L-Canavanine

  • O-((Aminoiminomethyl)amino)-L-homoserine
  • Canavanin
  • Canavanine
  • L-a-Amino-g-(guanidinooxy)-n-butyric acid
  • L-Homoserine, O-((aminoiminomethyl)amino)
  • Butyric acid, 2-amino-4-(guanidinooxy)-, L
Formula
H2NC(NH)NHOCH2CH2CH
Structure
Description
White powder.
Uses
A naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes due to its structural similarity with this L-amino acid. It is a selective inhibitor of inducible nitric oxide synthase (iNOS). Overproduction of NO by iNOS plays a crucial role in the pathophysiology of septic shock and chronic inflammation.

Registry Numbers and Inventories.
CAS
543-38-4
20/21/22
RTECS
ES7002000
RTECS class
Mutagen
Merck
12,1786
Beilstein/Gmelin
5735733
Beilstein Reference
6-04
New Zealand
Listed

Properties.
Formula
C5H12N4O3
Formula mass
176.18
Boiling point, °C
366
Vapor pressure, mmHg
2E-6 (25 C)
Density
1.494 g/cm3
Solubility in water
Very soluble
pKa/pKb
2.21 (pKa)
Heat of vaporization
67.2 kJ/mol

Hazards and Protection.
Storage
Maintain at 2-8 C.
Protection
Compatible chemical-resistant gloves. Chemical safety goggles.
Respirators
Government approved respirator.
Small spills/leaks
Sweep up, place in a bag and hold for waste disposal. Avoid raising dust. Ventilate area and wash spill site after material pickup is complete.
Incompatibilities
Strong oxidizing agents.
Decomposition
Thermal decomposition may produce carbon monoxide, carbon dioxide, and nitrogen oxides.

Fire.
Flash Point,°C
175
Fire fighting
Extinguish using Water spray. Carbon dioxide, dry chemical powder, or appropriate foam. Wear self-contained breathing apparatus and protective clothing to prevent contact with skin and eyes.
Hazards
Emits toxic fumes under fire conditions.

Health.
Exposure effects
Properties of this material have not yet been prepared. Any recommendations are of a general nature. Many chemicals cause irritation of the eyes, skin, and respiratory tract. In severe cases respiratory tract irritation can progress to ARDS/acute lung injury which may be delayed in onset for up to 24 to 72 hours in some cases Irritation or burns of the esophagus or gastrointestinal tract are also possible if caustic or irritant chemicals are ingested. ALWAYS contact your local poision control authority or medical professional for assistance.

First aid
 
   Ingestion
If swallowed, wash out mouth with water provided person is conscious. Call a physician.
   Inhalation
If inhaled, remove to fresh air. If not breathing give artificial respiration. If breathing is difficult, give oxygen.
   Skin
In case of contact, immediately wash skin with soap and copious amounts of water.
   Eyes
In case of contact, immediately flush eyes with copious amounts of water for at least 15 minutes.

Transport.