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Merck

C6645

Sigma-Aldrich

Cytosin β-D-Arabinofuranosid -hydrochlorid

crystalline

Synonym(e):

Ara-C -hydrochlorid, Cytarabin -hydrochlorid

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About This Item

Empirische Formel (Hill-System):
C9H13N3O5 · HCl
CAS-Nummer:
Molekulargewicht:
279.68
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352202
PubChem Substanz-ID:
NACRES:
NA.77

Biologische Quelle

synthetic (inorganic)

Qualitätsniveau

Assay

≥99% (HPLC)

Form

crystalline

mp (Schmelzpunkt)

197-198 °C (lit.)

Lagertemp.

2-8°C

SMILES String

Cl[H].NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O

InChI

1S/C9H13N3O5.ClH/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8;/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16);1H/t4-,6-,7+,8-;/m1./s1

InChIKey

KCURWTAZOZXKSJ-JBMRGDGGSA-N

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Anwendung

Cytosine β-D-arabinofuranoside hydrochloride has been used in fetal bovine serum supplemented Dulbecco′s modified eagle medium (FBS-DMEM) and B27/neurobasal-A medium to inhibit the growth of glial cells. It has also been used to inhibit astrocyte proliferation in embryonic spinal cord neurons.

Biochem./physiol. Wirkung

Ara-C is phosphorylated to Ara-CTP and is incorporatee into DNA. It inhibits DNA replication by forming cleavage complexes with topoisomerase I resulting in DNA fragmentation, and ultimately induces apoptosis via the PKC signaling pathway. Does not inhibit RNA synthesis. Anti-leukemia agent.

Piktogramme

Health hazardExclamation mark

Signalwort

Warning

Gefahreneinstufungen

Eye Irrit. 2 - Muta. 2 - Repr. 2 - Skin Sens. 1

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Mitochondria are widely recognized as fundamental organelles for cellular physiology and constitute the main energy source for different cellular processes. The location, morphology, and interactions of mitochondria with other organelles, such as the endoplasmic reticulum (ER), have emerged as critical
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Artikel

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

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