A peptidyl nucleoside antibiotic
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Blasticidin S (hydrochloride)

Item No. 14499

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[[(3S)-3-amino-5-[(aminoiminomethyl)methylamino]-1-oxopentyl]amino]-1-(4-amino-2-oxo-1(2H)-pyrimidinyl)-1,2,3,4-tetradeoxy-β-D-erythro-hex-2-enopyranuronic acid, monohydrochloride
CAS Number
3513-03-9
Molecular Formula
C17H26N8O5 • HCl
Formula Weight
458.9
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Water: 10 mg/ml
λmax
269 nm
SMILES
O=C(N=C(N)C=C1)N1[C@H]2C=C[C@H](NC(C[C@@H](N)CCN(C(N)=N)C)=O)C(C(O)=O)O2.Cl
InChi Code
InChI=1S/C17H26N8O5.ClH/c1-24(16(20)21)6-4-9(18)8-12(26)22-10-2-3-13(30-14(10)15(27)28)25-7-5-11(19)23-17(25)29;/h2-3,5,7,9-10,13-14H,4,6,8,18H2,1H3,(H3,20,21)(H,22,26)(H,27,28)(H2,19,23,29);1H/t9-,10-,13+,14?;/m0./s1
InChi Key
YQXYQOXRCNEATG-GMXSUNLVSA-N
Origin
Bacterium/Streptomyces griseochromogenes
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $50

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    25 mg

    $106

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    50 mg

    $198

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    100 mg

    $273

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    Product Description

    Blasticidin S is a peptidyl nucleoside antibiotic. It was first isolated from S. griseochromogenes.1 The structure of the pentahydrate form was determined using diffractometer data and, similar to the antibiotic amicetin, the hydrophilic and hydrophobic groups lie on either side of the molecule.2 It has since been created using total synthesis.3 Blasticidin S (hydrochloride) is used in research to select mammalian cells transfected with the blasticidin resistance gene bsr.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Takeuchi, S., Hirayama, K., Ueda, K., et al. Blasticidin S, a new antibiotic. J. Antibiot. (Tokyo) 11(1), 1-5 (1958).

    2. Swaminathan, V., Smith, J.L., Sundaralingam, M., et al. Crystal and molecular structure of the antibiotic blasticidin S hydrochloride pentahydrate. Biochim. Biophys. Acta 655(3), 335-341 (1981).

    3. Ichikawa, Y., Hirata, K., Ohbayashi, M., et al. Total synthesis of (+)-blasticidin s. Chemistry 10(13), 3241-3251 (2004).

    4. Izumi, M., Miyaza, H., Kamakura, T., et al. Blasticidin S-resistance gene (bsr): A novel selectable marker for mammalian cells. Exp. Cell Res. 197(2), 229-233 (1991).

    Product Citations

    Tsukui, D., Kimura, Y., and Kono, H. GM-CSF receptor/SYK/JNK/FOXO1/CD11c signaling promotes atherosclerosis. iScience 26(8), 107293 (2023).