:(+)-cis-2-Aminomethylcyclopropane carboxylic acid

{{Distinguish|Cyclic adenosine monophosphate}}

{{DISPLAYTITLE:(+)-cis-2-Aminomethylcyclopropane carboxylic acid}}

{{Chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 477200460

| Name = (+)-cis-2-Aminomethylcyclopropane carboxylic acid

| ImageFile = (+)-CAMP.svg

| ImageFile_Ref = {{chemboximage|correct|??}}

| ImageName = Stereo, skeletal formula of (+)-cis-2-aminomethylcyclopropane carboxylic acid

| ImageFile1 = (+)-CAMP-3D-balls.png

| ImageName1 = C=black, H=white, O=red, N=blue

| ImageAlt1 = (+)-CAMP molecule

| PIN = (1S,2R)-2-(Aminomethyl)cyclopropane-1-carboxylic acid{{Cite web|title=AC1LT400 - Compound Summary|url=https://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?cid=1502041|work=PubChem Compound|publisher=National Center for Biotechnology Information|access-date=7 October 2011|location=USA|date=11 July 2005|at=Identification and Related Records}}

|Section1={{Chembox Identifiers

| CASNo = 36489-13-1

| CASNo_Ref = {{cascite|changed|??}}

| PubChem = 1502041

| ChemSpiderID = 1236854

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChEMBL = 230115

| ChEMBL_Ref = {{ebicite|correct|EBI}}

| SMILES = NC[C@@H]1C[C@@H]1C(O)=O

| StdInChI = 1S/C5H9NO2/c6-2-3-1-4(3)5(7)8/h3-4H,1-2,6H2,(H,7,8)/t3-,4-/m0/s1

| StdInChI_Ref = {{stdinchicite|correct|chemspider}}

| StdInChIKey = QUFMERRXRMSAPZ-IMJSIDKUSA-N

| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}

}}

|Section2={{Chembox Properties

| C=5 | H=9 | N=1 | O=2

| Density = 1.275 g/mL

| BoilingPtC = 256.9

| LogP = −0.721

| pKa = 4.157

| pKb = 9.840

| IsoelectricPt = 7.01

}}

|Section3={{Chembox Related

| OtherFunction = ACPD

| OtherFunction_label = cycloalkanes

}}

}}

(+)-cis-2-Aminomethylcyclopropane carboxylic acid ((+)-CAMP) is an agonist for the GABAA-rho receptor.{{cite journal | last1 = Duke | first1 = RK | last2 = Chebib | first2 = M | last3 = Balcar | first3 = VJ | last4 = Allan | first4 = RD | last5 = Mewett | first5 = KN | last6 = Johnston | first6 = GA | title = (+)- and (−)-cis-2-aminomethylcyclopropanecarboxylic acids show opposite pharmacology at recombinant rho(1) and rho(2) GABA(C) receptors | journal = Journal of Neurochemistry | volume = 75 | issue = 6 | pages = 2602–10 | year = 2000 | pmid = 11080214 | doi=10.1046/j.1471-4159.2000.0752602.x| doi-access = free }}{{cite journal | last1 = Carland | first1 = JE | last2 = Moorhouse | first2 = AJ | last3 = Barry | first3 = PH | last4 = Johnston | first4 = GA | last5 = Chebib | first5 = M | title = Charged residues at the 2' position of human GABAC rho 1 receptors invert ion selectivity and influence open state probability | journal = The Journal of Biological Chemistry | volume = 279 | issue = 52 | pages = 54153–60 | year = 2004 | pmid = 15485818 | doi = 10.1074/jbc.M410625200 | doi-access = free }}

References

{{Reflist|2}}

{{GABAergics}}

{{DEFAULTSORT:aminomethylcyclopropane carboxylic acid}}

Category:Gamma-Amino acids

Category:Cyclopropanes

Category:GABAA-rho receptor agonists

{{Amine-stub}}

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