:
  • as a DNA damaging agent to treat human fibroblast GM0637 cells
  • as a radiomimetic antibiotic to induce DNA damage
  • in combination with Vγ2Vδ2 T cells to determine the cytotoxicity in ovarian cancer cells

Biochem/physiol Actions

Neocarzinostatin is a protein-small molecule complex composed of an enediyne chromophore tightly bound to a 113 amino acid single chain protein. The complex possesses antiproliferative and antitumor activity. The chromophore is the active compound, which is responsible for DNA cleavage; while the apoprotein stabilizes and regulates the availability of the labile chromophore. NCS chromophore is bound non-covalently in a cleft of the binding protein and is dissociable. Upon addition of a thiol, the chromophore forms a highly reactive biradical species that can induce sequence-specific single and double strand breaks in DNA. Neocarzinostatin inhibits DNA synthesis and possesses antitumor activity in various human and animal tumors. NCS inhibits cellular proliferation by inducing G2 cell cycle arrest and apoptosis in both human papillomavirus (HPV) positive and negative cell lines.
Neocarzinostatin is a radiomimetic antibiotic substance.

Physical form

Supplied as 100 μg (~9 nmoles) in a solution containing 20 mM MES buffer, pH 5.5.

Storage Class

10 - Combustible liquids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, multi-purpose combination respirator cartridge (US)


Certificates of Analysis (COA)

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B Heyd et al.
Journal of bacteriology, 182(7), 1812-1818 (2000-03-14)
Neocarzinostatin (NCS) is the most studied member of a family of chromoproteins secreted by a range of actinomycetes species. It has been proposed that in addition to their antitumoral activity related to the bound chromophores, this group of related proteins
Induction of ATM/ATR pathway combined with Vgamma2Vdelta2 T cells enhances cytotoxicity of ovarian cancer cells
Lu J,et al.
Biochimica et Biophysica Acta (BBA)-Molecular Basis of Disease, 1842(7), 1071-1079 (2014)
Long non-coding RNA ANRIL (CDKN2B-AS) is induced by the ATM-E2F1 signaling pathway
Wan G, et al.
Cellular Signalling, 25(5), 1086-1095 (2013)
Neocarzinostatin-chromophore: a potent inhibitor of casein kinase II in vitro.
Tanoue, S., et al.
Antibiotics, 51, 95-98 (1998)
The enediyne antibiotics.
A L Smith et al.
Journal of medicinal chemistry, 39(11), 2103-2117 (1996-05-24)

Articles

Bioactive small molecules for immune system signaling target identification/validation and antibiotics, antivirals, and antifungals offered.

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