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AdipoGen Life Sciences
Citrinin
45
CHF
CHF 45.00
In stock
AG-CN2-0101-M0011 mgCHF 45.00
AG-CN2-0101-M0055 mgCHF 140.00
AG-CN2-0101-M02525 mgCHF 560.00
Product Details | |
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Synonyms | NSC 186; BRN 0088597; Antimycin |
Product Type | Chemical |
Properties | |
Formula |
C13H14O5 |
MW | 250.3 |
Merck Index | 14: 2327 |
CAS | 518-75-2 |
RTECS | DJ2275000 |
Source/Host Chemicals | Isolated from Penicillium citrinum strain FKI-4836. |
Purity Chemicals | ≥97% (HPLC) |
Appearance | Yellow solid. |
Solubility | Soluble in methanol, ethanol, methylene chloride, pyridine or dioxane. Insoluble in water, chloroform or hexane. |
Other Product Data |
Solutions change color with changes in pH from yellow (pH 4.6) to red (pH 9.9). |
InChi Key | CQIUKKVOEOPUDV-IYSWYEEDSA-N |
Smiles | C[C@H]1OC=C2C(O)=C(C(O)=O)C(=O)C(C)=C2[C@@H]1C |
Shipping and Handling | |
Shipping | AMBIENT |
Short Term Storage | +4°C |
Long Term Storage | -20°C |
Handling Advice | After reconstitution, prepare aliquots and store at -20°C. |
Use/Stability | Stable for at least 3 years after receipt when stored at -20°C. |
Documents | |
MSDS | Download PDF |
Product Specification Sheet | |
Datasheet | Download PDF |
Description
- Antibiotic [1, 2].
- Antiprotozoal. Antimicrobial [3, 6].
- Cytotoxic and genotoxic in various mammalian cells [4].
- Mitochondrial permeability transition pore (MPTP) activator [5-7].
- Apoptosis inducer [7-9, 14].
- ERK and JNK signaling pathways activator [10].
- Nephrotoxic mycotoxin [11].
- Suppresses NO and iNOS expression via inhibition of the JAK/STAT-1α and NF-κB signaling pathways [12].
- Tubulin polymerization and mitotic spindle assembly inhibitor [13].
- Increases reactive oxygen species (ROS) [14].
- Induces cell cycle arrest at the G0/G1 and G2/M phase [13,14].
Product References
- Citrinin: T.S. Gore, et al.; Nature 16, 157 (1946)
- Citrinin as an Antibiotic: Y. Wang, et al.; Science 106, 291 (1947)
- Antiprotozoal activity in citrinin: A.W. Hayes, et al.; Bull. Environ. Contam. Toxicol. 15, 429 (1976)
- Cytotoxicity of citrinin in cultured kidney epithelial cell systems: M. Yoneyama, et al.; Ecotoxicol. Environ. Saf. 11, 100 (1986)
- Citrinin-induced mitochondrial permeability transition: E.J. Da Lozzo, et al.; J. Biochem. Mol. Toxicol. 12, 291 (1998)
- Antimicrobial activity of the mycotoxin citrinin obtained from the fungus penicillium citrinum: P.M. Mazumder, et al.; Anc. Sci. Life. 21, 191 (2002)
- Citrinin induces apoptosis in HL-60 cells via activation of the mitochondrial pathway: F.Y. Yu, et al.; Toxicol. Lett. 161, 143 (2006)
- Citrinin induces apoptosis via a mitochondria-dependent pathway and inhibition of survival signals in embryonic stem cells, and causes developmental injury in blastocysts: W.H. Chan; Biochem. J. 404, 317 (2007)
- Citrinin induces apoptosis in mouse embryonic stem cells: W.H. Chan; IUBMB Life 60, 171 (2008) (Review)
- Activation of ERK and JNK signaling pathways by mycotoxin citrinin in human cells: C.H. Chang, et al.; Toxicol. Appl. Pharmacol. 237, 281 (2009)
- Toxicological properties of citrinin: D. Flajs & M. Peraica; Arh. Hig. Rada Toksikol. 60, 457 (2009) (Review)
- The fungal metabolite, citrinin, inhibits lipopolysaccharide/interferon-γ-induced nitric oxide production in glomerular mesangial cells: B.H. Liu, et al.; Int. Immunopharmacol. 10, 1608 (2010)
- Mycotoxin citrinin induced cell cycle G2/M arrest and numerical chromosomal aberration associated with disruption of microtubule formation in human cells: C.H. Chang, et al.; Toxicol. Sci. 119, 84 (2011)
- Citrinin-generated reactive oxygen species cause cell cycle arrest leading to apoptosis via the intrinsic mitochondrial pathway in mouse skin: R. Kumar, et al.; Toxicol. Sci. 122, 557 (2011)