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A1287 Sigma-Aldrich

5-Azacytidine

Hybri-Max, γ-irradiated, lyophilized powder, BioXtra, suitable for hybridoma

Synonym: 4-Amino-1-(β-D-ribofuranosyl)-1,3,5-triazin-2(1H)-one, Ladakamycin

  • CAS Number 320-67-2

  • Empirical Formula (Hill Notation) C8H12N4O5

  • Molecular Weight 244.20

  •  Beilstein/REAXYS Number 620461

  •  EC Number 206-280-2

  •  MDL number MFCD00006539

  •  PubChem Substance ID 24890525

  •  NACRES NA.75

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Properties

Related Categories A - K, Antibacterial, Antibiotics, Antibiotics A to Z, Antibiotics by Application,
Quality Level   200
biological source   synthetic (organic)
grade   Hybri-Max
sterility   γ-irradiated
product line   BioXtra
form   lyophilized powder
application(s)   cell culture | hybridoma: suitable
impurities   endotoxin, tested
mp   226-232 °C (dec.) (lit.)
solubility   acetic acid: water (1:1): 5 mg/mL, clear, colorless
Mode of action   DNA synthesis | interferes
antibiotic activity spectrum   viruses
storage temp.   −20°C
SMILES string   NC1=NC(=O)N(C=N1)[C@@H]2O[C@H](CO)[C@@H](O)[C@H]2O
InChI   1S/C8H12N4O5/c9-7-10-2-12(8(16)11-7)6-5(15)4(14)3(1-13)17-6/h2-6,13-15H,1H2,(H2,9,11,16)/t3-,4-,5-,6-/m1/s1
InChI key   NMUSYJAQQFHJEW-KVTDHHQDSA-N
Gene Information   human ... DNMT1(1786), DNMT3A(1788)

Description

General description

Chemical structure: nucleoside

Application

5-Azacytidine may be used to induce in vitro cardiomyogenic differentiation of adult human bone marrow mesenchymal stem cells. It may also be used to study the effects of 5-Azacytidine on the immune regulatory myeloid-derived suppressor cells (MDSCs) and regulatory T cells (Tregs).

Biochem/physiol Actions

5-Azacytidine is a deoxycytidine analog and a demethylating agent. It acts as a potential antineoplastic agent for acute myelogenous leukemia. 5-Azacytidine activates repressed genes by inhibiting DNA methylation. 5-Azacytidine also affects protein synthesis by altering the RNA function and stability.

A potent growth inhibitor and cytotoxic agent; inhibits DNA methyltransferase, an important regulatory mechanism of gene expression, gene activation and silencing.

Reconstitution

Reconstitute contents of vial with 10 mL sterile cell culture medium. Stock solution is sufficient to prepare 500ml medium. Final working concentration: 10 μM 5-azacytidine.

Legal Information

Hybri-Max is a trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
RTECS 
XZ3017500
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Frequently Asked Questions

Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
What is the concentration of Product A1287, 5-Azacytidine - Hybri-Max?
The working concentration is 10 μM, so the 50X stock is 500 μM.
How much is contained in the 1 vial of Product A1287, 5-Azacytidine - Hybri-Max?
1 vial contains 1.2 mg.
How is Product A1287, 5-Azacytidine - Hybri-Max, to be dissolved? And once dissolved, is the solution stable?
Dissolve each 1.2 mg vial in 10 mL of culture medium. This compound is very unstable in aqueous solutions; we have found a 10% loss after just 2-3 hours at room temperature in phosphate buffer pH 7.4, even faster loss at 50°C. We generally recommend keeping solutions on ice during the course of a day. If stock solution must be kept, store them in the freezer at -20°C in single use aliquots.
How do I find price and availability?
There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote. USA customers: 1-800-325-3010 or view local office numbers.
What is the Department of Transportation shipping information for this product?
Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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