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Glycopeptide

Vancomycin

A glycopeptide given intravenously for serious MRSA and other Gram-positive infections, and by mouth for C. difficile infection.

Drug card

How it works
Binding the D-Ala-D-Ala ends of wall precursors so the cell wall cannot be built
Used for
  • MRSA infections of blood, skin, bone and lung
  • C. difficile infection, by mouth
  • Infective endocarditis
  • Septicemia
Known for
  • Vancomycin infusion reaction (formerly red man syndrome)
  • Acute kidney injury (interstitial nephritis)
  • Hearing loss, tinnitus and vertigo
Its name
-mycin means an antibiotic from Streptomyces bacteria

Study it as a flashcard, and it comes back before you forget it.

Mechanism of action

How does vancomycin work?

Vancomycin grips the D-alanyl-D-alanine end of cell wall precursors so they cannot be added to peptidoglycan; it may also alter membrane permeability and RNA synthesis. It kills most Gram-positive bacteria, including MRSA, but only inhibits enterococci. Taken by mouth it is barely absorbed and acts in the gut.

Uses

What is vancomycin used for?

  • MRSA infections of blood, skin, bone and lung
  • C. difficile infection, by mouth
  • Infective endocarditis
  • Septicemia
  • Bone infections
  • Lower respiratory tract infections

Side effects

Side effects of vancomycin

  • Vancomycin infusion reaction (formerly red man syndrome)Known for
  • Acute kidney injury (interstitial nephritis)Known forSerious
  • Hearing loss, tinnitus and vertigoKnown forSerious
  • Low blood pressure and shock with rapid infusionSerious
  • Wheezing and breathlessness during infusionSerious
  • AnaphylaxisSerious
  • Reversible neutropeniaSerious
  • Severe skin reactions (SJS, TEN, DRESS, LABD)Serious
  • Thrombophlebitis at the infusion site
  • Nausea and abdominal pain (by mouth)
  • Low potassium (by mouth)
  • Retinal vasculitis and vision loss (eye injection)Serious

Known for marks what an exam expects you to know it for.

Watch for

Cautions and what sets it apart

  • Infuse slowly, over at least 60 minutes, and before anesthetic induction where possible, to limit infusion reactions.
  • Monitor blood vancomycin levels and kidney function; doses are adjusted in kidney impairment.
  • Piperacillin/tazobactam, aminoglycosides and other nephrotoxic or ototoxic drugs add to the kidney and hearing risk.
  • By mouth it treats only gut infections; given intravenously it does not treat C. difficile colitis.

Good to know: Labels now say vancomycin infusion reaction for the itchy flushing of face, neck and upper body that red man syndrome used to describe. For enterococcal endocarditis it is combined with an aminoglycoside.

Remember it

A way to remember it

NOT

N
Nephrotoxicity (acute kidney injury)
O
Ototoxicity
T
Thrombophlebitis at the infusion site

Vancomycin does NOT come trouble-free: watch the kidneys, the ears and the vein. Add the vancomycin infusion reaction if it is run in too fast.

A mnemonic widely used in teaching

Its name

  • -mycin means antibiotic from Streptomyces bacteria

    Spans classes: macrolides (azithromycin), lincosamides (clindamycin), glycopeptides (vancomycin), aminoglycosides (streptomycin) and anticancer bleomycin. Gentamicin is spelled -micin.

  • Every drug name stem

Its class

Glycopeptides

Glycopeptides bind the D-alanyl-D-alanine end of peptidoglycan precursors, at a different site from the one beta-lactams target, so the precursors cannot be built into the cell wall and the weakened wall lyses. They act on Gram-positive bacteria, including MRSA, while Gram-negative bacilli, mycobacteria and fungi resist them.

Easily mixed up with penicillins, oxazolidinones and lincosamides.

Sources

Checked against

Written for biofideX in plain words, after checking these references:

For learning pharmacology, not for treatment decisions: no doses are given, and a prescriber, pharmacist or the product's own label is the word on any one patient. Spotted a mistake? Tell us and we'll correct it.

Practice it

Antibiotics: the cell wall

Vancomycin is one of 12 drugs practiced together here: their classes, how they work, what they treat and what they're known for.

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