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CAS 78874-51-8

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D-Streptamine, O-6-amino-6,7-dideoxy-D-glycero-α-D-gluco-heptopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-

Description:
D-Streptamine, with the CAS number 78874-51-8, is a complex aminoglycoside antibiotic that exhibits a unique structure characterized by a heptopyranosyl backbone. This compound features multiple sugar moieties, including a 3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl unit, which contributes to its biological activity. D-Streptamine is known for its role in inhibiting bacterial protein synthesis, making it effective against a range of Gram-negative and some Gram-positive bacteria. Its mechanism of action involves binding to the bacterial ribosome, disrupting the translation process. The presence of amino groups in its structure enhances its solubility and interaction with bacterial ribosomal RNA. Additionally, the stereochemistry of the sugar components plays a crucial role in its pharmacological properties. D-Streptamine is often studied for its potential therapeutic applications and is of interest in the development of new antibiotics, particularly in the context of rising antibiotic resistance. However, its use is limited by potential toxicity and side effects, necessitating careful consideration in clinical applications.
Formula:C20H40N4O11
Synonyms:
  • D-Streptamine, O-6-amino-6,7-dideoxy-D-glycero-α-D-gluco-heptopyranosyl-(1→4)-O-[3-deoxy-4-C-methyl-3-(methylamino)-β-L-arabinopyranosyl-(1→6)]-
  • 2-Hydroxygentamicin B1
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