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Key Documents

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 Code

10 - Combustible liquids

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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The enediyne antibiotics.
A L Smith et al.
Journal of medicinal chemistry, 39(11), 2103-2117 (1996-05-24)
Neocarzinostatin-chromophore: a potent inhibitor of casein kinase II in vitro.
Tanoue, S., et al.
Antibiotics, 51, 95-98 (1998)
Emanuela Tumini et al.
Molecular cancer research : MCR, 17(3), 773-782 (2018-12-16)
R-loops are a major source of replication stress, DNA damage, and genome instability, which are major hallmarks of cancer cells. Accordingly, growing evidence suggests that R-loops may also be related to cancer. Here we show that R-loops play an important
Yuki Takagawa et al.
Molecular therapy : the journal of the American Society of Gene Therapy, 28(6), 1494-1505 (2020-04-23)
BRD4, a member of the bromodomain and extra-terminal domain (BET) protein family, plays a role in the organization of super-enhancers and transcriptional activation of oncogenes in cancer and is recognized as a promising target for cancer therapy. microRNAs (miRNAs), endogenous
Laura Avogaro et al.
RNA biology, 15(6), 787-796 (2018-04-17)
Telomeres cap the ends of eukaryotic chromosomes, protecting them from degradation and erroneous recombination events which may lead to genome instability. Telomeres are transcribed giving rise to telomeric repeat-containing RNAs, called TERRA. The TERRA long noncoding RNAs have been proposed

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