(+)-cis-2-Aminomethylcyclopropane carboxylic acid

Not to be confused with Cyclic adenosine monophosphate.
(+)-cis-2-Aminomethylcyclopropane carboxylic acid
Stereo, skeletal formula of (+)-cis-2-aminomethylcyclopropane carboxylic acid
Stereo, skeletal formula of (+)-cis-2-aminomethylcyclopropane carboxylic acid
(+)-CAMP molecule
C=black, H=white, O=red, N=blue
Names
Preferred IUPAC name
(1S,2R)-2-(Aminomethyl)cyclopropane-1-carboxylic acid[1]
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
  • InChI=1S/C5H9NO2/c6-2-3-1-4(3)5(7)8/h3-4H,1-2,6H2,(H,7,8)/t3-,4-/m0/s1 checkY
    Key: QUFMERRXRMSAPZ-IMJSIDKUSA-N checkY
  • NC[C@@H]1C[C@@H]1C(O)=O
Properties
C5H9NO2
Molar mass 115.132 g·mol−1
Density 1.275 g/mL
Boiling point 256.9 °C (494.4 °F; 530.0 K)
log P −0.721
Acidity (pKa) 4.157
Basicity (pKb) 9.840
Isoelectric point 7.01
Related compounds
Related cycloalkanes
 ACPD
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

(+)-cis-2-Aminomethylcyclopropane carboxylic acid ((+)-CAMP) is an agonist for the GABAA-rho receptor.[2][3]

References

  1. ^ "AC1LT400 - Compound Summary". PubChem Compound. USA: National Center for Biotechnology Information. 11 July 2005. Identification and Related Records. Retrieved 7 October 2011.
  2. ^ Duke, RK; Chebib, M; Balcar, VJ; Allan, RD; Mewett, KN; Johnston, GA (2000). "(+)- and (−)-cis-2-aminomethylcyclopropanecarboxylic acids show opposite pharmacology at recombinant rho(1) and rho(2) GABA(C) receptors". Journal of Neurochemistry. 75 (6): 2602–10. doi:10.1046/j.1471-4159.2000.0752602.x. PMID 11080214.
  3. ^ Carland, JE; Moorhouse, AJ; Barry, PH; Johnston, GA; Chebib, M (2004). "Charged residues at the 2' position of human GABAC rho 1 receptors invert ion selectivity and influence open state probability". The Journal of Biological Chemistry. 279 (52): 54153–60. doi:10.1074/jbc.M410625200. PMID 15485818.


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