Busulfan

SKU: orb1310165

Description

Busulfan is a dimethane sulfonate-derived alkylating agent that exerts cytotoxic and immunosuppressive effects by forming reactive carbonium ions, leading to DNA cross-linking and damage. It is widely used as a myeloablative conditioning agent for bone marrow transplantation and in research to establish animal models of anemia and study DNA damage mechanisms.

Research Area

Cell Biology, Molecular Biology, Pharmacology & Drug Discovery

Key Properties

• CAS Number: 55-98-1
• MW: 246.3
• Purity: 99.77% (May vary between batches)
• Formula: C₆H₁₄O₆S₂
• SMILES: CS(=O)(=O)OCCCCOS(C)(=O)=O
• Target: DNA Alkylation|||DNA Alkylator/Crosslinker|||Apoptosis
• Solubility: 10% DMSO+40% PEG300+5% Tween-80+45% Saline:3 mg/mL (12.18 mM);DMSO:50 mg/mL (203 mM);Ethanol:< 1 mg/mL (insoluble or slightly soluble)

Bioactivity

• In Vivo:
  Busulfan, an alkylating agent that induces DNA damage through cross-linking DNA with DNA and proteins, triggers senescence in normal human diploid WI38 fibroblast cells via a cascade mediated by extracellular signal-regulated kinase (Erk) and p38 mitogen-activated protein kinase (p38 MAPK), independent of the p53-DNA damage pathway. Busulfan causes a transient reduction in glutathione levels, followed by a sustained increase in ROS production. The hypophosphorylation of Rb induced by Busulfan inhibits the expression of PCNA in testicular cells, preventing apoptosis of spermatogonial stem cells. Moreover, while Busulfan reduces the frequency of cobblestone area-forming cells, it does not significantly increase apoptosis in hematopoietic stem cells (HSC)-like cells and progenitor cells with similar phenotypes. Busulfan suppresses the hematopoietic function of HSC-like cells and progenitor cells through an apoptosis-dependent mechanism. Additionally, Busulfan-induced senescence in bone marrow hematopoietic cells correlates with a time-dependent increase in the expression of p16Ink4a and p19Arf.
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• In Vitro:
  Mice transplanted with busulfan exhibit slow and incomplete lymphoid engraftment. Mice treated with busulfan demonstrate a significant increase in apoptosis and a reduction in testicular weight. In NOD/SCID mice, busulfan treatment combined with irradiation achieves a detection sensitivity similar to that of limiting dilution assays. A dose-dependent lymphoid tissue reconstitution is provided in mice with 20 mg/kg to 100 mg/kg of busulfan. At 40 mg/kg, busulfan induces the maximum number of apoptotic cells while minimizing the number of necrotic cells.
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Storage & Handling

• Storage: -20°C
• Expiration Date: 12 months from date of receipt.
• Disclaimer: For research use only

Alternative Names

Apoptosis, Busulfan, Busulphan, Crosslinker, DNA Alkylator, DNA Alkylator/Crosslinker, DNA Alkylation, DNAAlkylation, DNAAlkylator, Inhibitor, inhibit, Myleran, Sulphabutin

Compound Identifiers

PubChem CID

2478