An aminoglycoside antibiotic
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Apramycin (sulfate hydrate)

Item No. 19688

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
O-4-amino-4-deoxy-α-D-glucopyranosyl-(1→8)-O-(8R)-2-amino-2,3,7-trideoxy-7-(methylamino)-D-glycero-α-D-allo-octodialdo-1,5:8,4-dipyranosyl-(1→4)-2-deoxy-D-streptamine, sulfate, hydrate
Synonyms
  • Nebramycin II
Molecular Formula
C21H41N5O11 • XH2SO4 [XH2O]
Formula Weight
539.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
PBS (pH 7.2): 10 mg/ml
λmax
244 nm
SMILES
OC[C@H]([C@@H](N)[C@H](O)[C@H]1O)O[C@]1([H])O[C@@H]2[C@@H](NC)[C@@H](O)[C@@]3([H])O[C@H](O[C@@]4([H])[C@H](O)[C@@H](O)[C@H](N)C[C@@H]4N)[C@H](N)C[C@]3([H])O2.OS(O)(=O)=O.O
InChi Code
InChI=1S/C21H41N5O11.H2O4S.H2O/c1-26-11-14(30)18-8(33-20(11)37-21-16(32)13(29)10(25)9(4-27)34-21)3-7(24)19(36-18)35-17-6(23)2-5(22)12(28)15(17)31;1-5(2,3)4;/h5-21,26-32H,2-4,22-25H2,1H3;(H2,1,2,3,4);1H2/t5-,6+,7-,8+,9-,10-,11+,12+,13+,14-,15-,16-,17-,18+,19+,20-,21-;;/m1../s1
InChi Key
QZMYGUIMDGWSNW-PWWORVPNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    500 mg

    $32

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    1 g

    $41

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    5 g

    $110

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    Cayman Chemical
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    Product Description

    Apramycin is an aminoglycoside antibiotic first isolated from S. tenebrarius.1 It is active against a variety of Gram-positive and Gram-negative bacteria, including strains which produce aminoglycoside-modifying enzymes.2 Apramycin inhibits protein synthesis in bacteria both in vivo and in vitro.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Perzynski, S., Cannon, M., Cundliffe, E., et al. Effects of apramycin, a novel aminoglycoside antibiotic on bacterial protein synthesis. Eur. J. Biochem. 99(3), 623-628 (1979).

    2. Abe, Y., Nakagawa, S., Naito, T., et al. Aminoglycoside antibiotics. XIV. Synthesis and activity of 6-O-(3-amino-3-deoxy-α-D-glucopyranosyl)-and 5-O-(β-D-ribofuranosyl)apramycins. J. Antibiot. (Tokyo) 34(11), 1434-1446 (1981).