21375
L-Canavanine sulfate salt
≥98.0% (TLC)
Synonym(s):
L-α-Amino-γ-(guanidinooxy)butyric acid sulfate salt
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About This Item
Empirical Formula (Hill Notation):
C5H12N4O3 · H2SO4
CAS Number:
Molecular Weight:
274.25
EC Number:
218-728-4
UNSPSC Code:
12352200
PubChem Substance ID:
Beilstein/REAXYS Number:
6121291
MDL number:
assay
≥98.0% (TLC)
optical activity
[α]20/D +17±1°, c = 2% in H2O
mp
160-165 °C (dec.)
storage temp.
2-8°C
SMILES string
OS(O)(=O)=O.N[C@@H](CCONC(N)=N)C(O)=O
InChI
1S/C5H12N4O3.H2O4S/c6-3(4(10)11)1-2-12-9-5(7)8;1-5(2,3)4/h3H,1-2,6H2,(H,10,11)(H4,7,8,9);(H2,1,2,3,4)/t3-;/m0./s1
InChI key
MVIPJKVMOKFIEV-DFWYDOINSA-N
Biochem/physiol Actions
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).
Naturally occurring L-amino acid that interferes with L-arginine-utilizing enzymes; selective inhibitor of inducible nitric oxide synthase (iNOS).
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
A structural analog of L-arginine. Review: Biological effects and mode of action
Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Nicholas R Pannunzio et al.
Molecular cell, 68(5), 901-912 (2017-12-09)
DNA double-strand breaks (DSBs) occurring within fragile zones of less than 200 base pairs account for the formation of the most common human chromosomal translocations in lymphoid malignancies, yet the mechanism of how breaks occur remains unknown. Here, we have
G A Rosenthal
The Quarterly review of biology, 52(2), 155-178 (1977-06-01)
Many of the 200 or so non-protein amino acids synthesized by higher plants are related structurally to the constituents of common proteins. L-Canavanine, the guanidinooxy structural analogue of L-arginine, is representative of this group. It has provided valuable insight into